Executive Assistant F/M

[dl68]

A story suggested by #Ak610

Background

My name is Simon; I am 32 years old and I am head of Sales & Marketing for a company that makes ceramic tiles for both domestic and corporate customers around the world. I live alone in an upmarket suburb of London.

A year or so ago, as part of a cost saving initiative, the four senior Managers were required to give up their individual Executive Assistants and instead the four of us shared a single person. Miss Strickland is certainly efficient if somewhat aloof. She doesn’t socialise with the team, but none of us can fault her competency. It seems that there is no problem she cannot resolve either herself or because she knows someone who can.

And that’s where my trouble began!

My company laptop had become slow and occasionally seems to corrupt a file I was working on. I had tried to resolve the issue myself but nothing seemed to work and in the end I asked Miss Strickland – everyone called her that as no-one seemed to know her given name – to take it to IT and have them fix it. She said she knew a bit about computers so she would have a look whilst I was out for lunch and if she couldn’t fix it she would take it to the techies.

When I returned the laptop was on my desk with a note saying it was sorted. Sure enough it was.

I thanked her when I passed her in the corridor and she smiled; something she doesn’t normally do, but strangely there didn’t seem to be any warmth in her expression. I would soon find out why.

A couple of days later – it was a Friday - and as I was working on a bid for a company on the West Coast of America I was scheduled to stay late in the office to join a conference call with the client. I assumed everyone else had gone home for the weekend and I would be the last to leave. I was wrong!

As the call ended I looked up as the door to my office opened and Miss Strickland was standing there framed by the light from outside. She wasn’t wearing her usual conservative clothes; instead she was dressed from head to toe in black leather.

‘So Simon’, she said without hesitating, ‘you have been a very naughty boy and you have broken several company rules.’ ‘What the hell are you talking about?’ I said shocked at her tone.

‘I am talking about the pornography sites you have been visiting on your company laptop and the images you have downloaded!’ I gasped for two reasons; I had visited a few sites out of curiosity I guess, but I hadn’t downloaded anything.

‘I have made a copy of your drive and also a copy of the cctv tapes showing that you were using your laptop at the precise time the websites were accessed.’ I looked confused at the mention of cctv; ‘I installed webcams in the offices to keep an eye on everyone I look after’, she said with a smile.

‘But that’s illegal’, I said and she laughed; ‘says someone whose career is now on the line.’ I realised what she meant.

She walked around the desk and took hold on my tie; ‘do you want to keep your job?’ I nodded, not sure where this conversation was going.

‘Well the only way that I will keep this secret is if you do whatever I want to please me.’ I assumed this meant she was blackmailing me for money and I nodded. After all I was well paid and equally I couldn’t afford to lose the job.

I wasn’t prepared for her next move.

‘Show me you agree’, she said, ‘starting by stripping off.’ I hesitated and she slammed the palm of her hand on my desk; ‘Now!’ she shouted and I jumped from the chair.

I removed my suit and shirt; ‘everything’, she said curtly and I reluctantly removed my shorts and socks.

She walked once around me looking at me from all angles, I tried to cover my genitals but she slapped my hands as she passed. She picked up a discarded sock; ‘open wide’, she said and when I didn’t she slapped my face.

The sock was forced into my mouth and she used Scotch tape from my desk dispenser around my head to hold it in place. I tasted my day old odour and it wasn’t pleasant.

‘Men are so pathetic when all their badges of office like their clothes are taken from them’, she said and I saw what she meant, I was certainly feeling vulnerable.

She pointed to my cock which despite everything was proudly erect; ‘looks like someone needs some relief’, she said and I looked confused wondering what she wanted.

‘Jack yourself off!’ she shouted and her tone was more of a command than anything. It was a tone that I found strangely intimidating and yet desirable at the same time.

In no time my right hand grasped my cock and I pumped up and down the shaft until I was in the zone thinking of nothing else other than the pleasure of the climax.

I ejaculated and only then did I realise that I had sprayed sperm all over my desk.

Miss Strickland laughed at what I had done; ‘you forgot about the cctv. That is the final nail in your career unless you obey me’, she said and I realised the trap she had sprung.

‘I’ll leave you to clean this mess up and I expect you at my house tomorrow morning at 8am. The address is on this card. Don’t be late!’

She turned and left. As I cleaned up the mess and got dressed I speculated on how that meeting would go. I thought about calling the CEO to explain, but how would my actions look?! I decided to see what she had to say and take it from there.

[LunaDog]

EXCELLENT WORK! Looking forward to finding out what Miss Strickland has planned for her 'victim.'

[Ak610]

A story suggested by #Ak610

Background

My name is Simon; I am 32 years old and I am head of Sales & Marketing for a company that makes ceramic tiles for both domestic and corporate customers around the world. I live alone in an upmarket suburb of London.

A year or so ago, as part of a cost saving initiative, the four senior Managers were required to give up their individual Executive Assistants and instead the four of us shared a single person. Miss Strickland is certainly efficient if somewhat aloof. She doesn’t socialise with the team, but none of us can fault her competency. It seems that there is no problem she cannot resolve either herself or because she knows someone who can.

And that’s where my trouble began!

My company laptop had become slow and occasionally seems to corrupt a file I was working on. I had tried to resolve the issue myself but nothing seemed to work and in the end I asked Miss Strickland – everyone called her that as no-one seemed to know her given name – to take it to IT and have them fix it. She said she knew a bit about computers so she would have a look whilst I was out for lunch and if she couldn’t fix it she would take it to the techies.

When I returned the laptop was on my desk with a note saying it was sorted. Sure enough it was.

I thanked her when I passed her in the corridor and she smiled; something she doesn’t normally do, but strangely there didn’t seem to be any warmth in her expression. I would soon find out why.

A couple of days later – it was a Friday - and as I was working on a bid for a company on the West Coast of America I was scheduled to stay late in the office to join a conference call with the client. I assumed everyone else had gone home for the weekend and I would be the last to leave. I was wrong!

As the call ended I looked up as the door to my office opened and Miss Strickland was standing there framed by the light from outside. She wasn’t wearing her usual conservative clothes; instead she was dressed from head to toe in black leather.

‘So Simon’, she said without hesitating, ‘you have been a very naughty boy and you have broken several company rules.’ ‘What the hell are you talking about?’ I said shocked at her tone.

‘I am talking about the pornography sites you have been visiting on your company laptop and the images you have downloaded!’ I gasped for two reasons; I had visited a few sites out of curiosity I guess, but I hadn’t downloaded anything.

‘I have made a copy of your drive and also a copy of the cctv tapes showing that you were using your laptop at the precise time the websites were accessed.’ I looked confused at the mention of cctv; ‘I installed webcams in the offices to keep an eye on everyone I look after’, she said with a smile.

‘But that’s illegal’, I said and she laughed; ‘says someone whose career is now on the line.’ I realised what she meant.

She walked around the desk and took hold on my tie; ‘do you want to keep your job?’ I nodded, not sure where this conversation was going.

‘Well the only way that I will keep this secret is if you do whatever I want to please me.’ I assumed this meant she was blackmailing me for money and I nodded. After all I was well paid and equally I couldn’t afford to lose the job.

I wasn’t prepared for her next move.

‘Show me you agree’, she said, ‘starting by stripping off.’ I hesitated and she slammed the palm of her hand on my desk; ‘Now!’ she shouted and I jumped from the chair.

I removed my suit and shirt; ‘everything’, she said curtly and I reluctantly removed my shorts and socks.

She walked once around me looking at me from all angles, I tried to cover my genitals but she slapped my hands as she passed. She picked up a discarded sock; ‘open wide’, she said and when I didn’t she slapped my face.

The sock was forced into my mouth and she used Scotch tape from my desk dispenser around my head to hold it in place. I tasted my day old odour and it wasn’t pleasant.

‘Men are so pathetic when all their badges of office like their clothes are taken from them’, she said and I saw what she meant, I was certainly feeling vulnerable.

She pointed to my cock which despite everything was proudly erect; ‘looks like someone needs some relief’, she said and I looked confused wondering what she wanted.

‘Jack yourself off!’ she shouted and her tone was more of a command than anything. It was a tone that I found strangely intimidating and yet desirable at the same time.

In no time my right hand grasped my cock and I pumped up and down the shaft until I was in the zone thinking of nothing else other than the pleasure of the climax.

I ejaculated and only then did I realise that I had sprayed sperm all over my desk.

Miss Strickland laughed at what I had done; ‘you forgot about the cctv. That is the final nail in your career unless you obey me’, she said and I realised the trap she had sprung.

‘I’ll leave you to clean this mess up and I expect you at my house tomorrow morning at 8am. The address is on this card. Don’t be late!’

She turned and left. As I cleaned up the mess and got dressed I speculated on how that meeting would go. I thought about calling the CEO to explain, but how would my actions look?! I decided to see what she had to say and take it from there.

Again Absolutely amazing work and start of a what is going to be a epic story. Thank You.

[dl68]

Thank you for your comments - much appreciated

[dl68]

The Next Day

I parked outside the address she had given me a few minutes before 8am. She kept me waiting until exactly 8am when the door opened. There were no pleasantries she simply said ‘inside; and never arrive early again!’

I wasn’t planning on there being a second visit but I apologised anyway as I stepped inside.

‘Shoes off!’ she commanded as she closed the door. I assumed she had a clean floor policy; that was until she added; ‘and everything else!’

So I had only just stepped into the hall and there I was bollock naked; and yet once again my cock betrayed my feelings to the situation.

‘I will explain how this is going to work’, she said, ‘but first let me make you comfortable.’ I wasn’t sure what she meant by her making me feel comfortable; I had never felt more uncomfortable in my life!

‘Follow me’, she commanded and we descended into the basement which proved not to be your average cellar used for storage; no this was a cellar kitted out just like some of the pornography sites I had visited online. This was a dungeon.

Her idea of making me comfortable was to strap me tightly to a wooden frame built in a X shape that was bolted to one wall. I could have resisted but part of me was intrigued.

After less than 5 minutes in her house I was naked and restrained and I still didn’t know what was going on!

Miss Strickland stood in front of me; ‘I know exactly what sites you visited and all done on your work computer’, she said.

‘So Simon’, she continued, ‘you only have two options; one is I turn over all the evidence to the Company and you lose your job and of course there will be no references for future employment. The second option is you serve me and I keep quiet as long as you satisfy my desires. You have two minutes to decide.’

I didn’t need two minutes the answer was obvious and I said so. She nodded but told me to say it anyway which I did.

That was the last thing I said for some time; why because at that point she forced a rubber ball into my mouth and buckled the leather strap it was attached to around my head.

‘Mmmffph!’ was the only noise that passed my lips. Miss Strickland just laughed at my helplessness.

‘As you see from my dungeon I practice many of the kinks you looked up in your various internet searches; and many more besides I might add. You now need to understand that your life outside work is to serve me. Whilst at work I will continue to fulfil my job, but once the working day finishes you belong to me’, she said and things suddenly became much clearer.

Things became even clearer when she picked up a braided whip. Bound as I was I couldn’t do anything to stop her slashing the whip over my naked torso. ‘Aaaagh!’ I heard myself scream through the gag but she didn’t stop and soon when I looked down there were angry red strips across my chest.
My cock was bouncing in frustration and she put the whip down and knelt down in front of me. I gasped as she tied a piece of string tightly around my balls and that gasp turned into a squeal of pain when she attached a steel ball and allowed it to fall dragging my testicles downwards.

The pain was replaced by pleasure as she gripped my cock with one gloved hand and I leaned forward trying to encourage her to jerk me off, but she wasn’t having it. ‘Pleasure’, she said, ‘only comes when you do something worthwhile; worthwhile that is to me.’

She reached up and unbuckled my wrists and then removed the weight from around my balls before freeing my ankles. As she unbuckled the gag she said; ‘today was just an introduction into your life away from work. Tomorrow I expect you here at 7am sharp and remember not to arrive early.’

I started to say I had other things planned tomorrow but she looked sharply at me; ‘you serve me now!’ was all she said.

She allowed me to get dressed in the hallway before opening the door for me to leave which I couldn’t do quickly enough, and yet I knew now I would be back tomorrow.

[MaxRoper]

Simon seems to have gotten himself into it here. It seems he has some interest in this sort of thing so it might not be all bad.

Excellent plot idea and top shelf writing. I look forward to future installments.

[Ak610]

The Next Day

I parked outside the address she had given me a few minutes before 8am. She kept me waiting until exactly 8am when the door opened. There were no pleasantries she simply said ‘inside; and never arrive early again!’

I wasn’t planning on there being a second visit but I apologised anyway as I stepped inside.

‘Shoes off!’ she commanded as she closed the door. I assumed she had a clean floor policy; that was until she added; ‘and everything else!’

So I had only just stepped into the hall and there I was bollock naked; and yet once again my cock betrayed my feelings to the situation.

‘I will explain how this is going to work’, she said, ‘but first let me make you comfortable.’ I wasn’t sure what she meant by her making me feel comfortable; I had never felt more uncomfortable in my life!

‘Follow me’, she commanded and we descended into the basement which proved not to be your average cellar used for storage; no this was a cellar kitted out just like some of the pornography sites I had visited online. This was a dungeon.

Her idea of making me comfortable was to strap me tightly to a wooden frame built in a X shape that was bolted to one wall. I could have resisted but part of me was intrigued.

After less than 5 minutes in her house I was naked and restrained and I still didn’t know what was going on!

Miss Strickland stood in front of me; ‘I know exactly what sites you visited and all done on your work computer’, she said.

