The Dominatrix (MF/M)

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TieMeUpPls

The Dominatrix (MF/M)

Post by TieMeUpPls »

It had been a couple weeks since the last experience where Derek had tied me and humiliated me beyond belief in front of a couple of his close friends. Although everyone was respectful afterwards, I’d still been hesitant to let Derek tie me again after that. He kept asking, though, and after a while of missing being tied, I finally agreed. Plus, he said he had something planned that would make up for it. Still skeptical, I knocked on the door, and he let me in. Once the door was closed, I was pinned to the wall with my hands behind me. Of course, I didn’t resist as this was how this started a few times.

“Just promise me no other people,” I said as I let him remove my shirt.

“Don’t worry man, I told you. I want you to enjoy this,” he said as he taped my hands behind my back. He wrapped around my stomach a couple of times to pin down my arms. Next, a ball gag came around my face and was latched tight in my mouth. Being tied again, I began to relax.

“I hope you’re still okay with being naked,” he said as he pulled my pants and boxers down, leaving me in socks and shoes which were removed. Fully nude, I was marched upstairs to the bedroom where I was shoved onto the bed and spanked. Derek crossed my ankles and taped them together. Then, a rope came out and was first used as a crotch rope, looping around my shaft and thighs before the rest was attached to my ankles and then my wrists, putting me in an interesting hog tie where it would squeeze my shaft if I tugged on my legs or wrists. Of course, the famous ring was placed in the middle of the crotch rope but remained dormant.

“You like it? I read about it on a bondage forum and thought you’d like it,” he said. I nodded and gave an approving grunt under the gag.

“I’m sorry about last time, I just wanted to fulfill your fantasy,” Derek said. Of course, I couldn’t respond but I understood and did find comfort in the group keeping it private. And, I’d honestly enjoyed myself a little.

“I love watching you struggle and be all embarrassed and naked like this, I hope you know,” he continued, “I used to picture you tied up in my head all the time when we became friends.” I felt a bit flattered to be honest.

“I especially love watching you fight your love for being tied up like this,” he said as he turned on the ring. Like clockwork, I tried to fight the enjoyment as if an instinct, but I didn’t fool anyone and he stopped it shortly. I thrusted my hips in the air and moaned.

“We can’t go too far,” he said, “it’ll ruin the surprise.” I looked up at him.

“There’s this lady I work with,” he started. “Oh shit,” I thought.

“She’s super attractive, mid forties, and I know how you’ve always wanted an older woman to tie you up and play with you. She conveniently loves younger men and bondage, and wants to have some fun with you. She’ll be here soon,” he said. I was a bit angry again, as he’d lied fo me. But I had to admit, I was a lot more excited by the thought of being messed with by an experienced MILF. But she was still a bit away and Derek was having fun tickling and teasing me, even making me sniff his dirty socks. It felt like a normal bondage session until I heard a knock at the door….
dl68
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Post by dl68 »

great start
TieMeUpPls

Post by TieMeUpPls »

“That must be her,” Derek said. With that, he went downstairs to go greet her. I laid there, staring at the wall and ceiling as I wondered what she was planning to do with me. I heard them talking downstairs and I tried to listen, but it was too far off and faint. Then, out of nowhere, the ring started buzzing and it started to hit me with pleasure. I tried to stay still, knowing they would be in here soon. Then, it turned off. Then, back on again at a higher setting, causing me to let out a loud moan and thrust my hips, making the crotch rope tug as my back arched and pleasuring me even more.

It was at this moment that the door opened, she stepped in followed by Derek, and the ring was shut off. I laid there, embarrassed, but she had a look on her face like she enjoyed what she saw. Once again, no chance to introduce myself properly to someone, just for them to know me as a tied up naked toy for them to enjoy. And enjoy she would, but for now she ran her hand up and down my taped up body.

“Quite a specimen, he’s cute,” she said,”I bet he ties up pretty girls all the time and now he’s all tied up in front of one.”

“Oh yeah, he’s told me plenty of stories, but he really loves being tied up too as you can tell,” Derek replied before hitting me with the ring again briefly, causing me to jolt. I was now reaching the stage where I wanted more, and it didn’t help that she ran her fingers over the tip of my shaft and fiddled with it a bit, causing a shock wave of pleasure to shoot through my loins and I almost came when the ring hit me again. She laughed at me.

