I stood at attention, stripped down to my underwear, eagerly waiting for Ted to tie me up and reveal what this “challenge” was he'd been hinting at during dinner.
Ted wrapped a length of rope around my chest, tying a knot behind my back. He then ran the rope up over my shoulders on either side of my neck, circling back to the knot behind me to tie a simple rope chest harness. For good measure he ran one more length of rope around me, this time encircling my upper arms, pulling them close to my chest.
I was hard already, something Ted must have noticed. He took a quick break from tying me to reach down and grab my bulging dick through my briefs. I pushed my ass back against him. I reached my arm backwards as much as I could. I tried to slide my hand down his jeans, but he grabbed my wrist.
“Sorry Dustin,” he said, pulling his own hand away as well, “you don't get to use your hands tonight. Not for this challenge.”
He yanked my wrists so they were beside each other, behind my back, a few inches below the knot of my chest harness. He wrapped rope around my wrists, looping coil after coil until they were properly secure. He tied off my hands and then connected them to my chest harness.
Ted grabbed the rope and used it lead me to the floor. Gently, he laid me down on my stomach. I liked where this was going. I moved my legs so they were together and arched my back, preparing for him to hogtie me. Instead, Ted pulled my legs apart and tied each ankle to my thigh.
Image from Boilerbound tumblr
I tested the ropes. The rope on my wrists were tight enough that I would be constantly aware of the rope and unable to pull my hands free, but not so tight as to cut off circulation. The harness put a gentle, erotic pressure on my chest. My legs were tied in a way that was definitely not comfortable, but not painful enough to be worrying. All parts of the tie were secure, and a quick wiggle showed I wouldn't be breaking free easily.
Time to see what this challenge was all about.
“Dustin,” Ted said, sitting down in front of me, his crotch right in front of my face. I looked up as much as I could, “you're going to have 20 minutes to suck me off. If you can make me cum before those 20 minutes are over, I'll return the favor and then untie you. However, if I don't cum before the timer goes off, there will be consequences.”
As he said consequences, he leaned forward and tickled my bare feet. I immediately burst out laughing. I struggled and tried to pull away, but couldn't do more than wiggle on the floor. In between gasps for air I begged Ted to stop.
Ted stopped and leaned back, smiling to himself as I caught my breath.
“20 minutes of that,” he said, “if you can't make me cum.”
Ted unzipped his fly and scooted forward, pushing his cock towards my face. I opened my mouth and took as much of his dick as I could. He pressed a button on his phone and sat it down, I saw a timer start counting down from 20.
I immediately got to work, the specter of relentless tickling motivating me. I moved my mouth up and down as much I could, making my tongue dance along the tip of his cock.
I seldom could make Ted cum from blowjobs alone. I'd never gotten good at deepthroating, and so usually had to focus my efforts on the first few inches of his dick. Usually I'd wrap one hand around the base of his shaft, and use my other to play with his balls and tease his hole, but with my hands tied behind me, my usual tools were not an option. I'd have to make do with just my mouth, or face the consequences.
After a good 7 minutes, it was clear Ted wasn't close. To make matters worse, the angle I'd been forced into was already taking a toll on my neck and jaw. I changed my approach.
I pulled my head back and let his dick slip out. I traced up his shaft with my tongue, starting from the top of his balls, slowly sliding up to his cock head. I licked the top of his dick, trying to gently tickle it with my tongue, and then traced back down his shaft.
My hope was by teasing him this way, I could get him horny enough that once I resumed sucking his dick he'd already be primed and ready to cum.
Unfortunately, Ted didn't seem to like this teasing method. He grabbed my hair and pulled, so my mouth was once again right in front of his dick. He forced his cock back in my mouth. This time he kept my hair firmly grasped in one hand so I couldn't pull back far enough to get his dick out.