‘So Simon’, she continued, ‘you only have two options; one is I turn over all the evidence to the Company and you lose your job and of course there will be no references for future employment. The second option is you serve me and I keep quiet as long as you satisfy my desires. You have two minutes to decide.’

I didn’t need two minutes the answer was obvious and I said so. She nodded but told me to say it anyway which I did.

That was the last thing I said for some time; why because at that point she forced a rubber ball into my mouth and buckled the leather strap it was attached to around my head.

‘Mmmffph!’ was the only noise that passed my lips. Miss Strickland just laughed at my helplessness.

‘As you see from my dungeon I practice many of the kinks you looked up in your various internet searches; and many more besides I might add. You now need to understand that your life outside work is to serve me. Whilst at work I will continue to fulfil my job, but once the working day finishes you belong to me’, she said and things suddenly became much clearer.

Things became even clearer when she picked up a braided whip. Bound as I was I couldn’t do anything to stop her slashing the whip over my naked torso. ‘Aaaagh!’ I heard myself scream through the gag but she didn’t stop and soon when I looked down there were angry red strips across my chest.
My cock was bouncing in frustration and she put the whip down and knelt down in front of me. I gasped as she tied a piece of string tightly around my balls and that gasp turned into a squeal of pain when she attached a steel ball and allowed it to fall dragging my testicles downwards.

The pain was replaced by pleasure as she gripped my cock with one gloved hand and I leaned forward trying to encourage her to jerk me off, but she wasn’t having it. ‘Pleasure’, she said, ‘only comes when you do something worthwhile; worthwhile that is to me.’

She reached up and unbuckled my wrists and then removed the weight from around my balls before freeing my ankles. As she unbuckled the gag she said; ‘today was just an introduction into your life away from work. Tomorrow I expect you here at 7am sharp and remember not to arrive early.’

I started to say I had other things planned tomorrow but she looked sharply at me; ‘you serve me now!’ was all she said.

She allowed me to get dressed in the hallway before opening the door for me to leave which I couldn’t do quickly enough, and yet I knew now I would be back tomorrow.

Bang

[tiedinbluetights]

Wow! An excellent story [mention]dl68[/mention] ! I wonder what will come next ! Thanks for sharing!

[dl68]

Thanks again for the comments - especially nice to have MaxRoper comment so positively given the excellent stories posted.

More to come ....

[dl68]

Sunday

This time I rang the doorbell at exactly 7am, I wasn’t going to make that mistake again!

Miss Strickland answered the door and I followed her into the house. In the conservatory she turned to face me; ‘today I am hosting a meeting and I require you to take the minutes.’

This seemed an odd request, not least because it was years since I took minutes. But that wasn’t the full picture.

‘My colleagues are all women and they don’t take kindly to the presence of any males so there are some more appropriate clothes for you to wear on the chair’, she said and when I hesitated she shouted; ‘do it now!’ in a very stern voice.

The neatly folded pile of clothes contained a white silk blouse and a grey skirt along with silk lingerie and tights. This was ridiculous, but then I reflected on my agreement to “please her”.

The bra was padded with fake breasts and the knickers were cami style. I dressed quickly, surprised that everything fitted. The skirt was very short, only just covering the panties.

Miss Strickland wasn’t finished with the ritual humiliation; she handed me a blond wig which gave me shoulder length straight blond hair and a grey scarf to go round my neck. She put my own clothes into a bag and after handing me a mug of coffee she left the room taking them with her.

I looked at myself in the mirror and was shocked at the result. When she reappeared Miss Strickland explained what my role was; ‘during the day you will take minutes of the meeting and attend to anything my guests require, no matter what that is. Do you understand?’ I said I did, glad it didn’t sound too onerous; I should have known!

She led me to a reception room where the meeting would take place. My place was at a side table which was equipped with notepad and a selection of pencils. I sat down to wait for the guests to arrive and whilst finishing the coffee I wondered what they would make of me.

When the doorbell rang I was told to answer it and as I opened the door to the first guest I realised my cock was rock hard and was straining against the sheer silk knickers I had been given to wear and I couldn’t think why. I hoped the lady didn’t notice as I showed her into the lounge.

She might not have done but when Miss Strickland appeared she brushed past me and stroked my cock through the soft material of the skirt; ‘someone is looking for some action’, she said with a smile patting the bulge as she walk past to the kitchen.

Over the next 20 minutes two other ladies arrived and soon it was time for the meeting. I wasn’t introduced, but I sat at the side table and took notes of what was said and what actions were agreed.

They were clearly talking about taking over a competitor in a hostile bid, but who that company was or, beyond their names, who the three women were I didn’t know. This seemed a world away from the Miss Strickland Executive Assistant that I knew.

Soon the meeting finished and Miss Strickland asked me to read the minutes back so that they could agree them. The lady whose name I had noted down as Ms Jones said; ‘your secretary is very efficient, I wonder if she is proficient in other areas?’ Miss Strickland inclined her head and smiled; ‘yes she is – anyway I think it’s time to take a break for lunch’.

My cock was still hard and I started to wonder if I had been given something in my coffee, but there was nothing I could do about it other than hope it wasn’t noticed. Unfortunately it had been.

Ms Jones walked over to me and asked about me and I had to make up a story. ‘I would like you to take some dictation for me over lunch as I need to send a letter after today’s meeting’, she said with a twinkle.

She turned to Miss Strickland and asked if there was somewhere she could use to dictate a confidential memo. Miss Strickland smiled and directed her to a room at the back of the house.

I dutifully followed carrying my dictation pad. Once in the room it became clear that dictation was not on her mind. She kissed me on the lips smearing my lipstick and then unknotted the scarf around my throat. I watched as she tied a double knot in the middle of it and soon I was gagged with it. She smiled at me as her hand wandered down to my skirt and the erect cock it was trying unsuccessfully to hide.

As her hand slid the knickers down my legs to free my cock I wanted to run away but that proved to be a bad decision. I was soon doubled over in pain as her fist unexpectedly sank into my stomach driving all the air from my lungs. More pain followed as her boot connected with my exposed balls and I rolled over on the floor clasping my testicles and screaming in pain through the gag.

She dragged me up and pushed me into a chair and my wrists were secured behind the back of the chair using her scarf. She sat on my lap and guided my erect cock into her vagina; ‘you’re job is to see that everything any of us want is provided for; and this is what I want!’ she said sternly.
I couldn’t deny that she was an attractive lady and I found myself joining in as she sank down on my cock and soon I was on the verge of cumming but, to my frustration, she sensed that and dismounted. She leaned over me and it only took two strokes of her hand for me to explode, not inside her as I had expected but all over my skirt.

She rubbed the sperm into the material and untied her scarf and then my gag. She smoothed ‘my’ scarf out and tied it back around my neck even though it was damp and allowed me to pull my knickers up before she indicated we were done and we should rejoin the others.

My skirt was crumpled and covered in sperm but surprisingly no-one commented when we walked back into the room. I assumed no-one had noticed but that view was short lived when the tall blond lady, whose name I had noted down as Ms Griffiths, stood up and indicated I should follow.

She seemed to know her way round the house because I was led to a bedroom at the back. She closed the door and unzipped her skirt and then removed her silk top revealing a lacy white bra and very brief matching knickers. Her body was bronzed and toned.

‘Strip!’ she commanded and realising I had no choice I complied revealing my cock was still rock hard – something I couldn’t understand as I had recently ejaculated, it was only later that I found out that my coffee had been laced with Viagra.

‘So, just as I suspected; you’re not what you seem’, she commented brushing her hand against my cock and smiling as it twitched at her touch. She pointed to the bed; ‘lean over and spread your legs’, she commanded and I did as she directed.

I didn’t hear her pick up the whip but I felt it land squarely on my naked buttocks and I screamed in pain. ‘Oh dear you’re going to be a noisy one’, she said and my mouth was crammed full with my knickers held in place by the damp scarf from around my neck; ‘that should quieten you down a bit’, she said with satisfaction as my next scream was more muted.

I lost track of the hits I endured but I did know my arse was on fire by the time she finished. She turned me over and removed the gag and stepped out of her knickers before sitting on my face; ‘lick me’, she commanded and it took little effort from me to drive her to an intense orgasm. Her cum dribbled into my mouth as she panted heavily; ‘again slut’, and I licked her labia until she reached another orgasm.

Once she had got her breath back she climbed off the bed and dressed before going to the wardrobe. ‘I think I should find you some more appropriate clothes’, she said, ‘given you are clearly not the female secretary we were led to believe you were.’ She rifled through the clothes hanging on the rail and selected something.

‘I can’t wear this’, I protested holding up what seemed to be a yellow checked pinafore dress of the type worn by little girls in primary school. ‘Put it on!’ she commanded handing me some short white socks to complete the ridiculous outfit. I was at loss to understand why such an outfit fitted me.

She grabbed my hand and dragged me back downstairs; ‘your secretary is an imposter’, she declared to Miss Strickland as we entered the room.
Miss Strickland put her hand to her mouth in mock surprise; ‘I asked the agency to send a reliable female secretary who would keep strict confidence and they sent a man. I’ll have words with them later.’

‘What do we do about him?’ Ms Kelly the third woman said barely concealing a smile. ‘I think we need to ensure we have enough leverage to stop him using the information he has heard today ladies’, Ms Jones said and the others nodded their agreement.

I tried to interject but I was told to keep quiet. Ms Kelly took a phone from her bag and my photo was taken from several angles including with the short dress lifted to reveal my erect cock. ‘That’s a start’, she said ‘but we need more and I have an idea.’

She whispered something to Ms Jones and then she said to Miss Strickland; ‘give us 5 minutes and bring the imposter to the back bedroom.’

Five minutes flew by and I was led to the bedroom and I was greeted by the sight of Ms Kelly tied to the bed with rope pulling her hands and feet to the four corners. She was gagged with the scarf that had recently gagged me and her top was open revealing her breasts and her skirt was hiked up to her stomach and she wasn’t wearing any knickers which left her neatly trimmed pubic hair on display.

Strong hands lifted me onto the bed between her outstretched legs and as I was pushed down on top of her I felt a hand guiding my cock inside her. She was already wet so it slipped in easily.

‘Smile for the camera’, Ms Jones said and after checking the picture she unexpectedly leaned over and hit Ms Kelly on her face leaving a red mark. My hand was pushed up to her face and another photo taken and I started to realise the predicament I was in.

‘I think another outfit would be useful’, one of the ladies suggested and Miss Strickland went to the wardrobe and handed me some new clothes; ‘put them on!’ she said simply.

I held up the uniform of a Cub Scout; green jumper and grey shorts. ‘Their motto is always prepared’, she said ‘and even as an imposter you should be to!’ she said. I shrugged and dressed in the tight fitting shorts, green jersey and grey knee length socks. “At least the shorts hid my erection” I thought and then I wondered why she had such clothes in the wardrobe.

Miss Strickland handed me a multicoloured scarf and a woggle but as I had never been a Scout I had no idea what to do with it so she grabbed it and folded it carefully before fitting the loose ends through the woggle and looping it around my neck. She tightened the woggle and adjusted the ends of the scarf until she was satisfied.

Ms Jones selected another outfit from the wardrobe and when I looked up I saw she was dressed in clothes that were emblazoned with a logo that said “Brownie”. She wasn’t wearing a scarf around her neck, instead it was gagging her. The others tied Ms Jones over a chair and then my shorts were pulled down and my cock was inserted into her already wet vagina and more photos taken.

This time however I felt hands on my sore arse pushing me forward and pulling me back and the rhythm coupled with the strong vaginal muscles Ms Jones seemed to possess soon brought me to a climax although I wasn’t allowed to cum inside her instead my sperm sprayed over the skirt she was wearing.

Ms Jones removed the stained Brownie outfit and put it into a large plastic bag; ‘that provides some physical evidence to back up the photos don’t you think.’

‘Look’, I said finally finding my voice, ‘I don’t know understand anything about your meeting but I promise not to say anything if you just let me leave.’

‘Oh how sweet; he’s begging’, Ms Jones said laughing in my face and I realised I had made a mistake. ‘What would you agree to do to if we allowed you to leave?’ she continued sweetly and before I could stop myself I heard the words; ‘anything’, come from my mouth.

‘Anything it is then’, she said, ‘so strip!’ I complied meekly wondering what I had agreed to.

‘Since you whine like a baby you will be dressed as one’, she said and I recoiled as she held up what was clearly an adult version of a baby’s romper suit.

Before I was allowed to put it on she taped a large disposable diaper around my groin and then once the suit was zipped up she hobbled my ankles and knees with rope so that I could only crawl along the floor just like a baby.

I was carried downstairs to the lounge and propped against the settee and then one by one the ladies squatted over me and presented their vaginas for me to service with my tongue. To some men it would be pleasurable work, but after a while it was hard on my lips, tongue and neck but the women demanded orgasm after orgasm so I was forced to keep straining up and licking hard to enable them to cum.

I lost track of how many orgasms I gave them but by the time they relented the romper suit was soaked with my perspiration. ‘Baby needs a drink after all that exertion’, Ms Kelly said and soon I was made to consume glass after glass of cold water.

‘Why don’t we all take a siesta in the garden’, Ms Jones suggested and I was forced to crawl outside trying to ignore their laughter. Ms Griffiths tied my ankles to a post at the edge of the lawn and the ladies sat in reclining chairs on the patio sipping their drinks.

The sun beat down and as there was no shade the romper suit was making me really hot. I asked to move to the shade but Ms Kelly inserted a large dummy into my mouth and knotted the string behind my head without saying a word. I was forced to lie on the grass in the sun.