“Such a big dick for such a skinny guy, and look at it all tied up. I bet it’s so desperate to be played with, sucked, rode,” she said, getting closer and closer to my ear before nibbling my earlobe. The way she said that and rubbed the tip was one of the hottest things I think I’d ever experienced. Then, she stepped away.

“But that’ll have to wait, because I don’t let bad little boys get off easy,” she said before pulling out a little whip from her bag and spanking me with it. She hit me a couple times on each ass cheek. Meanwhile, Derek was sitting in the back watching, enjoying everything.

“If you want a turn, let me know,” she said.

“I’ve had plenty, I just like watching for now. But I will join in a bit,” Derek said with a smile. She began to take off her clothes, starting with her sweater, then her leggings, then finally her bra and panties, revealing a perfect body. Before I knew it, her breasts were in my face.

“That make you horny little guy?” She asked me. I nodded. “Good, because I’m going to turn you on so much that you beg for me and melt into my helpless boy toy.”
Mr Underheel
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Post by Mr Underheel »

Nice! Love the scenario and ready for the next chapter!
TieMeUpPls

Post by TieMeUpPls »

She stepped away, giving me a moment to breathe after being buried face deep in her cleavage. Not that I was complaining at all, as it was more fun for me than most of the things Derek liked to do to me when I was tied. She then got back to rubbing her hand all over my body, making sure to always circle back between my legs and brush my shaft, causing my hips to jolt each time. As she did this, she nibbled on my ear, kissed my neck, and pressed her naked body against mine.

“I bet you wish you could get out and fuck me,” she said. I did, more and more so as she continued to turn me on. She grabbed and squeezed my ass cheeks as she proceeded to grind herself on me, letting out moans. She started going faster and it started to feel really good, to the point where I thought I might explode and then bam, she stopped. As she stepped away from me again, Derek hit me with the ring briefly as if to add to my desperation.

“Here, you gotta mess with him some. He likes to be forced to smell stinky things while tied,” Derek said. With that, he came over to me and pulled out a ziplock bag with a piece of moldy cheese in it. “Been saving this for you,” he said, opening the bag right in front of my nose. It smelled terrible, and I tried to hold my breath but Derek kept teasing me with the ring. He went from the cheese to next a dirty sock, which was shoved up against my face. I tried to pull away but Derek grabbed my hair and held my head still. As the sock was being shoved in my face, he turned the ring up. I was breathing harder and faster and even sniffing the sock hard as my hips thrusted and my body jerked around. The ring didn’t stop this time as Derek spanked me as I humped the bed (and sometimes air).

Finally, he stopped just short of orgasm, but left the sock in my face. I was still sniffing and humping, and I finally couldn’t hold out any longer as I burst everywhere and moaned out loud under the gag.

“Ahh, he doesn’t have the tolerance I was hoping for, that’s okay. Let’s punish him,” the busty woman said.
TieMeUpPls

Post by TieMeUpPls »

There I was, panting and again embarrassed. I laid there on my side in my hog tie as they talked off in the corner about what to do with me. Our mystery woman had re dressed, and she quickly came over and undid the crotch rope and hog tie. Derek came over as well, and they both took a few turns spanking me as they continued to chat amongst themselves. I was too caught up in being helpless and exposed to listen. Finally, I was pulled off of the bed and onto my knees.

“Now hop over to that chair,” she ordered. I had to knee hop to a chair across the room, falling on my face a couple times. Every time, Derek helped me up as she whipped me with one of those bondage whip things. Once there, I was shoved into the chair face down so that I was bent kneeling over. My ass was exposed for whipping and she took full advantage, causing me to moan out.

“That’s what you get for loving this too much,” she said. With that, I was blindfolded with a cloth just for some added effect. Then, I was whipped and spanked some more.

“You know what he really hates?” Derek said, “butt plugs.” I shook my head as I felt a hand grab my ass cheeks and shove one in, much to my dismay. I moaned out as it hurt like hell. Still bent over the chair, she spanked me more as Derek shoved more stinky objects in my face, each one worse than the last. It was truly a punishment for the ages but not done. After a while of being bent over the chair and humiliated, I was shoved onto the floor. I was left laying there for another half hour while they ate lunch downstairs. I spent the time laying on my stomach and as my erection came back, starting to lazily hump the floor.

Finally, they came back. “Looks like you’re having fun again,” Derek said.

“You really have to train him better,” the dominatrix chimed in, “you have clothespins?” I knew where she was going and I heard Derek disappear and return a moment later.