I returned to blowing him, getting increasingly nervous as the timer ticked down, my mouth and neck got sore from the bad angle. I tried everything I could to get him over the edge, alternating techniques and trying to read the very few pleasurable or disapproving noises Ted made.
Twice I started to find a rhythm. Twice Ted quietly moaned, and started thrusting his hips to fuck my mouth and build to a finish. But both times my mouth just got too tired. Both times I'd had to stop blowing him, open as wide as I could, and breathe in through the corners of my mouth not obstructed by his cock.
It was as I caught my breath after the second of these close calls that the timer went off.
Ted let go of my hair, slid his dick out of my mouth, stood up, and walked into our bedroom.
“Please Ted,” I begged, “give me a few more minutes. I was so close, if I just had another chance-”
Ted returned holding a head harness.
“Sorry Dustin,” he said, sitting down beside me and ruffling my hair, “rules are rules. If you didn't want this, you should've gotten me off.”
He shoved one my own socks in my mouth, then locked the head harness on my face. Beyond denying me a chance to rest my jaw, the sock tasted terrible. I wanted nothing more than to spit it out, but the head harness had a panel that pushed against the front of my mouth so I couldn't.
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I tried to beg him for mercy, but my words were muffled by the sock. I tried to break free from my modified hogtie, but all I managed to do was squirm helplessly on the floor, showing my captor just how much control he had over me.
Ted sat down beside me. He pushed a button on his phone, and the timer started counting down from 20 again.
Immediately he was tickling my feet, throwing me into a fit of muffled laughter. Despite already knowing I couldn't escape, my body uncontrollably thrashed and struggled - desperate to get away from his terrible fingers.
I'm horribly ticklish. A fact Ted knows well. I also hate tickling, it's more excruciating that most forms of pain for me. The only context I enjoy it, is when I'm tied up.
Though “enjoy it” might not be the right word. It's still torture - I still desperately want out. The problem is the idea of being tortured, being tied up and forced to suffer, is so hot to me. And so I let Ted tie me up, and tickle me, and do all manner of other things I otherwise hate. But once I'm actually tied, once the fun fantasies of masochism are suddenly real, I hate it. I do everything I can to stop the torture. Beg, barter, break free, threaten, scream - anything an unwilling prisoner would do I do as well - despite being the one that got myself in this situation.
All of this was to say, I wanted out. I needed the tickling to stop.
But no amount of screaming would make Ted stop. Ted knew better. He knew that when the scene was over I'd be happy he'd been as merciless as he was. He knew I'd ask for us to do it again.
Ted paused tickling my feet for a second - just long enough for me to catch my breath - before he jabbed his fingers into the sides of my stomach, right below my bound arms. I was sweating, on the verge of tears, screaming into my gag and thrashing around on the floor.
Ted simply laughed along with me, occasionally using one hand to slap my ass, while his other hand continued its assault on my feet and sides.
I realized a benefit to this modified hogtie. With my ankles tied to my thighs and not to my arms, there was a clear opening to my ass. Ted pulled his arm high and brought his open palm down again. Then again. Slapping me harder and harder.
Then he showed me the other benefit of this position. He reached his hand up between my legs, grabbed my balls through my briefs and squeezed. I yelped, and then immediately was sent back into a fit of laughter as he tickled my inner thighs and lightly fondled my balls.
Just when I was starting to get use to that, when all the sensations were starting to become pleasurable, he pulled away, and resumed tickling my feet. His fingers danced along my exposed soles. I curled my toes, shut my eyes, and tried to find any chance I could to breathe in-between fits of uncontrollable laughter.
Finally, the timer went off.
I caught my breath and waited for Ted to untie me.
But Ted got up, and walked over to the couch.
I looked at him with pleading eyes, and “mmmfph”-ed into my sock gag.
“Alright Dustin,” Ted said, turning on the TV and switching the input to the playstation, “You have 20 minutes to get free. If you do, I'll let you fuck me. If you don't, we’ll begin round 2.”