After an hour or so, I lost track of time, I really needed the toilet but the ladies ignored me and soon the feeling became overwhelming and I felt myself going bright red as I filled the diaper. This did not go unnoticed; ‘Baby’s had an accident!’ someone cried out and they all got up and surrounded me.

Hands reached down and felt the soaking wet diaper and soon my cock was hard and it didn’t take much massaging of the diaper for me to a climax. ‘I think we should let him leave now’, Miss Strickland said taking some more photos and the others regarded me for a while before agreeing that they had enough evidence to ensure my silence. Personally I just wanted to forget about today and leave.

Miss Strickland disappeared into the house and returned with the bag containing the clothes I had arrived wearing and another outfit over her arm. Several willing hands stripped me and soon I was dressed in the outfit which turned out to be a white silk blouse with enormous false breasts sewn into it and a very short black leather skirt that couldn’t have been more than 10 cm wide and did little to conceal my cock. Long white stockings were pulled up my legs all the way to my groin and I was escorted to my car.

Miss Strickland leaned close to me; ‘see you at work tomorrow. Don’t forget to bring these clothes with you as I want them back.’ I nodded, got into my car and drove away quickly before they changed their minds. As I turned into the road I tried to think of somewhere secluded that I could get changed before I got home.

[Ak610]

Sunday

This time I rang the doorbell at exactly 7am, I wasn’t going to make that mistake again!

Miss Strickland answered the door and I followed her into the house. In the conservatory she turned to face me; ‘today I am hosting a meeting and I require you to take the minutes.’

This seemed an odd request, not least because it was years since I took minutes. But that wasn’t the full picture.

‘My colleagues are all women and they don’t take kindly to the presence of any males so there are some more appropriate clothes for you to wear on the chair’, she said and when I hesitated she shouted; ‘do it now!’ in a very stern voice.

The neatly folded pile of clothes contained a white silk blouse and a grey skirt along with silk lingerie and tights. This was ridiculous, but then I reflected on my agreement to “please her”.

The bra was padded with fake breasts and the knickers were cami style. I dressed quickly, surprised that everything fitted. The skirt was very short, only just covering the panties.

Miss Strickland wasn’t finished with the ritual humiliation; she handed me a blond wig which gave me shoulder length straight blond hair and a grey scarf to go round my neck. She put my own clothes into a bag and after handing me a mug of coffee she left the room taking them with her.

I looked at myself in the mirror and was shocked at the result. When she reappeared Miss Strickland explained what my role was; ‘during the day you will take minutes of the meeting and attend to anything my guests require, no matter what that is. Do you understand?’ I said I did, glad it didn’t sound too onerous; I should have known!

She led me to a reception room where the meeting would take place. My place was at a side table which was equipped with notepad and a selection of pencils. I sat down to wait for the guests to arrive and whilst finishing the coffee I wondered what they would make of me.

When the doorbell rang I was told to answer it and as I opened the door to the first guest I realised my cock was rock hard and was straining against the sheer silk knickers I had been given to wear and I couldn’t think why. I hoped the lady didn’t notice as I showed her into the lounge.

She might not have done but when Miss Strickland appeared she brushed past me and stroked my cock through the soft material of the skirt; ‘someone is looking for some action’, she said with a smile patting the bulge as she walk past to the kitchen.

Over the next 20 minutes two other ladies arrived and soon it was time for the meeting. I wasn’t introduced, but I sat at the side table and took notes of what was said and what actions were agreed.

They were clearly talking about taking over a competitor in a hostile bid, but who that company was or, beyond their names, who the three women were I didn’t know. This seemed a world away from the Miss Strickland Executive Assistant that I knew.

Soon the meeting finished and Miss Strickland asked me to read the minutes back so that they could agree them. The lady whose name I had noted down as Ms Jones said; ‘your secretary is very efficient, I wonder if she is proficient in other areas?’ Miss Strickland inclined her head and smiled; ‘yes she is – anyway I think it’s time to take a break for lunch’.

My cock was still hard and I started to wonder if I had been given something in my coffee, but there was nothing I could do about it other than hope it wasn’t noticed. Unfortunately it had been.

Ms Jones walked over to me and asked about me and I had to make up a story. ‘I would like you to take some dictation for me over lunch as I need to send a letter after today’s meeting’, she said with a twinkle.

She turned to Miss Strickland and asked if there was somewhere she could use to dictate a confidential memo. Miss Strickland smiled and directed her to a room at the back of the house.

I dutifully followed carrying my dictation pad. Once in the room it became clear that dictation was not on her mind. She kissed me on the lips smearing my lipstick and then unknotted the scarf around my throat. I watched as she tied a double knot in the middle of it and soon I was gagged with it. She smiled at me as her hand wandered down to my skirt and the erect cock it was trying unsuccessfully to hide.

As her hand slid the knickers down my legs to free my cock I wanted to run away but that proved to be a bad decision. I was soon doubled over in pain as her fist unexpectedly sank into my stomach driving all the air from my lungs. More pain followed as her boot connected with my exposed balls and I rolled over on the floor clasping my testicles and screaming in pain through the gag.

She dragged me up and pushed me into a chair and my wrists were secured behind the back of the chair using her scarf. She sat on my lap and guided my erect cock into her vagina; ‘you’re job is to see that everything any of us want is provided for; and this is what I want!’ she said sternly.
I couldn’t deny that she was an attractive lady and I found myself joining in as she sank down on my cock and soon I was on the verge of cumming but, to my frustration, she sensed that and dismounted. She leaned over me and it only took two strokes of her hand for me to explode, not inside her as I had expected but all over my skirt.

She rubbed the sperm into the material and untied her scarf and then my gag. She smoothed ‘my’ scarf out and tied it back around my neck even though it was damp and allowed me to pull my knickers up before she indicated we were done and we should rejoin the others.

My skirt was crumpled and covered in sperm but surprisingly no-one commented when we walked back into the room. I assumed no-one had noticed but that view was short lived when the tall blond lady, whose name I had noted down as Ms Griffiths, stood up and indicated I should follow.

She seemed to know her way round the house because I was led to a bedroom at the back. She closed the door and unzipped her skirt and then removed her silk top revealing a lacy white bra and very brief matching knickers. Her body was bronzed and toned.

‘Strip!’ she commanded and realising I had no choice I complied revealing my cock was still rock hard – something I couldn’t understand as I had recently ejaculated, it was only later that I found out that my coffee had been laced with Viagra.

‘So, just as I suspected; you’re not what you seem’, she commented brushing her hand against my cock and smiling as it twitched at her touch. She pointed to the bed; ‘lean over and spread your legs’, she commanded and I did as she directed.

I didn’t hear her pick up the whip but I felt it land squarely on my naked buttocks and I screamed in pain. ‘Oh dear you’re going to be a noisy one’, she said and my mouth was crammed full with my knickers held in place by the damp scarf from around my neck; ‘that should quieten you down a bit’, she said with satisfaction as my next scream was more muted.

I lost track of the hits I endured but I did know my arse was on fire by the time she finished. She turned me over and removed the gag and stepped out of her knickers before sitting on my face; ‘lick me’, she commanded and it took little effort from me to drive her to an intense orgasm. Her cum dribbled into my mouth as she panted heavily; ‘again slut’, and I licked her labia until she reached another orgasm.

Once she had got her breath back she climbed off the bed and dressed before going to the wardrobe. ‘I think I should find you some more appropriate clothes’, she said, ‘given you are clearly not the female secretary we were led to believe you were.’ She rifled through the clothes hanging on the rail and selected something.

‘I can’t wear this’, I protested holding up what seemed to be a yellow checked pinafore dress of the type worn by little girls in primary school. ‘Put it on!’ she commanded handing me some short white socks to complete the ridiculous outfit. I was at loss to understand why such an outfit fitted me.

She grabbed my hand and dragged me back downstairs; ‘your secretary is an imposter’, she declared to Miss Strickland as we entered the room.
Miss Strickland put her hand to her mouth in mock surprise; ‘I asked the agency to send a reliable female secretary who would keep strict confidence and they sent a man. I’ll have words with them later.’

‘What do we do about him?’ Ms Kelly the third woman said barely concealing a smile. ‘I think we need to ensure we have enough leverage to stop him using the information he has heard today ladies’, Ms Jones said and the others nodded their agreement.

I tried to interject but I was told to keep quiet. Ms Kelly took a phone from her bag and my photo was taken from several angles including with the short dress lifted to reveal my erect cock. ‘That’s a start’, she said ‘but we need more and I have an idea.’

She whispered something to Ms Jones and then she said to Miss Strickland; ‘give us 5 minutes and bring the imposter to the back bedroom.’

Five minutes flew by and I was led to the bedroom and I was greeted by the sight of Ms Kelly tied to the bed with rope pulling her hands and feet to the four corners. She was gagged with the scarf that had recently gagged me and her top was open revealing her breasts and her skirt was hiked up to her stomach and she wasn’t wearing any knickers which left her neatly trimmed pubic hair on display.

Strong hands lifted me onto the bed between her outstretched legs and as I was pushed down on top of her I felt a hand guiding my cock inside her. She was already wet so it slipped in easily.

‘Smile for the camera’, Ms Jones said and after checking the picture she unexpectedly leaned over and hit Ms Kelly on her face leaving a red mark. My hand was pushed up to her face and another photo taken and I started to realise the predicament I was in.

‘I think another outfit would be useful’, one of the ladies suggested and Miss Strickland went to the wardrobe and handed me some new clothes; ‘put them on!’ she said simply.

I held up the uniform of a Cub Scout; green jumper and grey shorts. ‘Their motto is always prepared’, she said ‘and even as an imposter you should be to!’ she said. I shrugged and dressed in the tight fitting shorts, green jersey and grey knee length socks. “At least the shorts hid my erection” I thought and then I wondered why she had such clothes in the wardrobe.

Miss Strickland handed me a multicoloured scarf and a woggle but as I had never been a Scout I had no idea what to do with it so she grabbed it and folded it carefully before fitting the loose ends through the woggle and looping it around my neck. She tightened the woggle and adjusted the ends of the scarf until she was satisfied.

Ms Jones selected another outfit from the wardrobe and when I looked up I saw she was dressed in clothes that were emblazoned with a logo that said “Brownie”. She wasn’t wearing a scarf around her neck, instead it was gagging her. The others tied Ms Jones over a chair and then my shorts were pulled down and my cock was inserted into her already wet vagina and more photos taken.

This time however I felt hands on my sore arse pushing me forward and pulling me back and the rhythm coupled with the strong vaginal muscles Ms Jones seemed to possess soon brought me to a climax although I wasn’t allowed to cum inside her instead my sperm sprayed over the skirt she was wearing.

Ms Jones removed the stained Brownie outfit and put it into a large plastic bag; ‘that provides some physical evidence to back up the photos don’t you think.’

‘Look’, I said finally finding my voice, ‘I don’t know understand anything about your meeting but I promise not to say anything if you just let me leave.’

‘Oh how sweet; he’s begging’, Ms Jones said laughing in my face and I realised I had made a mistake. ‘What would you agree to do to if we allowed you to leave?’ she continued sweetly and before I could stop myself I heard the words; ‘anything’, come from my mouth.

‘Anything it is then’, she said, ‘so strip!’ I complied meekly wondering what I had agreed to.

‘Since you whine like a baby you will be dressed as one’, she said and I recoiled as she held up what was clearly an adult version of a baby’s romper suit.

Before I was allowed to put it on she taped a large disposable diaper around my groin and then once the suit was zipped up she hobbled my ankles and knees with rope so that I could only crawl along the floor just like a baby.

I was carried downstairs to the lounge and propped against the settee and then one by one the ladies squatted over me and presented their vaginas for me to service with my tongue. To some men it would be pleasurable work, but after a while it was hard on my lips, tongue and neck but the women demanded orgasm after orgasm so I was forced to keep straining up and licking hard to enable them to cum.

I lost track of how many orgasms I gave them but by the time they relented the romper suit was soaked with my perspiration. ‘Baby needs a drink after all that exertion’, Ms Kelly said and soon I was made to consume glass after glass of cold water.

‘Why don’t we all take a siesta in the garden’, Ms Jones suggested and I was forced to crawl outside trying to ignore their laughter. Ms Griffiths tied my ankles to a post at the edge of the lawn and the ladies sat in reclining chairs on the patio sipping their drinks.

The sun beat down and as there was no shade the romper suit was making me really hot. I asked to move to the shade but Ms Kelly inserted a large dummy into my mouth and knotted the string behind my head without saying a word. I was forced to lie on the grass in the sun.

After an hour or so, I lost track of time, I really needed the toilet but the ladies ignored me and soon the feeling became overwhelming and I felt myself going bright red as I filled the diaper. This did not go unnoticed; ‘Baby’s had an accident!’ someone cried out and they all got up and surrounded me.

Hands reached down and felt the soaking wet diaper and soon my cock was hard and it didn’t take much massaging of the diaper for me to a climax. ‘I think we should let him leave now’, Miss Strickland said taking some more photos and the others regarded me for a while before agreeing that they had enough evidence to ensure my silence. Personally I just wanted to forget about today and leave.

Miss Strickland disappeared into the house and returned with the bag containing the clothes I had arrived wearing and another outfit over her arm. Several willing hands stripped me and soon I was dressed in the outfit which turned out to be a white silk blouse with enormous false breasts sewn into it and a very short black leather skirt that couldn’t have been more than 10 cm wide and did little to conceal my cock. Long white stockings were pulled up my legs all the way to my groin and I was escorted to my car.