“Oh, I bet the plastic ones with the tight springs hurt even extra,” she said in a cooey voice before attaching one to each of my nipples. It hurt like hell and I cried out under the gag. Next order of business, the ring and crotch rope were put back on now that I was hard again, but without the hog tie. The ring was turned on and suddenly I forgot my sore nipples. I was humping the air and it stopped. The room was silent. I froze for a while but my body got the best of me. I started humping the air and moaning.

“No discipline,” she said, “let’s teach him this way.” I heard her pulling off clothing. Then, she sat right down on top of me with her pussy right over my mouth. She started to grind on my drool covered ball gag and I was turned on even more. She rubbed herself all over my face before undoing the gag.

“Not a word, got it?” She barked, “you only use your tongue for me.” I nodded. I heard Derek taking pictures. She placed herself down on my face and I did my best to please her as she started to moan. As an added bonus, the ring was teasing me the whole time. She tasted delightful, a testament to how well she must have taken care of herself. I kept going and as she started moaning more, she started helping with her fingers and the ring was hitting me more. Picture a tied up naked skinny guy struggling and thrusting with a beautiful older woman on top of his face reaching orgasm. I felt her juices landing on my face as she finally got up, turned around, made out with me, regagged me, and slapped my face.

“You have no business being that good, I’ll have to wait to ride you for later,” she said. My horniness tripled at that comment, but for now she was going to take a break while my friend kept me occupied…
jone123
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Post by jone123 »

very interesting story
TieMeUpPls

Post by TieMeUpPls »

“Look at you, all sweaty and hard,” Derek said with a laugh. The ring had been off for a while and I was so hard and horny from what I’d just experienced. Now, the woman who had delivered one of the most arousing experiences ever to me was out getting food, forcing me to wait until she comes back to have more fun with me.

“You want her to ride you so bad now that she said that, don’t you,” Derek said. I simply nodded and whimpered under the gag, now nothing more than a naked desperate bondage toy for my friend and his milf coworker. I would intermittently thrust against the floor or air, although laying face down was hard with the clothespins. Still, Derek enjoyed watching me try. Occasionally he’d hit me with the ring, but not for more than a second. Eventually I started to struggle and hump a bit more, which Derek must have enjoyed, given I heard him unzip his pants and tell me to stay out of the splash zone. Of course, with my blindfold, that was hard to tell but I hoped he’d do his due diligence to avoid me. Still, the thought of my friend jerking off to me was a bit gross for my taste but what could I do?

“Make some noise and struggle more for me,” he ordered and I didn’t at first. Next thing I know, I felt a whip on my ass which made me whimper. “If you won’t then I’ll make you.” I did as he ordered, animating myself as much as possible. It did help me release some of the pent up arousal from the event that had happened now almost an hour ago with no actual release. Finally, it sounded like Derek got his from watching me.

“Alright, stay still for a second,” he said. Then, I felt his foot against my face, being forced to smell the stench. It was strong as hell and clearly unwashed for at least a couple days. The stink made me want release even more, just as it had the last time. Still, I fought it determined to last until she got back and could deliver on that promise. If she even intended to, although I didn’t care in the moment.

“You really want her to ride you?” He asked again, to which I nodded in a begging manner. “Well she’s not gonna be back for a bit, she got sidetracked on the way to get the food. She does want to hear from you though, so up on your knees as if begging.” I tried and couldn’t get up after a while, and he helped me to my knees before ungagging me. “Now, repeat after me only. Please treat me like your toy,” he instructed with his camera on me. “Please treat me like your toy,” I said.

“I’m a desperate tied up freak who is begging you to ride me,” he said. I repeated.

“I love being tied up naked and helpless,” he said. I repeated. Then, the ball gag went back in. “Now struggle and dance.” I did, trying to do my best to please her (although probably Derek too). “Now, she said that if you can manage not to cum before she gets back then she will suck you and fuck you, but if not then she’s gonna torture you and send that video to some of her friends that might like seeing you tied up like that. You’ll basically be tied up porn for Middle Aged men and women, got it?” He barked. I nodded, before he hit me with the ring again. This was gonna be tough, but I had to try.