Miss Strickland leaned close to me; ‘see you at work tomorrow. Don’t forget to bring these clothes with you as I want them back.’ I nodded, got into my car and drove away quickly before they changed their minds. As I turned into the road I tried to think of somewhere secluded that I could get changed before I got home.

Please replace my life with him

[Tie_me_up91]

This is a fantastic story! Please do continue!

[Jaaaake]

I also really enjoyed this and the scenario sounds like tons of fun.

[dl68]

Monday

The following day was awkward, for me at least. I didn’t know what to say to Miss Strickland but she just carried on being the consummate professional everyone thought she was. I must confess I fantasised during the day as I watched her walk past in her white blouse and grey pencil skirt looking every inch the Executive Assistant she was.

I tried to pass the bag of clothes to her but she pretended not to hear me so I left the bag in my bottom drawer.

When work ended that evening I was preparing to go home when Miss Strickland knocked and said; ‘going somewhere?’ Without any thought I said; ‘yes I’m going home’, and then I remembered the bag of clothes so I opened the drawer and passed the bag to her but she let it fall on the floor.
‘Put them on’, she commanded. ‘I can’t do that here’, I said quietly not sure if there was anyone else on our floor. ‘You have just said you are going home so that means work is finished and therefore under the terms of our agreement your time is mine to do with as I please’, she said with an air of finality.

I could see no way out if this so I changed into the clothes she had given me the previous day. Miss Strickland stuffed my own clothes into a carrier bag and I was herded into the lift which took us down to the basement car park where my company car was parked.

She tied my wrists behind my back with rope and then pushed me into the back. The seat belt was pulled over me so that I was secured with my hands still bound behind my back. The journey was going to uncomfortable I thought.

That journey lasted about 30 minutes but I had no idea where we were when the car finally stopped.

Miss Strickland opened the door, released the seatbelt and pulled me out and then untied my wrists. I was dragged across the car park to the entrance of the club. There was a faded neon sign above the door but I couldn’t work out what it said. Once inside we were in a dimly lit hallway. She didn’t show any membership or pay any money, I was simply told to follow her.

I had no idea what sort of club this was but I guessed it wasn’t a normal night club and I was proved right when I was spun round and I came face to face with a huge black guy. I couldn’t help but notice all he was wearing was a tight white crop top which accentuated his muscles and leather thong which did nothing to disguise his erection.

‘Well what have we here?’ he said in a deep gravelly voice. Before I could say anything he answered his own question; ‘a little slut that looks like she needs to show some manners.’ I couldn’t resist his strong arms as he forced me to my knees and I gasped as he pulled his huge erect cock from the leather thong which was now right in front of my face.

He grabbed my hair and drove his cock into my mouth; ‘suck it slut!’ he commanded and with it buried deep in my mouth I had little option. His thrusting almost drove his member down my throat but I used my lips and mouth and soon he exploded and I was forced to swallow his cum. He wiped his cock on my blouse; ‘much obliged ma’am’, he said as he tucked his cock back into his thong and walked off.

I stood up and looked around, and saw Miss Strickland by the bar. I lurched over to join her; ‘what the hell is going on?’ I asked but that was a mistake. I was grabbed and lifted up onto the bar. ‘No-one talks to me like that’, she screamed.

She nodded at some people crowding around and several pairs of hands held me down on the bar whilst Miss Strickland walked behind it and picked up a bottle of beer. She opened it and upended into my mouth holding onto my head to force me to drink it. Lying flat on my back I almost chocked but I managed to drink most of it, the rest spilled onto my clothes.

That was just the start, my head was held and my mouth forced open whilst she stood on the bar and tipped various bottles of spirits into my mouth. I have no idea what or indeed how much I consumed but the room was spinning when she finally stopped.

I was dragged off the bar; ‘let that be a lesson’, she said right into my face. I swayed with all the drink I had consumed wondering when we would leave.

‘I bet you’ve got a nice ass’, a voice behind me said and before I could answer I was pushed backwards onto a table and my short skirt flipped up. I felt something trying to invade my arse and I squeezed my sphincter muscle as hard as I could and a fist slammed into my stomach and I relaxed as I sucked in air. The object slipped inside me and suddenly I was being fucked.

I was overcome with emotion and I am ashamed to say that I started to cry but that didn’t stop the rape and soon I felt something warm invade me as whoever was inside me ejaculated. I was dimly aware that the person moved away from the table but that didn’t stop me crying. All I wanted to do was leave this place.

I realised that wasn’t going to happen when my wrist was grabbed and I was pulled to my feet. I was standing eye to eye with a person dressed as a cowboy; check shirt and tight leather trousers. The lower part of the face was covered in a yellow bandana but the eyes gave it away that “he” was actually a she. The grip around my wrist was strong and I was dragged behind her across the crowded room to an alcove at the back.

A bandana was produced that matched her own, and it quickly became a gag. I was pushed face down onto a table and I felt my skirt being lifted once again.

A hand held my spine forcing me against the table and then I felt the stinging blow of something connecting with my naked arse. I cried into the gag as she built the tempo up and my arse felt like it was on fire. This was even more painful that the beating the previous day I thought.

Suddenly the pain stopped and immediately something invaded my rectum and started to poke around. I had no idea what was happening but it went on for several minutes and then she left me.

When I got up I saw that the table was wet with milky semen; ‘that’s disgusting’, said Miss Strickland appearing by my side and noticing the mess. She removed the gag and dried the table and my cock and then forced the wet cloth into my mouth. I tasted my own semen and to ensure I kept on tasting it she picked up another bandana and tied it across my mouth.

‘That’s your introduction to my club. I will now take you home; but next time you will find your own way back’, she said. I followed her out to the car where I was made to change into my suit in full view of anyone passing. I started to remove the gag but she said; ‘No! Just get in!’ indicating I should sit in the passenger’s seat this time.

It felt weird being driven in my own car gagged and in plain sight but if that was bad it was about to get a whole lot worse. Her left hand reached over unzipped my suit trousers and pulled my cock out. Very soon it was erect and she played with it whilst driving along the deserted road. I knew I was close to a climax and I realised why the gag was there and soon I ejaculated all over my suit.

She pulled up outside my house and smirked at me; ‘8am on Saturday at my house and don’t be late’, she said. My suit would need a thorough dry clean I realised as I watched her walk over to a waiting car and drive off.

[Ak610]

Monday

The following day was awkward, for me at least. I didn’t know what to say to Miss Strickland but she just carried on being the consummate professional everyone thought she was. I must confess I fantasised during the day as I watched her walk past in her white blouse and grey pencil skirt looking every inch the Executive Assistant she was.

I tried to pass the bag of clothes to her but she pretended not to hear me so I left the bag in my bottom drawer.

When work ended that evening I was preparing to go home when Miss Strickland knocked and said; ‘going somewhere?’ Without any thought I said; ‘yes I’m going home’, and then I remembered the bag of clothes so I opened the drawer and passed the bag to her but she let it fall on the floor.
‘Put them on’, she commanded. ‘I can’t do that here’, I said quietly not sure if there was anyone else on our floor. ‘You have just said you are going home so that means work is finished and therefore under the terms of our agreement your time is mine to do with as I please’, she said with an air of finality.

I could see no way out if this so I changed into the clothes she had given me the previous day. Miss Strickland stuffed my own clothes into a carrier bag and I was herded into the lift which took us down to the basement car park where my company car was parked.

She tied my wrists behind my back with rope and then pushed me into the back. The seat belt was pulled over me so that I was secured with my hands still bound behind my back. The journey was going to uncomfortable I thought.

That journey lasted about 30 minutes but I had no idea where we were when the car finally stopped.

Miss Strickland opened the door, released the seatbelt and pulled me out and then untied my wrists. I was dragged across the car park to the entrance of the club. There was a faded neon sign above the door but I couldn’t work out what it said. Once inside we were in a dimly lit hallway. She didn’t show any membership or pay any money, I was simply told to follow her.

I had no idea what sort of club this was but I guessed it wasn’t a normal night club and I was proved right when I was spun round and I came face to face with a huge black guy. I couldn’t help but notice all he was wearing was a tight white crop top which accentuated his muscles and leather thong which did nothing to disguise his erection.

‘Well what have we here?’ he said in a deep gravelly voice. Before I could say anything he answered his own question; ‘a little slut that looks like she needs to show some manners.’ I couldn’t resist his strong arms as he forced me to my knees and I gasped as he pulled his huge erect cock from the leather thong which was now right in front of my face.

He grabbed my hair and drove his cock into my mouth; ‘suck it slut!’ he commanded and with it buried deep in my mouth I had little option. His thrusting almost drove his member down my throat but I used my lips and mouth and soon he exploded and I was forced to swallow his cum. He wiped his cock on my blouse; ‘much obliged ma’am’, he said as he tucked his cock back into his thong and walked off.

I stood up and looked around, and saw Miss Strickland by the bar. I lurched over to join her; ‘what the hell is going on?’ I asked but that was a mistake. I was grabbed and lifted up onto the bar. ‘No-one talks to me like that’, she screamed.

She nodded at some people crowding around and several pairs of hands held me down on the bar whilst Miss Strickland walked behind it and picked up a bottle of beer. She opened it and upended into my mouth holding onto my head to force me to drink it. Lying flat on my back I almost chocked but I managed to drink most of it, the rest spilled onto my clothes.

That was just the start, my head was held and my mouth forced open whilst she stood on the bar and tipped various bottles of spirits into my mouth. I have no idea what or indeed how much I consumed but the room was spinning when she finally stopped.

I was dragged off the bar; ‘let that be a lesson’, she said right into my face. I swayed with all the drink I had consumed wondering when we would leave.

‘I bet you’ve got a nice ass’, a voice behind me said and before I could answer I was pushed backwards onto a table and my short skirt flipped up. I felt something trying to invade my arse and I squeezed my sphincter muscle as hard as I could and a fist slammed into my stomach and I relaxed as I sucked in air. The object slipped inside me and suddenly I was being fucked.

I was overcome with emotion and I am ashamed to say that I started to cry but that didn’t stop the rape and soon I felt something warm invade me as whoever was inside me ejaculated. I was dimly aware that the person moved away from the table but that didn’t stop me crying. All I wanted to do was leave this place.

I realised that wasn’t going to happen when my wrist was grabbed and I was pulled to my feet. I was standing eye to eye with a person dressed as a cowboy; check shirt and tight leather trousers. The lower part of the face was covered in a yellow bandana but the eyes gave it away that “he” was actually a she. The grip around my wrist was strong and I was dragged behind her across the crowded room to an alcove at the back.

A bandana was produced that matched her own, and it quickly became a gag. I was pushed face down onto a table and I felt my skirt being lifted once again.

A hand held my spine forcing me against the table and then I felt the stinging blow of something connecting with my naked arse. I cried into the gag as she built the tempo up and my arse felt like it was on fire. This was even more painful that the beating the previous day I thought.

Suddenly the pain stopped and immediately something invaded my rectum and started to poke around. I had no idea what was happening but it went on for several minutes and then she left me.

When I got up I saw that the table was wet with milky semen; ‘that’s disgusting’, said Miss Strickland appearing by my side and noticing the mess. She removed the gag and dried the table and my cock and then forced the wet cloth into my mouth. I tasted my own semen and to ensure I kept on tasting it she picked up another bandana and tied it across my mouth.

‘That’s your introduction to my club. I will now take you home; but next time you will find your own way back’, she said. I followed her out to the car where I was made to change into my suit in full view of anyone passing. I started to remove the gag but she said; ‘No! Just get in!’ indicating I should sit in the passenger’s seat this time.

It felt weird being driven in my own car gagged and in plain sight but if that was bad it was about to get a whole lot worse. Her left hand reached over unzipped my suit trousers and pulled my cock out. Very soon it was erect and she played with it whilst driving along the deserted road. I knew I was close to a climax and I realised why the gag was there and soon I ejaculated all over my suit.

She pulled up outside my house and smirked at me; ‘8am on Saturday at my house and don’t be late’, she said. My suit would need a thorough dry clean I realised as I watched her walk over to a waiting car and drive off.

[dl68]

Saturday

Miss Strickland didn’t avoid me all week; she simply performed whatever task I asked her in a way that didn’t draw any suspicion.

On Saturday I drew up outside her house wondering what today would bring. I was worried; but also I was kind of enjoying some elements of this “relationship”.

Once inside I was once again instructed to strip in the hallway but rather than remaining naked she handed me some clothes straightaway. I pulled them on without comment as I had learnt it was not good to raise issues!

The outfit I was now wearing I knew from my internet searches was called a French Maid’s uniform. The basic uniform was black but the short skirt had white frills on the edge as did the sleeves and there was a short white apron around my middle. Black stockings hid my hairy legs and I had to wear a white frilly hat.

‘I want the whole house vacuuming and dusting today’, she said, ‘and if you do it properly I will reward you; if not you will be punished!’

She handed me a bucket containing a variety of cleaning things and showed me where the Hoover resided and left me to it.
Over the next few hours I vacuumed and dusted everywhere hoping I was doing it properly.

Eventually she came and inspected my work and fortunately nodded her approval. ‘After lunch you can have a treat’, she said and I was pleased with myself until she continued; ‘you will need to go out and buy lunch.’

I looked around for my clothes but she laughed; ‘you can have an overcoat but you go out dressed like that. Here is a list and here is your wallet; you can pay!’

She handed me a woman’s overcoat and my shoes and opened the door. I had to walk to the shops and purchase the items on the list hoping that no-one noticed my attire. It was deeply humiliating.

When I returned she had changed and was wearing a very fetching red crop top and a white pleated skirt. I was commanded to prepare lunch and after we had eaten she told me to follow her down to the dungeon.

‘You can remove your clothes and hang them up’, she said and I complied and stood naked wondering what she planned.

I was made to lie on my back on a leather covered bench and in no time I was strapped tightly to it with several wide leather straps.

‘Above you is a webcam which will capture your experience for you to review later and for me to use on my website if I desire’, she said as she strapped a leather blindfold over my eyes. I didn’t like the sound of my image being made public but there was nothing I could do.

‘Of course you will be gagged’, she said forcing my mouth open with her hand. Reviewing the file later I watched as she packed my mouth with what a white cloth and then plastered grey duct tape over my mouth to hold it in place.

What happened next I knew at the time from the sensations; but the video showed me later what actually she was actually doing.

Miss Strickland began by attaching nipple clamps to each of my tiny red nipples. She spent time screwing them in firmly place and I heard myself cry out as the clamps bit in to the sensitive flesh. My struggles indicated how tightly the straps were buckled because there was almost no movement at all.

‘Aaargh’, I heard me cry as she stabbed the area around each nipple with a syringe. I later found that she had injected botox into the area apparently to increase both its size and sensitivity.

I cried out again only louder this time as sharp pricks stabbed into my nipples and then my testicles. I watched on the recording as she rolled a pinwheel over my body.

‘Mmmmph’, I cried as she moved on to attack the head of my cock with the sharp needles. I was so well strapped down that there was nothing I could do other than verbally protest and yet I could feel my cock responding and on the recording I could see it twitch.

‘Aaaaaaargh’, I screamed as something very hot dropped onto my left nipple. The video showed her lighting a candle and carefully dripping wax onto each nipple in turn and then covering my balls in a layer of wax.

As I was just getting used to the heat she switched to an ice cube which generated a different type of pain.

‘Please’, I tried to say through the gag, but she laughed and just carried on.

There was a noise and then something began to attack my balls. Afterwards I saw that she was running an electric toothbrush around my testicles stripping off the wax in the process before moving on to each nipple. ‘Stoooop’, I heard myself wail, but as before she ignored me.

Without warning she pulled the clamps from my nipples leaving both standing proud and a dull red colour. ‘Aaaagh’, I screamed as blood rushed back to the sensitive tips. When she raked her nails over each one in turn I thought I was going to climax, the pain produced was so intense and yet so pleasurable in my groin.

She switched to a hairbrush, dragging its course fibres over each nipple in turn and then rubbing it across the shaft of my cock followed by my balls. I didn’t know whether this was the most painful thing I had ever experienced or the most pleasurable.

It turned out this was just the beginning.

After a few minutes rest-bite suddenly my nipples were assaulted and in a way that created a really intense pain and yet again I felt my cock twitch in anticipation. The video revealed she was dragging just the tip of the scarf I had worn as a Cub Scout the previous weekend over the exact tip of each nipple.

She kept this up for what seemed like forever but according to the timeline was 10 minutes.

She then wrapped my cock and balls in the whole scarf and gently massaged me through the soft cotton. This was heaven because at the time I didn’t know what she was doing, I only knew the feeling generated.

Whilst doing this she licked each nipple in turn with her tongue.

This was pure pleasure but when she stopped pleasure was replaced by pain.

I screamed in pain as something burned my left nipple and shortly after the same fate befell my right. The recording showed she had stabbed the very centre of each with the syringe she had used at the start. Spots of blood formed on the skin.

Nothing happened for a while and I was starting to get used to the pain when cold hands gripped my balls and I felt something being tied tightly around them. My cock seemed to get harder as whatever she had used was tightened.

What she did over the next hour was to subject my cock to ice, heat, and pain from the toothbrush never once allowing me to climax, instead just keeping me on the brink.

Eventually I heard her whisper; ‘would you like to cum?’ and I nodded. I felt something spread on my bare chest and then her fingernail gently stroked my cock which proved just the provocation required to push me over the edge.

The recording showed a fountain of sperm jetting from my cock without her touching it. All of it landed on the spread out Scout scarf.

She wiped my cock with the scarf and gave it a squeeze to extract every last drop. She then ripped the duct tape from my mouth and plucked the packing out. Before I could say anything she pushed the cum soaked scarf into my mouth and I was left to suck on the salty sperm as she applied more duct tape to keep the scarf inside.

‘That was your reward for a job well done’, she said; ‘but it’s the last reward you will receive.’

‘You can stay there and recover whilst I prepare a meal’, she said, leaving me to struggle in vain. My nipples were very sore, not that there was anything I could do about that!

Eventually she released me and I followed her up to the kitchen where I was made to eat naked. At least her house was warm I thought.
Once everything was stacked in the dishwasher she instructed me to return to the dungeon.

‘I’m going to watch a movie tonight and I thought you might like to watch one as well.’ ‘What did you have in mind?’ I said failing to notice she was talking about two movies rather than us sitting together to watch one.

‘What I have in mind is you sitting on this chair’, she said indicating a throne like wooden chair in the corner. In the middle of the seat protruded what looked like a rubber dildo gleaming in lubricant.

‘I can’t sit on that’, I said in a high pitched voice. ‘You can and you will because I order it!’ she said sternly, ‘after all you are not a virgin in that area are you?’

I lowered myself gently onto the seat until I felt the dildo pressing against my rectum. Suddenly she pushed down on my shoulders and the dildo thrust deeply inside. I screamed in pain but she just laughed.

She picked up some rope and in no time I was secured tightly to the chair ensuring the dildo stayed embedded. I watched as she collected the wet scarf and I meekly opened my mouth to accept it. A ball gag followed and then she sealed my mouth with duct tape over the top. ‘We’ll talk about good gags another time’, she said and I wondered how any gag could be “bad”.

As I tried to move I found the chair was bolted to the floor so I was completely helpless. ‘Aaaargh’, I cried as she screwed some clamps to my already sore nipples. Wires ran from each behind the chair. She attached more clips to my testicles and my cock. She disappeared behind the chair and I heard her connecting the wires to a box.

Finally she clamped a VR headset on my head securing it in place with more duct tape.

‘Now you’re ready for tonight’s movie. You don’t get to choose the title and I should warn you it is in 4D. Not 4D like you see in the cinema; with my 4D you get to feel the action.’

I didn’t hear her leave because the movie began and I was overpowered by the 3D image coupled with the Surround sound. The movie turned out to be a compilation of Femdom movies. It was almost like I was taking part because not only could I see the action but I could feel it via my nipples and cock and suddenly the phallus inside me began to rotate and grow in size in line with what I was watching.

I have no idea how long I was held watching the tapes but I did know I had seen all kinds of depravation; some I had seen in my internet trawl and others I had never dreamt existed. I was also pretty sure I had cum at least three times with the stimulation the machine provided.

Eventually the machine was switched off and Miss Strickland removed all the equipment and untied me.

I looked down and saw the floor had a puddle of sperm on it and Miss Strickland instructed me to lick it up which I wasn’t keen on doing but when she slashed my bare buttons with a cane I leapt to the task.

‘I forgot to tell you’, she said once I had finished, ‘that you are staying the night as you have an early start in the morning.’

‘I can’t do that’, I said and started to explain I was on a pub quiz team but immediately cried out in pain as the cane struck my unprotected cock; ‘Enough!’ she raged, ‘I have told you that you are staying the night – there is no debate!’

Before I knew it she had clicked a pair of handcuffs around my wrists and she picked up a chain that was attached to them and dragged me up the stairs and into one of the bedrooms.

I was pushed onto the bed and she secured my ankles to the foot of the bed with more metal cuffs. ‘Please Mistress’, I said hoping to console her with the correct pleading words, ‘I need to go to the toilet.’

She laughed; ‘you should have thought of that before defying me’, she said walking over to the dressing table. She returned with a white disposable diaper like the one I had worn before and quickly taped it in place without any cream or talc.

After pulling the duvet over me she turned the light out; ‘get some rest it’s an early start tomorrow’, she said and the door closed behind her.

Sometime during the night I desperately needed the toilet but I had only one choice and that was to soil the diaper and that is what I did. For the rest of the night I was conscious of the wet and warm feeling around my groin. I didn’t like it; but my cock did!

[DallasNotAustin]

Wonderful story! Strickland is brutal and conniving and I'm curious to see what exactly her idea of a "good" gag looks like. Hopefully we can find out.

[dl68]

Thanks - not long to wait ....

[LunaDog]

This is absolutely MAGNIFICENT!

[tiedinbluetights]

This story is getting more and more intense. Poor Simon! I can't help but worry for his sanity under Strictland's ever more diabolical treatments

[dl68]

I am aware that everyone had their own idea of what a "good gag" is. Miss Strickland makes her views clear in the next instalment. Personally I agree with her - but then you would expect that! I have submitted to everyone of the gags she uses so my choice is actually based on personal preference.

I think we can all agree that a "good gag" ensures no discernible words pass the gag and unlike in the movies the gag can't simply be pulled or pushed out of the mouth!

Whatever gag you like is your own personal preference. Maybe Miss Strickland's choice will be yours ...

[dl68]

Sunday

It was light when Miss Strickland returned and unlocked the cuffs. She had dressed in a figure hugging full length leather suit which showed off all her curves.

I was allowed to dispose of the wet diaper and to shower but there was still nothing to wear so I joined her in the kitchen for breakfast naked once again.

As we were finishing the doorbell rang and Miss Strickland answered it and returned with the 3 women from the previous weekend. ‘Ms Jones, Ms Kelly and Ms Griffiths are here for an all day workshop on knots’, she said.

I must have looked confused because she added; ‘they are not frustrated Girl Guides; although you might think that from your previous session with them, they are in fact learning how to tie slaves properly and you are the slave they will be working on today!’

I suddenly realised that the previous encounter where I took minutes of a meeting was a set-up. How naive I was! I realised all three were trainee Mistresses.

The three were similarly attired; white figure hugging top, short black leather skirts and black thigh length boots; they could have been sisters I thought.

I was escorted down to the dungeon where Miss Strickland had laid out an awful lot of rope of various thicknesses and colours.

‘Before we begin I want to show you a variety of different gags. I promised Simon yesterday that I would explain about “good” and “bad” gags and there is no time like the present.

I was made to sit on a chair and Miss Strickland made short work of tying me to it; ‘just so that you stay in one place!’ she said and the others laughed.

‘Let’s start with the ball-gag; the workhorse of gags’, she said selecting a large red one on a black leather strap. I saw no point in fighting her so I opened my mouth obediently to accommodate it. What I didn’t bargain for was her leaning forward once it was strapped in place and squeezing my balls hard; ‘aaaagh’, I cried.

‘As you can see it mutes the slave’s sound quite well’, she said with a smile, ‘but it can be improved with a scarf tied over the top. She demonstrated and they all agreed my cry was more muted.

‘Another popular gag is underwear or socks and duct tape. The ball-gag was removed and my mouth packed with one of my socks and duct tape plastered over my lower face. I didn’t like that gag, I could hardly breathe as my tongue was forced right to the back of my throat, but the women liked the resulting sound absorption.

My balls were beginning to ache with the squeezing but Miss Strickland wasn’t finished just yet. ‘A scarf can be used to cleave gag the slave’, she said, ‘but on its own that’s not very effective.’

She rolled a scarf up and tied it through my mouth and once again squeezed my balls; ‘AAAARGH’, was my response and they all nodded their understanding.

Miss Strickland untied the gag and took two other scarves and rolled them together; ‘if you do this the thickness increases and with it the effectiveness of the gag.’

‘The issue with a cleave gag however is that your slave can push the scarf out with their tongue which of course we don’t want!’

As she untied the scarves she added; ‘of course you could apply duct tape to prevent that or you can opt to knot the scarf.’ She rolled a single scarf up again and this time tied a knot in the middle and pushed that into my mouth.

When my balls were squeezed the sound was muted but she identified the problem; ‘use your tongue Simon to push it out.’ Sure enough even with it tightly knotted it was simple to force the material from my mouth.

‘A single knot is not enough, so to prevent that happening we come to the best gag.’ She tied four knots one on top of the other and pushed the resulting large knot into my mouth and tied the scarf in place.

‘It is impossible to force that out as the tongue is held firmly by the wadding but without drying the mouth too much. However even this gag can be improved.’ She folded one of the spare scarves into a strip and bound that over my mouth. ‘You could apply duct tape first and then conceal the tape with the gag for a better overall look’, she said.

With the “gold standard gag” in place she squeezed my balls again and almost no sound passed my lips. ‘You do need to be aware that your slave’s mouth will become quite dry with any cloth. The opposite is true for the ball-gag; your slave will drool everywhere!

‘OK enough of the gags; who wants to go first?’

Ms Jones volunteered and was told she had 1 hour to apply whatever rope bondage she wanted after which time Miss Strickland would return to judge the results. She and the other two left the dungeon.

Ms Jones released me from the chair and removed the gag. ‘Now Simon I expect you to co-operate’, she said and I nodded.

‘Hands in front of you’, she commanded and then proceeded to wrap soft red rope around my wrists 8 times before cinching the loop with 8 more turns between my wrists. The knot she tied was away from my fingers; which was a nice touch I thought.

She then repeated the loops at my elbows, knees and ankles before commanding me to lie on the floor. She pulled my wrists down to my ankles and bound them together with white rope. More white rope went around my upper torso.

Ms Jones applied the ball-gag followed by a harness that went over my head. The harness had a D shackle on the top and she tied a rope to that and ran it around my elbows, wrists and down to my ankles. When she tightened it my head was pulled forward.