She was still at least a half hour away, and Derek was having much too fun with me. He started tickling and spanking me at length, buzzing me with the ring from time to time. At one point he took off the clothespins so he could lay me stomach down, sit down on my legs, and spank my ass like bongos which was super humiliating. Of course, the butt plug was still there to humiliate me more, and he began pulling it in and out, causing me to whine out under the gag. He turned on the ring and for a second, I thought there was no way I was gonna hold but then he stopped and removed the plug altogether. I coulda came just from humping the floor once but I didn’t. I laid there naked on my side, gasping and sweaty. Derek gave me a few minutes to catch my breath as he went to the restroom.

“She’s gonna be back soon,” he said. That alone got me worked right back up, as I became excited and hopeful. Right at that moment, he hit me with the ring again. As it went on, he tickled and spanked me, taunting me the whole time.

“You’re not gonna make it,” he said, “just give in already. You know you want to.” He was trying to make me fail in an effort to humiliate me even more. I moaned, humped, and struggled hard but didn’t give in. Finally the pleasure stopped, and I got a pat on the head from Derek.

“Good job, but we’re still gonna humiliate you a lot before anything else,” he said. With that, he untied my legs and crotch rope before telling me to stand up. I did with a bit of help. Still blindfolded and gagged with my hands and upper body bound, I walked slowly towards the stairs, being guided. Derek took off the blindfold for safety before putting it back on at the bottom. He marched me around as his prisoner for a minute or more before sitting me down on what felt like a wooden chair. Indeed it was, and my upper body got a bit of duct tape in order to secure me to it. Next, my legs were spread apart and one leg bound to each of the front legs of the chair.

Now firmly in place, I settled into my new throne of nude embarrassment. But Derek wasn’t done. The clothespins went back on my nipples and my still very erect shaft was tied down to my stomach, this time with no ring. I was to be taunted and tortured, not pleasured. And if I were to feel pleasure, it would be under the threat of ejaculating on myself.

Finally, I heard the door open again and I heard the voice of the long awaited dominatrix. I was at full mast and arousal at the sound, and started thrusting my hips as much as I could, which was barely any.

“That’s the kid from the video,” I heard her say. I was confused.

“Oh yeah, look at the kid. Young and fresh, he’d make some great entertainment if you know what I mean,” I heard a middle aged male voice say through a phone. She’d still sent out the video despite me holding out my end.

“He made it,” Derek said.

“Oh wow, I assumed he’d fail from how pathetic he sounded in that video. Whoops,” she said before telling her friend she had to go. Then she came over to me.

“I’m proud of you, but you’re gonna have to wait. My friends seem to like you so far, perhaps you can let us all do this to you in the future, and we’d pay,” she said. Obviously I couldn’t answer but was embarrassed to actually be interested. Still, that would come at another time, another story. For now, I was tied naked to a chair and very aroused and humiliated.
harveygasson
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Post by harveygasson »

Another great story!
TieMeUpPls

Post by TieMeUpPls »

I sat there, bound and waiting for her next move. She came over to me, touched the tip of my shaft, and rubbed it for a second before wiping the leak off on my skin.

“Someone’s been holding it in like a good boy,” she said. Meanwhile, Derek watched. Then I felt her twist both clothespins on my nipples, causing me to jolt in pain. She did it again a few times with similar results, causing a deep soreness only shadowed by arousal. I’d been wishing for hours I could free a hand and finish myself, but I couldn’t. The more I got turned on, the more I struggled around and now in the chair. She teased me a few times again and then stepped away. Then it was silent for a few minutes, and in the stillness even more focus went to my throbbing aroused shaft still tied to my stomach.

Finally, the crotch rope was undone. Next thing I knew, she was getting on my lap to ride me. “I told you that I would if you were good,” she said before inserting me into her. The sensation was incredible and I almost came right there, but I stayed strong. She began to use me as a tied up human dildo, having all sorts of fun on me. It felt amazing and I screamed out under the gag in pleasure. Of course, with all the pent up arousal, things didn’t last too long and she was again disappointed, slapping me again.

“You need more stamina. Your buddy here has to train you better for me,” she said to my red face, “now you can sit there and think about how you can do better next time.” With that, I was left alone again in the chair. I sat there for almost an hour alone, with the clothespins still attached and making my nipples very sore. I mostly sat still, too worn out to struggle much.

Then, they came back. The dominatrix and Derek both began untying me from the chair but keeping me tied and gagged except for my legs. I was marched down to the basement and then helped down to lay on my stomach, with the clothesline mercifully removed. At this point, I was ungagged and then regagged with our mystery milf’s panties and a few strips of duct tape.