I heard the door open and Miss Strickland came in to give her verdict. Overall she liked the knots, neatness of the loops and colour co-ordination but she said the whole thing lacked any flair.

The ropes were removed and it was Ms Griffiths’ turn. She went for a hog-tie that even I could tell was not well executed.

Ms Kelly however turned out to be in a different league.

She bound my wrists behind my back using the same 8 loop system Ms Jones had used. My elbows were pulled together with more loops.

She then selected some course thick rope which she tied tightly around my chest making sure the rope was over my sensitive nipples.

I watched in the mirrors as she tied two ropes to the loops surrounding my wrists, she had chosen red ropes this time. She let them dangle on the floor and said ‘bend over. I complied and then gasped in shock and pain as she forced a dildo into my rectum.

‘Stand up straight’, she commanded and when I did I felt the dildo pushed home. She pulled the two ropes through my crotch and passed one either side of my testicles, up around my neck and back under my crotch before securing them to my wrists.

More rope, this time blue, went around my chest creating a diamond pattern with the red one and tightening all the bonds in the process.

My knees and ankles were bound with loops of green rope and then she picked up some thin string. She knelt in front of me and used the string to create a web around my cock and balls. She tied the loose ends to one of the chest ropes stretching my cock in the process; ‘that hurts!’ I said and she laughed.

‘Slaves don’t speak’, she said picking up some of the scarves from the heap left by Miss Strickland.

She tied a double knot in one carefully folded scarf and pushed it into my mouth before tying it tightly in place. I explored the wadding and knew I could push it out, however I didn’t reckon on her forcing an identical one in to my mouth and tying that one in place as well. Now it was impossible to push either out.

Ms Kelly wasn’t finished; she carefully folded a scarf and placed it on top of my head and knotted it under my chin forcing my jaws together. To stop that one slipping she wrapped three turns of duct tape around my head and then covered the grey tape with a final folded scarf over my mouth. Getting that tape off would be painful I thought.

Time was up and Miss Strickland was impressed I could tell. ‘Very original’, she said. She looked at me; ‘I assume it’s painful?’ I nodded, completely unable to speak.

‘Good!’ she said adding a rope from the loop around my chest and tying that to a hook on the ceiling, ‘in which case you can stand here whilst we have lunch. Come on ladies’, and with that they left me!

I had no choice but to stand waiting for them to return. By the time they did my mouth was dry and I was starting to suffer from cramp.

All four of them worked quickly to untie me and finally the gag was removed. I was correct, the tape removal proved painful and I lost some hair in the process.

‘Well I think you all learnt something from this workshop’, Miss Strickland said as the ropes were coiled up. ‘Now I think we can have a bit of fun!’ I guessed that would be at my expense and I wasn’t wrong.

After providing me with an energy drink I was dressed in a full length black leather outfit. My arms were encased in what Miss Strickland called an arm binder. It certainly did that and it became even more restricting when she tightened several leather straps.

More leather straps circled my legs and then a helmet was pulled over my head and zipped in place and I could see nothing. I could breathe through my nose and my mouth was free as well; although I doubted it would stay like that!

I felt myself lifted up and laid down on the bench. More straps tightened over my body and soon I couldn’t move a single muscle.

As I suspected my mouth was their next target. I accepted a flaccid rubber bag which inflated via a hand bulb filling my mouth almost completely.
Hands explored parts of the suit and several zips opened and I felt cool air on my nipples and cock and balls. This was their idea of fun I assumed!
Something was clamped over my ears and everything went very quiet. I was now deaf, blind and mute which, as I suspected Miss Strickland intended, heightened my sense of touch.

After they had enjoyed themselves the ear defenders were removed and I heard Miss Strickland say; ‘as you will learn your male slave had a number of places where pain and pleasure can be inflicted.’

‘Yesterday I warmed up Simon’s nipples and we can work on those, also you have the penis obviously along with the testicles but also don’t ignore the groin and the soles of the feet.’

I couldn’t see what she did but I felt it immediately and screamed into the gag with the pain. ‘The Goose feather is an ideal implement’, Miss Strickland said. ‘The edges of the feathers are sharp as is the quill itself. You can draw either across the nipple or press into the area.’

‘Aaargh’, I cried as pain stabbed into first one nipple and then the other as she did exactly what she had said. I then felt my cock gripped and the head squeezed and then more pain right on the tip. ‘Aaargh’, I cried as the pain became intense.

I heard Miss Strickland laugh; ‘drawing the feather across the urethra could be considered evil, but who cares?’

‘Pick a feather and amuse yourselves’, she said and almost immediately I was assaulted by all of them. Pain came from everywhere and all I could do was scream in agony which seemed to delight them all.

Eventually they stopped and I was freed. My nipples were very sore as was the head of my cock.

I was allowed to eat and then told to get dressed and go home.

When I dressed for work the following morning I was in agony when my vest rubbed my tormented nipples. I tried putting a plaster over but you could see it through the vest and shirt so I had no choice but to grin and bear it.

Miss Strickland clearly knew, but kept her feelings to herself unless she came into my office when there was a cheeky grin on her face but she said nothing in case anyone overheard – ever the conscientious Executive Assistant!

As the days progressed I waited for her to summon me for another visit at the weekend however Friday came and went and nothing was said. My weekend was very quiet as I wasn’t sure whether she was going to suddenly call or even appear at my house.

On Monday the week began as the previous one finished. Miss Strickland attended to business in a professional manner. I began to wonder whether she had moved on from me to another in the department.

I tried to focus on my business work however I started looking for any clues that she was visiting or talking to one of the other men on a more regular basis but I couldn’t see any signs at all. I guess it sounds as if I was jealous; but for me I was missing the sessions.

That week passed without any command from Miss Strickland to attend and so I decided to make plans to do something that weekend – a big mistake as it turned out!

[Ak610]

Sunday

It was light when Miss Strickland returned and unlocked the cuffs. She had dressed in a figure hugging full length leather suit which showed off all her curves.

I was allowed to dispose of the wet diaper and to shower but there was still nothing to wear so I joined her in the kitchen for breakfast naked once again.

As we were finishing the doorbell rang and Miss Strickland answered it and returned with the 3 women from the previous weekend. ‘Ms Jones, Ms Kelly and Ms Griffiths are here for an all day workshop on knots’, she said.

I must have looked confused because she added; ‘they are not frustrated Girl Guides; although you might think that from your previous session with them, they are in fact learning how to tie slaves properly and you are the slave they will be working on today!’

I suddenly realised that the previous encounter where I took minutes of a meeting was a set-up. How naive I was! I realised all three were trainee Mistresses.

The three were similarly attired; white figure hugging top, short black leather skirts and black thigh length boots; they could have been sisters I thought.

I was escorted down to the dungeon where Miss Strickland had laid out an awful lot of rope of various thicknesses and colours.

‘Before we begin I want to show you a variety of different gags. I promised Simon yesterday that I would explain about “good” and “bad” gags and there is no time like the present.

I was made to sit on a chair and Miss Strickland made short work of tying me to it; ‘just so that you stay in one place!’ she said and the others laughed.

‘Let’s start with the ball-gag; the workhorse of gags’, she said selecting a large red one on a black leather strap. I saw no point in fighting her so I opened my mouth obediently to accommodate it. What I didn’t bargain for was her leaning forward once it was strapped in place and squeezing my balls hard; ‘aaaagh’, I cried.

‘As you can see it mutes the slave’s sound quite well’, she said with a smile, ‘but it can be improved with a scarf tied over the top. She demonstrated and they all agreed my cry was more muted.

‘Another popular gag is underwear or socks and duct tape. The ball-gag was removed and my mouth packed with one of my socks and duct tape plastered over my lower face. I didn’t like that gag, I could hardly breathe as my tongue was forced right to the back of my throat, but the women liked the resulting sound absorption.

My balls were beginning to ache with the squeezing but Miss Strickland wasn’t finished just yet. ‘A scarf can be used to cleave gag the slave’, she said, ‘but on its own that’s not very effective.’

She rolled a scarf up and tied it through my mouth and once again squeezed my balls; ‘AAAARGH’, was my response and they all nodded their understanding.

Miss Strickland untied the gag and took two other scarves and rolled them together; ‘if you do this the thickness increases and with it the effectiveness of the gag.’

‘The issue with a cleave gag however is that your slave can push the scarf out with their tongue which of course we don’t want!’

As she untied the scarves she added; ‘of course you could apply duct tape to prevent that or you can opt to knot the scarf.’ She rolled a single scarf up again and this time tied a knot in the middle and pushed that into my mouth.

When my balls were squeezed the sound was muted but she identified the problem; ‘use your tongue Simon to push it out.’ Sure enough even with it tightly knotted it was simple to force the material from my mouth.

‘A single knot is not enough, so to prevent that happening we come to the best gag.’ She tied four knots one on top of the other and pushed the resulting large knot into my mouth and tied the scarf in place.

‘It is impossible to force that out as the tongue is held firmly by the wadding but without drying the mouth too much. However even this gag can be improved.’ She folded one of the spare scarves into a strip and bound that over my mouth. ‘You could apply duct tape first and then conceal the tape with the gag for a better overall look’, she said.

With the “gold standard gag” in place she squeezed my balls again and almost no sound passed my lips. ‘You do need to be aware that your slave’s mouth will become quite dry with any cloth. The opposite is true for the ball-gag; your slave will drool everywhere!

‘OK enough of the gags; who wants to go first?’

Ms Jones volunteered and was told she had 1 hour to apply whatever rope bondage she wanted after which time Miss Strickland would return to judge the results. She and the other two left the dungeon.

Ms Jones released me from the chair and removed the gag. ‘Now Simon I expect you to co-operate’, she said and I nodded.

‘Hands in front of you’, she commanded and then proceeded to wrap soft red rope around my wrists 8 times before cinching the loop with 8 more turns between my wrists. The knot she tied was away from my fingers; which was a nice touch I thought.

She then repeated the loops at my elbows, knees and ankles before commanding me to lie on the floor. She pulled my wrists down to my ankles and bound them together with white rope. More white rope went around my upper torso.

Ms Jones applied the ball-gag followed by a harness that went over my head. The harness had a D shackle on the top and she tied a rope to that and ran it around my elbows, wrists and down to my ankles. When she tightened it my head was pulled forward.

I heard the door open and Miss Strickland came in to give her verdict. Overall she liked the knots, neatness of the loops and colour co-ordination but she said the whole thing lacked any flair.

The ropes were removed and it was Ms Griffiths’ turn. She went for a hog-tie that even I could tell was not well executed.

Ms Kelly however turned out to be in a different league.

She bound my wrists behind my back using the same 8 loop system Ms Jones had used. My elbows were pulled together with more loops.

She then selected some course thick rope which she tied tightly around my chest making sure the rope was over my sensitive nipples.

I watched in the mirrors as she tied two ropes to the loops surrounding my wrists, she had chosen red ropes this time. She let them dangle on the floor and said ‘bend over. I complied and then gasped in shock and pain as she forced a dildo into my rectum.

‘Stand up straight’, she commanded and when I did I felt the dildo pushed home. She pulled the two ropes through my crotch and passed one either side of my testicles, up around my neck and back under my crotch before securing them to my wrists.

More rope, this time blue, went around my chest creating a diamond pattern with the red one and tightening all the bonds in the process.

My knees and ankles were bound with loops of green rope and then she picked up some thin string. She knelt in front of me and used the string to create a web around my cock and balls. She tied the loose ends to one of the chest ropes stretching my cock in the process; ‘that hurts!’ I said and she laughed.

‘Slaves don’t speak’, she said picking up some of the scarves from the heap left by Miss Strickland.

She tied a double knot in one carefully folded scarf and pushed it into my mouth before tying it tightly in place. I explored the wadding and knew I could push it out, however I didn’t reckon on her forcing an identical one in to my mouth and tying that one in place as well. Now it was impossible to push either out.

Ms Kelly wasn’t finished; she carefully folded a scarf and placed it on top of my head and knotted it under my chin forcing my jaws together. To stop that one slipping she wrapped three turns of duct tape around my head and then covered the grey tape with a final folded scarf over my mouth. Getting that tape off would be painful I thought.

Time was up and Miss Strickland was impressed I could tell. ‘Very original’, she said. She looked at me; ‘I assume it’s painful?’ I nodded, completely unable to speak.

‘Good!’ she said adding a rope from the loop around my chest and tying that to a hook on the ceiling, ‘in which case you can stand here whilst we have lunch. Come on ladies’, and with that they left me!

I had no choice but to stand waiting for them to return. By the time they did my mouth was dry and I was starting to suffer from cramp.

All four of them worked quickly to untie me and finally the gag was removed. I was correct, the tape removal proved painful and I lost some hair in the process.

‘Well I think you all learnt something from this workshop’, Miss Strickland said as the ropes were coiled up. ‘Now I think we can have a bit of fun!’ I guessed that would be at my expense and I wasn’t wrong.

After providing me with an energy drink I was dressed in a full length black leather outfit. My arms were encased in what Miss Strickland called an arm binder. It certainly did that and it became even more restricting when she tightened several leather straps.

More leather straps circled my legs and then a helmet was pulled over my head and zipped in place and I could see nothing. I could breathe through my nose and my mouth was free as well; although I doubted it would stay like that!

I felt myself lifted up and laid down on the bench. More straps tightened over my body and soon I couldn’t move a single muscle.

As I suspected my mouth was their next target. I accepted a flaccid rubber bag which inflated via a hand bulb filling my mouth almost completely.
Hands explored parts of the suit and several zips opened and I felt cool air on my nipples and cock and balls. This was their idea of fun I assumed!
Something was clamped over my ears and everything went very quiet. I was now deaf, blind and mute which, as I suspected Miss Strickland intended, heightened my sense of touch.

After they had enjoyed themselves the ear defenders were removed and I heard Miss Strickland say; ‘as you will learn your male slave had a number of places where pain and pleasure can be inflicted.’

‘Yesterday I warmed up Simon’s nipples and we can work on those, also you have the penis obviously along with the testicles but also don’t ignore the groin and the soles of the feet.’

I couldn’t see what she did but I felt it immediately and screamed into the gag with the pain. ‘The Goose feather is an ideal implement’, Miss Strickland said. ‘The edges of the feathers are sharp as is the quill itself. You can draw either across the nipple or press into the area.’

‘Aaargh’, I cried as pain stabbed into first one nipple and then the other as she did exactly what she had said. I then felt my cock gripped and the head squeezed and then more pain right on the tip. ‘Aaargh’, I cried as the pain became intense.

I heard Miss Strickland laugh; ‘drawing the feather across the urethra could be considered evil, but who cares?’

‘Pick a feather and amuse yourselves’, she said and almost immediately I was assaulted by all of them. Pain came from everywhere and all I could do was scream in agony which seemed to delight them all.

Eventually they stopped and I was freed. My nipples were very sore as was the head of my cock.

I was allowed to eat and then told to get dressed and go home.

When I dressed for work the following morning I was in agony when my vest rubbed my tormented nipples. I tried putting a plaster over but you could see it through the vest and shirt so I had no choice but to grin and bear it.

Miss Strickland clearly knew, but kept her feelings to herself unless she came into my office when there was a cheeky grin on her face but she said nothing in case anyone overheard – ever the conscientious Executive Assistant!

As the days progressed I waited for her to summon me for another visit at the weekend however Friday came and went and nothing was said. My weekend was very quiet as I wasn’t sure whether she was going to suddenly call or even appear at my house.

On Monday the week began as the previous one finished. Miss Strickland attended to business in a professional manner. I began to wonder whether she had moved on from me to another in the department.

I tried to focus on my business work however I started looking for any clues that she was visiting or talking to one of the other men on a more regular basis but I couldn’t see any signs at all. I guess it sounds as if I was jealous; but for me I was missing the sessions.

That week passed without any command from Miss Strickland to attend and so I decided to make plans to do something that weekend – a big mistake as it turned out!

Eager to see the mistake poor Simon makes

[dl68]

A full weekend – Part 1

When the office was empty on the Friday night and I was just closing my laptop down Miss Strickland came into my office and closed the door.

‘Turn around’, she commanded and I started to object but thought better off it. I turned to face the window and felt a hard rubber ball pushing against my lips. I automatically opened my mouth to accept it and she tightened the leather strap forcing the ball deeper into my mouth.

What would anyone think if they came into my office right now I wondered? Just then I heard a click and Miss Strickland said; ‘you will need a key to unlock the padlock!’

I tried to speak but the gag was too effective. ‘The key is in my dungeon and I will expect you at 3pm tomorrow’, she said

As if reading my thoughts she then handed me a facemask; ‘just to preserve your dignity on the way home’, she said and I was grateful for that at least.

I put the mask on and went down to the car park, fortunately it was empty by this time, and drove home wondering how I was going to manage for the next 21 hours.

The problem with ball-gags as Miss Strickland had mentioned before was drool. By the time I got home the mask was soaked. Once inside I looked at the size of the ball and realised eating would be impossible and even drinking would be a challenge.

I thought about cutting the padlock off but then the thought of what punishment would be metered out put an end to that idea.

In the end I managed to force liquid into my mouth using a syringe I used for icing cakes. At least I wouldn’t dehydrate. Eating small bits of food was just about possible but obviously chewing was out of the question – it was going to be a long night!


Saturday

I can’t say I got much sleep and for once I couldn’t wait to get to her place and have the gag removed.

I arrived at 3pm and Miss Strickland let me in. She wasn’t wearing her normal strict leather attire; today it was a loose fitting jumper and a thigh length skirt. Her feet I notice were bare. ‘Clothes!’ she said and I stripped off in the hall.

‘Before allowing you the key there is a small job for you to do in the garden’, she said and I must have looked horrified because she laughed and walked through the house to the garden and I had no choice but to follow.

The small job was cutting the lawn! Fortunately the garden was secluded.

When we went back inside Ms Kelly was waiting. Miss Strickland greeted her and said; ‘Ms Kelly is my star pupil, as no doubt you have realised, and she will be assisting me today.’ Ms Kelly had come dressed for the day it seemed; a black leather bra and short leather pants showed off her toned body. Black thigh length boots completed her “look”.

‘We will begin in the bathroom’, Miss Strickland said - it seemed the key to the padlock had been forgotten!

In the bathroom I was made to stand in the shower and my wrists were strapped together and connected to a hook in the ceiling. Ms Kelly pulled on rubber gloves and sprayed my body with a foam solution which she then massaged in everywhere. My cock responded but she ignored it.

When she turned the shower on I gasped as every last hair on my body was washed off leaving me completely nude from the neck down. ‘That’s much better’, Miss Strickland said as she hung up a large red bag from the bottom of which protruded a long piece of clear tube which ended in a thick rubber dildo.

I couldn’t prevent the tube being pushed into my rectum and when the tap was turned I felt my arse filling with cold liquid under the force of gravity. The dildo ensured the liquid remained inside.

Eventually I was allowed to sit in the toilet and the dildo was removed. I evacuated my bowels glad to be rid of whatever the liquid was. Ms Kelly wasn’t finished though because the whole thing was repeated three more times!

Finally I was told to go to the dungeon and collect the key to remove the ball-gag which was a blessed relief!

When I returned to the kitchen Ms Kelly had prepared a meal, which I have to say I needed after so many hours of not being able to eat.

They both watched me eat and then I saw Miss Strickland nod to Ms Kelly and she told me to follow her. We walked to one of the bedrooms at the back of the house; I had been there before I realised.

She opened the wardrobe that I remembered contained a lot of clothes; ‘you need to get ready for tonight’, she said and when I asked where we were going I was told sternly to keep quiet or I would be gagged to ensure my silence. Miss Strickland said nothing as she stood in the corner watching.

Ms Kelly worked her way through the clothes until she decided on the outfit. I realised she would choose something humiliating and what she pulled out was a sailor's suit but one clearly made for a girl. It was my size.

The suit consisted of a short blue skirt and a white blouse and around the neck was a blue scarf intertwined with rope.

After pulling it on I was handed a pair of what looked like silk bloomers and long white socks. ‘A couple more items’, Ms Kelly said as she pulled a wig from the shelf. She sprayed the inside with something and positioned it on my head and adjusted it until she was satisfied. She then handed me a sailor type hat with a blue band around the middle that said “HMS Naughty”.

The blond wig was styled into two ponytails with ribbons at the ends and a short fringe that completely covered my own hair.

She walked around me and declared herself satisfied and then handed me a pair of flat black shoes to wear. I wasn’t happy but I had no say without getting punished I realised.

‘I think we should get changed and then it’s time to go’, Miss Strickland said and then almost as an afterthought, as if she thought I might try and leave, she said; ‘give Simon something to keep him occupied whilst we get ready.’

Ms Kelly tied me to a convenient chair with some rope and after strapping a penis shaped gag into my mouth she disappeared and returned with a bottle with a thin tube connected to the bottom. I watched as she hung the bottle above my head and connected the tube to a hole in the penis gag.
‘Enjoy!’ she said as she turned the tap and walked out. I tasted alcohol as the liquid dripped slowly into my mouth. I had no choice but to swallow. By the time they returned I had consumed quite a bit, but I had no idea how much.

Ms Kelly had changed into a very sparkly outfit that seemed to be like a Cheerleader would wear. Her legs were covered with white tights and she wore ankle length leather boots. Miss Strickland on the other hand had gone for a dominatrix look; black leather from top to toe.

I was untied and told to walk to Miss Strickland’s car. When we got outside I staggered as the alcohol swirling in my bloodstream hit me.

I had almost forgotten about what I was wearing as I sat in the car looking out of the window. I suppose it wasn’t a surprise to find the destination was the club I had been taken to before.

Ms Kelly took my hand and led me inside and Miss Strickland followed behind. The place seemed busier than before as we made our way to the bar.
I didn’t hear any orders for dinks but magically three tumblers appeared. ‘Drink it!’ Ms Kelly ordered and I did, almost choking on the taste in the process. I didn’t know what it was but it was awful.

As I put the empty glass down my arm was grabbed and I was spun round; ‘you’re new’, a voice whispered in my ear and I nodded before I could stop myself. ‘Well you haven’t been inducted then’, the voice continues and I thought I heard Ms Kelly laugh.

‘Come with me’, the strong hand gripped my arm and I had no choice but to follow. I was taken to an empty table and made to bend over the sticky surface. My bloomers were pulled down to my ankles and my legs forced apart and I felt fingers in my rectum and then something hard followed.
Suddenly something very cold invaded my arse and the man laughed; ‘welcome to the club!’ he said pulling me to my feet. In his hand was a can of squirty cream which I gathered he had just used to fill my arse.

‘You need a special welcome drink to follow that’, he said pulling me back to the bar where, as if by magic, a glass of red liquid was waiting. That tasted even worse than the first drink, but at least the man disappeared once I had downed it.

When I turned around Ms Kelly was standing next to me; ‘I need the bathroom’, I said and she smirked and pointed across to the right.

I could feel the cream leaking from my arse to I went quickly over to the men’s room. As the door closed I went to a cubicle but was grabbed from behind; ‘wrong room luv’, a gruff voice said as I was slammed face first into the wall

A hand pressed hard against the back of my head preventing me from moving whilst another reached under the skirt and pulled my pants down.
My legs were spread apart and I heard the sound of a zip opening and then a hard cock forced its way into my rectum and his body crushed me against the wall.

‘Please don’t’, I said trying to reason with him but he laughed and pumped away until I felt warmth inside me and he backed away and I heard the door close behind him.

I went to the cubicle but try as I light I couldn’t force all of the cream out; I realised that the enemas earlier had left me so empty that there was no solid to expel. I wiped my arse as best I could and returned to the bar.

I found Ms Kelly and asked if we could leave and all she did was laugh; ‘you haven’t started yet’, she said, ‘there are people you don’t want to disappoint!’ I didn’t like the sound of that one little bit.

‘Sailor girl looks a little lonely’, a woman’s voice said in my ear and as I was pulled around she planted her lips over mine and the kiss was long and under any other circumstances quite passionate. I was not however used to having my cock and balls felt during a first kiss. ‘Come and meet my friends’, she said dragging me deeper into the club where the lighting was less bright.

We ended up at a table where four other ladies were drinking. I noted that they were all dressed in leather outfits although each was a different colour. They all however were wearing an identical scarf.

‘Look what I found’, the lady who had pulled me from the bar said and the others stood and surrounded me. Hands groped me from all directions and in no time my pants were removed and I was on my back on the table.

One of the women stood over my head and I realised her leather outfit was in fact crotchless. She settled on my face and ground down hard forcing my tongue inside.

I did my best to bring her to an orgasm and one by one the others sat on my face demanding the same or better service. All the time a finger or fingers were probing my rectum. I could feel my cock was rock hard but they didn’t touch it at all, much to my frustration.

Once they had finished one of them said; ‘you must be thirsty after that’, and before I could say anything a large glass of dark liquid was pushed against my lips and I was forced to drink it. ‘Sailors like rum don’t they?’ the woman said holding a second glass to my lips.

I gagged on it but most of it went down my throat, burning its way down to my stomach. By now my head was spinning from the cocktail of alcohol I had consumed this evening.

I was aware that Miss Strickland had joined the group; ‘we will leave you to enjoy your new friends’, she said with a smile. When I protested she added; ‘I did tell you that I wouldn’t drive you home next time we came here. Your key will be under your door mat!’ and with that she turned and left.

I frantically looked around for Ms Kelly but she was nowhere to be seen either. Whilst I was looking for her one of the women called over to a group of men who joined us.

‘Our young sailor friend has been left alone here’, she explained and the three men laughed. ‘I think we can help’, one of them said looking directly at me.

I tried to back away saying I didn’t want any help but my arms were grabbed tightly; ‘we’re just being sociable’, a woman whispered in my ear. I struggled but this clearly sent the wrong message.

‘The sailor wants to play rough’, one of the men growled and without warning his open palm hit the side of my jaw and momentarily I lost consciousness.

When I returned to the land of the living my wrists were being tied tightly behind my back and this was followed by my elbows. I tried to reason with them; ‘I’m sorry I offended you all but please just let me go.’

That was as far as I got as a cloth was forced into my open mouth. I tasted perfume and realised it was one of the neck scarves the women all wore. Another was forced into my mouth and then a third bound between my teeth ensuring the packing stayed in place.

I was hauled onto the table and pushed onto my back, which was quite painful as it meant lying on my bound arms. One of the women reached down and opened my blouse exposing my nipples while one of the men pushed the skirt up to my stomach.

My scream of pain as his cock entered me and two of the women simultaneously bit down on my nipples was muted by the gag. They kept on tormenting my nipples as the man withdrew and sprayed his cum all over me before the next took his place.

Once all the men had climaxed the women set about my rigid cock. Sharp finger nails raked the side of my penis and my balls until eventually they allowed me to climax.