“This will be the final part of your humiliation, but don’t expect it to be easy,” she declared as my legs were duct taped together. Then, I was roped into a strict hog tie and shown a video. It was a pornographic video where a naked woman was being bound and enjoyed by her counterpart.

“I bet you’ve tied up girls like that so many times, and now you’re all tied up for me,” she said, “listen to the way she moans and the way her hips move.” Of course, the intent was clearly to get me horny again and it worked very well after a few minutes. Then, once erect enough, she placed the ring on me and tied the shaft in between my legs. We were just getting started.

Of course, not that the ring would be used right away. In fact, my next sensation was a marker on my left ass cheek, then my right as she wrote on them. Next, she took a picture to show me that she’d just written “spank me” on both of them.

“Look at those cute little ass cheeks,” she said as she pointed at them in the picture. My ass was already pretty red from the treatment I’d received, and I looked back at my own naked bound body. I didn’t have long, though, as I was then blindfolded. I felt markers touching me in various places after that, such as my feet, chest, etc.

“Now dance for me, struggle and make as much noise as you can,” she instructed, “and no humping or else.” I did as my dominatrix commanded, hoping it would lead to one final release eventually. I struggled and moaned and rolled all around in my hog tie.

“Freeze, naked boy,” she said. The blindfold was removed and I saw her and Derek standing in front of me, Derek holding a phone with a video of the struggles I just displayed. Seeing myself naked bound and struggling made me want to hump the hard concrete floor, but I didn’t. I noticed writing in both of their handwriting all over me. “Tickle here” was written on my feet and on my chest with arrows towards my armpits. “Make these hurt,” on my center chest with arrows towards my nipples. “I cum too fast” written right above my penis on my lower abdomen. Finally, “Look at this naked boy loving this,” in big letters on my stomach.

“What do you think,” Derek asked, “it’ll wash off, don’t worry.” I was all worked up from struggling and it was about to get worse. I was re-blindfolded and then all of the torture came back at once. The clothespins on my nipples, the butt plug, and finally a dirty gym shoe taped to my face that smelled horrible. The ring was set to low and pleasure slowly built up in my abdomen as I moaned. As I breathed heavier, the scent got stronger.

Next, I felt my feet and armpits tickled at the same time, which made me immediately start thrashing everywhere with the ring still going. I screamed out under the gag and the ring went up. I was so helpless at this point that I just wanted to be the best captive I could, so I refused to finish fast again. Next were a series of spankings, followed by more tickling.

“Derek said you told him that for a long time you’d get naked and tie yourself up so you could hump the bed or floor like a desperate skinny whipping boy waiting for a master,” she said.

“Mmmmmph,” I replied.

“Well hey, you told me you like being helpless and exposed, and now look how many people have seen you tied up naked,” Derek chimed in.

“Mmmph,” I again replied, starting to hump the floor a bit at this point but still mostly thrashing about as I’d receive the occasional tickle or spank as they taunted me.

“You know, some of my friends and I have these sex parties, it’s all people around my age and we’d love to have a young handsome captive like you to watch struggle around like a naked tied up rag doll,” she proposed, “what do you say?” As she asked this, the ring shot up again. She was so sexy and controlling so of course all I could do was desperately nod my head as I moaned out in pleasure.

“Good boy, now here’s your reward,” she said before shutting off the ring, causing me to thrust my hips as far into the air as I could and whine out in desperation. Next the crotch rope and the ring were undone, and I felt her grab my dick and then she started to suck it. She was a pro, but knew how to make it last so I was in heaven for quite a while, almost trying to hump her face as she did so. Every now and then, Derek would chime in with a foot tickle or a comment on me.

“Mmmph, mph, mmmmmmm,” I kept going under my gag, with the smell of foot in my face and the taste of panties in my mouth. Finally, I bursted a load right into her mouth, screaming out at the top of my lungs under the gag.

“Good boy,” she said, before they both began to untie me. That was really it, except for the fact that since I’d taken an Uber there, she offered to drive me home. But there was a catch, although I could get dressed, she’d then retie my hands before leaving the basement. The entire time, I was not ungagged so my only way to agree was nod.

On the way home, she told me what to expect from this next experience and that she hoped to tie me one on one as well since she loved having a skinny guy to play with. She told me she wouldn’t show anyone the videos except her friends in the group beforehand, which I couldn’t say no to. Then, we got to my home and she freed me.
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