‘I think it’s time to finish our young sailor’s initiation’, one of the women said and the others nodded. I had no idea what they were planning. It soon became clear; ‘you’ve had the cream now you need the banana’, she said.

I was made to watch as three bananas were peeled and forced into my rectum whilst they recorded it on their mobiles.

The ropes were then removed from my arms and I was dragged over to the door of the club. One of the women said; ‘Miss Strickland said to tell you to follow the road for 3 miles, take a left and after a mile turn right and then you should know where you are.’

She turned and went back into the club leaving me alone in the dark. I set off quickly to put as much distance between the club and me as possible.
I guess it took 3 hours to walk home during which I had to stop several times as the bananas caused severe pain in my rectum. I had to squat down to force the bits out. By the time I reached my house I was exhausted but at least the alcohol was wearing off.

I collected the key from under the mat and let myself in. ‘You took your time’, Miss Strickland said and I realised the weekend was far from over.
‘You look done in’, she continued; ‘so I suggest you go straight to bed.’ I couldn’t have agreed more until that is I got to my room and found something had changed.

My bed now had large ring bolts set into the corners of both the head and foot boards and there was a large mirror on the ceiling plus a hook directly over the bed.

Miss Strickland guided me to the bed and in no time I was bound to the bolts with rope. ‘I’ll see you later today’, she said confirming it was already morning.

[Ak610]

A full weekend – Part 1

When the office was empty on the Friday night and I was just closing my laptop down Miss Strickland came into my office and closed the door.

‘Turn around’, she commanded and I started to object but thought better off it. I turned to face the window and felt a hard rubber ball pushing against my lips. I automatically opened my mouth to accept it and she tightened the leather strap forcing the ball deeper into my mouth.

What would anyone think if they came into my office right now I wondered? Just then I heard a click and Miss Strickland said; ‘you will need a key to unlock the padlock!’

I tried to speak but the gag was too effective. ‘The key is in my dungeon and I will expect you at 3pm tomorrow’, she said

As if reading my thoughts she then handed me a facemask; ‘just to preserve your dignity on the way home’, she said and I was grateful for that at least.

I put the mask on and went down to the car park, fortunately it was empty by this time, and drove home wondering how I was going to manage for the next 21 hours.

The problem with ball-gags as Miss Strickland had mentioned before was drool. By the time I got home the mask was soaked. Once inside I looked at the size of the ball and realised eating would be impossible and even drinking would be a challenge.

I thought about cutting the padlock off but then the thought of what punishment would be metered out put an end to that idea.

In the end I managed to force liquid into my mouth using a syringe I used for icing cakes. At least I wouldn’t dehydrate. Eating small bits of food was just about possible but obviously chewing was out of the question – it was going to be a long night!


Saturday

I can’t say I got much sleep and for once I couldn’t wait to get to her place and have the gag removed.

I arrived at 3pm and Miss Strickland let me in. She wasn’t wearing her normal strict leather attire; today it was a loose fitting jumper and a thigh length skirt. Her feet I notice were bare. ‘Clothes!’ she said and I stripped off in the hall.

‘Before allowing you the key there is a small job for you to do in the garden’, she said and I must have looked horrified because she laughed and walked through the house to the garden and I had no choice but to follow.

The small job was cutting the lawn! Fortunately the garden was secluded.

When we went back inside Ms Kelly was waiting. Miss Strickland greeted her and said; ‘Ms Kelly is my star pupil, as no doubt you have realised, and she will be assisting me today.’ Ms Kelly had come dressed for the day it seemed; a black leather bra and short leather pants showed off her toned body. Black thigh length boots completed her “look”.

‘We will begin in the bathroom’, Miss Strickland said - it seemed the key to the padlock had been forgotten!

In the bathroom I was made to stand in the shower and my wrists were strapped together and connected to a hook in the ceiling. Ms Kelly pulled on rubber gloves and sprayed my body with a foam solution which she then massaged in everywhere. My cock responded but she ignored it.

When she turned the shower on I gasped as every last hair on my body was washed off leaving me completely nude from the neck down. ‘That’s much better’, Miss Strickland said as she hung up a large red bag from the bottom of which protruded a long piece of clear tube which ended in a thick rubber dildo.

I couldn’t prevent the tube being pushed into my rectum and when the tap was turned I felt my arse filling with cold liquid under the force of gravity. The dildo ensured the liquid remained inside.

Eventually I was allowed to sit in the toilet and the dildo was removed. I evacuated my bowels glad to be rid of whatever the liquid was. Ms Kelly wasn’t finished though because the whole thing was repeated three more times!

Finally I was told to go to the dungeon and collect the key to remove the ball-gag which was a blessed relief!

When I returned to the kitchen Ms Kelly had prepared a meal, which I have to say I needed after so many hours of not being able to eat.

They both watched me eat and then I saw Miss Strickland nod to Ms Kelly and she told me to follow her. We walked to one of the bedrooms at the back of the house; I had been there before I realised.

She opened the wardrobe that I remembered contained a lot of clothes; ‘you need to get ready for tonight’, she said and when I asked where we were going I was told sternly to keep quiet or I would be gagged to ensure my silence. Miss Strickland said nothing as she stood in the corner watching.

Ms Kelly worked her way through the clothes until she decided on the outfit. I realised she would choose something humiliating and what she pulled out was a sailor's suit but one clearly made for a girl. It was my size.

The suit consisted of a short blue skirt and a white blouse and around the neck was a blue scarf intertwined with rope.

After pulling it on I was handed a pair of what looked like silk bloomers and long white socks. ‘A couple more items’, Ms Kelly said as she pulled a wig from the shelf. She sprayed the inside with something and positioned it on my head and adjusted it until she was satisfied. She then handed me a sailor type hat with a blue band around the middle that said “HMS Naughty”.

The blond wig was styled into two ponytails with ribbons at the ends and a short fringe that completely covered my own hair.

She walked around me and declared herself satisfied and then handed me a pair of flat black shoes to wear. I wasn’t happy but I had no say without getting punished I realised.

‘I think we should get changed and then it’s time to go’, Miss Strickland said and then almost as an afterthought, as if she thought I might try and leave, she said; ‘give Simon something to keep him occupied whilst we get ready.’

Ms Kelly tied me to a convenient chair with some rope and after strapping a penis shaped gag into my mouth she disappeared and returned with a bottle with a thin tube connected to the bottom. I watched as she hung the bottle above my head and connected the tube to a hole in the penis gag.
‘Enjoy!’ she said as she turned the tap and walked out. I tasted alcohol as the liquid dripped slowly into my mouth. I had no choice but to swallow. By the time they returned I had consumed quite a bit, but I had no idea how much.

Ms Kelly had changed into a very sparkly outfit that seemed to be like a Cheerleader would wear. Her legs were covered with white tights and she wore ankle length leather boots. Miss Strickland on the other hand had gone for a dominatrix look; black leather from top to toe.

I was untied and told to walk to Miss Strickland’s car. When we got outside I staggered as the alcohol swirling in my bloodstream hit me.

I had almost forgotten about what I was wearing as I sat in the car looking out of the window. I suppose it wasn’t a surprise to find the destination was the club I had been taken to before.

Ms Kelly took my hand and led me inside and Miss Strickland followed behind. The place seemed busier than before as we made our way to the bar.
I didn’t hear any orders for dinks but magically three tumblers appeared. ‘Drink it!’ Ms Kelly ordered and I did, almost choking on the taste in the process. I didn’t know what it was but it was awful.

As I put the empty glass down my arm was grabbed and I was spun round; ‘you’re new’, a voice whispered in my ear and I nodded before I could stop myself. ‘Well you haven’t been inducted then’, the voice continues and I thought I heard Ms Kelly laugh.

‘Come with me’, the strong hand gripped my arm and I had no choice but to follow. I was taken to an empty table and made to bend over the sticky surface. My bloomers were pulled down to my ankles and my legs forced apart and I felt fingers in my rectum and then something hard followed.
Suddenly something very cold invaded my arse and the man laughed; ‘welcome to the club!’ he said pulling me to my feet. In his hand was a can of squirty cream which I gathered he had just used to fill my arse.

‘You need a special welcome drink to follow that’, he said pulling me back to the bar where, as if by magic, a glass of red liquid was waiting. That tasted even worse than the first drink, but at least the man disappeared once I had downed it.

When I turned around Ms Kelly was standing next to me; ‘I need the bathroom’, I said and she smirked and pointed across to the right.

I could feel the cream leaking from my arse to I went quickly over to the men’s room. As the door closed I went to a cubicle but was grabbed from behind; ‘wrong room luv’, a gruff voice said as I was slammed face first into the wall

A hand pressed hard against the back of my head preventing me from moving whilst another reached under the skirt and pulled my pants down.
My legs were spread apart and I heard the sound of a zip opening and then a hard cock forced its way into my rectum and his body crushed me against the wall.

‘Please don’t’, I said trying to reason with him but he laughed and pumped away until I felt warmth inside me and he backed away and I heard the door close behind him.

I went to the cubicle but try as I light I couldn’t force all of the cream out; I realised that the enemas earlier had left me so empty that there was no solid to expel. I wiped my arse as best I could and returned to the bar.

I found Ms Kelly and asked if we could leave and all she did was laugh; ‘you haven’t started yet’, she said, ‘there are people you don’t want to disappoint!’ I didn’t like the sound of that one little bit.

‘Sailor girl looks a little lonely’, a woman’s voice said in my ear and as I was pulled around she planted her lips over mine and the kiss was long and under any other circumstances quite passionate. I was not however used to having my cock and balls felt during a first kiss. ‘Come and meet my friends’, she said dragging me deeper into the club where the lighting was less bright.

We ended up at a table where four other ladies were drinking. I noted that they were all dressed in leather outfits although each was a different colour. They all however were wearing an identical scarf.

‘Look what I found’, the lady who had pulled me from the bar said and the others stood and surrounded me. Hands groped me from all directions and in no time my pants were removed and I was on my back on the table.

One of the women stood over my head and I realised her leather outfit was in fact crotchless. She settled on my face and ground down hard forcing my tongue inside.

I did my best to bring her to an orgasm and one by one the others sat on my face demanding the same or better service. All the time a finger or fingers were probing my rectum. I could feel my cock was rock hard but they didn’t touch it at all, much to my frustration.

Once they had finished one of them said; ‘you must be thirsty after that’, and before I could say anything a large glass of dark liquid was pushed against my lips and I was forced to drink it. ‘Sailors like rum don’t they?’ the woman said holding a second glass to my lips.

I gagged on it but most of it went down my throat, burning its way down to my stomach. By now my head was spinning from the cocktail of alcohol I had consumed this evening.

I was aware that Miss Strickland had joined the group; ‘we will leave you to enjoy your new friends’, she said with a smile. When I protested she added; ‘I did tell you that I wouldn’t drive you home next time we came here. Your key will be under your door mat!’ and with that she turned and left.

I frantically looked around for Ms Kelly but she was nowhere to be seen either. Whilst I was looking for her one of the women called over to a group of men who joined us.

‘Our young sailor friend has been left alone here’, she explained and the three men laughed. ‘I think we can help’, one of them said looking directly at me.

I tried to back away saying I didn’t want any help but my arms were grabbed tightly; ‘we’re just being sociable’, a woman whispered in my ear. I struggled but this clearly sent the wrong message.

‘The sailor wants to play rough’, one of the men growled and without warning his open palm hit the side of my jaw and momentarily I lost consciousness.

When I returned to the land of the living my wrists were being tied tightly behind my back and this was followed by my elbows. I tried to reason with them; ‘I’m sorry I offended you all but please just let me go.’

That was as far as I got as a cloth was forced into my open mouth. I tasted perfume and realised it was one of the neck scarves the women all wore. Another was forced into my mouth and then a third bound between my teeth ensuring the packing stayed in place.

I was hauled onto the table and pushed onto my back, which was quite painful as it meant lying on my bound arms. One of the women reached down and opened my blouse exposing my nipples while one of the men pushed the skirt up to my stomach.

My scream of pain as his cock entered me and two of the women simultaneously bit down on my nipples was muted by the gag. They kept on tormenting my nipples as the man withdrew and sprayed his cum all over me before the next took his place.

Once all the men had climaxed the women set about my rigid cock. Sharp finger nails raked the side of my penis and my balls until eventually they allowed me to climax.

‘I think it’s time to finish our young sailor’s initiation’, one of the women said and the others nodded. I had no idea what they were planning. It soon became clear; ‘you’ve had the cream now you need the banana’, she said.

I was made to watch as three bananas were peeled and forced into my rectum whilst they recorded it on their mobiles.

The ropes were then removed from my arms and I was dragged over to the door of the club. One of the women said; ‘Miss Strickland said to tell you to follow the road for 3 miles, take a left and after a mile turn right and then you should know where you are.’

She turned and went back into the club leaving me alone in the dark. I set off quickly to put as much distance between the club and me as possible.
I guess it took 3 hours to walk home during which I had to stop several times as the bananas caused severe pain in my rectum. I had to squat down to force the bits out. By the time I reached my house I was exhausted but at least the alcohol was wearing off.

I collected the key from under the mat and let myself in. ‘You took your time’, Miss Strickland said and I realised the weekend was far from over.
‘You look done in’, she continued; ‘so I suggest you go straight to bed.’ I couldn’t have agreed more until that is I got to my room and found something had changed.

My bed now had large ring bolts set into the corners of both the head and foot boards and there was a large mirror on the ceiling plus a hook directly over the bed.

Miss Strickland guided me to the bed and in no time I was bound to the bolts with rope. ‘I’ll see you later today’, she said confirming it was already morning.