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I decided it was time to collect on a debt, came up with a simple story that I needed help to move some furniture around the house & load some stuff into my car to go down the charity shop.
My best mates' son (Connor) who I hadn't seen or spoken to for a few months was the one who owed me & I knew he wasn't working today as it was Saturday, so he couldn't really refuse since I did him a massive favour a while back.
I phoned him up hoping he'd be out of bed and to my surprise he answered within a few rings. I told him I needed a hand and said could he come around as soon as possible.
He said he'd be about an hour which was fine as I had things to get in place before he arrived, so my house looked normal when he got here but in actuality, I lured him here under false pretences.
A while back I found out he'd got into a bit of debt through some silly choices of taking out expensive loans as his credit rating was terrible, also he'd been gambling online & was struggling to pay his bills. The next day after some consideration I messaged him saying I'd lend him the money & set out payment details & clauses on the agreement like he had to stop gambling, pay me X amount over the next 10 months, send me a copy of his bank statement every month, late payment notice etc etc.
Also, I decided that if he missed a payment, he would have to submit himself to me and do whatever I asked. He didn't know this, but I knew if this happened, I'd devise a way to collect for my own gratification & his humiliation sometime in the future.
The first two payments were fine & then he messaged me when the 3rd payment was due that his boss hadn't paid him on time & was it alright to delay for a week? I agreed it was ok & joked that if he didn't pay the following, he'd my sub, I'd live stream it on Chaturbate and let people decide on the type of punishment & use the profits towards his loan. He thought this was funny & joked it'd probably be quicker to pay off his debt. Anyway, eventually after 15 months, a few missed payments, he finally paid his debt off to me.
Just over an hour went by and Connor finally arrived, I let him in and we had a catch-up conversation on the sofa for about 15 mins or so, "I asked if he wanted a drink?" but he said, "No I'm fine thanks".
He then asked, "what I needed a hand with and where?"
That's when I sprung the surprise on him that I didn't really need a hand at all.
He looked confused and then with a little anger in his voice said" Then why the hell did you ask me here?".
I then said, "You know the loan I gave you a while back & the terms of agreement I set out?"
He replied "Yes, I remember".
I said, "Well you're here because I'm collecting on the clause for all the missed payments and the messing me about".
Connor then asked with a confused look on his face "What clause?
I replied" Do you remember when you were messing me about & not paying me for my loan to you as agreed? I said to you that you'd have to be my sub, I'd live stream it on Chaturbate and let people decide on the type of punishment & use the profits towards your loan. You thought it was funny at the time & joked it'd probably be quicker to pay off your debt!"
"Well now that time has come and it's time to act on that clause and for you to pay for not honouring our original agreement"
Connor replied" That's not fair, it was ages ago, and I had no idea?"
I said" I don't care, it's happening now!
Now this was make or break time as I was in two minds of how far to go with this and what buttons I should push.
I said "Now get up, come stand in front of me & strip down to your underwear."
He had a horrified look on his face & said "No I'm not gay!" & turned to leave.
I grabbed his arm & said "Where do you think you're going? You have a debt to pay; you agreed to the terms of the loan & you didn't honour that agreement. You have a short memory young man, If I hadn't lent you that money, I bet today you still wouldn't be debt free and in a whole world of trouble".
He replied with again "But I'm not gay, is there anything else I can do, like some gardening or housework or something else?"
I said" No! This is what I want, so do as I ask!"
He again said "No"
I then pulled a pair of scissors I had hidden down the arm of the sofa & replied with a firm voice" If you don't strip down to your underwear, I'm gonna pin you down & cut off all your clothes!".
Fortunately, I had anticipated his possible reaction and bought some women's clothing from a charity shop just to humiliate him & so I said, "If you want to leave naked after I cut your clothes off, that's up to you? & you can go home wearing a bright pink tracksuit I bought you".
He then stood on the spot, looking at me & wondering whether I was serious or not?
After a short time, with him staring at me, I said "Well? What's it gonna be?".
He then slowly started to take off his t shirt, then his jeans & socks. Once he was down to his boxers, he was looking very awkward & I thought he may run for the door through sheer embarrassment, but he remained on the spot.
I said" Good boy! just do as I say, and everything will be ok".
He nodded and said, "Yes okay".
I then grabbed all his clothes up into a bundle & ran into the kitchen, threw his clothes into the washing machine & switched it on.
He yelled "What are you doing?
I said "Shut up! You're now trapped here & can't go home for a few hours until your clothes are washed and dried, unless you want to go home in that tracksuit?"
I then returned to the where he was, to look give his body a good looking over before I decided what I was going to do with him.
Connor is 27, 6ft tall, skinny, pale skinned computer gaming nerd with short dark hair and no facial or chest hair.
I always joked in the past he was gay as I've never seen him with a girlfriend but in fact, he has been with women a lot older than him but that was a while back. Now of late he mostly he either sits in his room playing games or out with male friends all the time, so I suspect there's a possibility after today that he may re-evaluate his sexuality.
You could see he was well out of his comfort zone and didn't know what to do with hands, as he kept moving them from his side to his groin area and back to his side.
I said" Stop squirming! Now turn around and put your hands behind your back!".
He reluctantly complied, I then grabbed a piece of rope from my pocket and secured his hands behind his back and said, "Don't move!"
I stood up and walked around to face him, then out of my other pocket I pulled out a leather collar with three rings attached to show him. His eyes were fixed on the collar as I stepped closer to him, I wanted to look him right in the eye as I secured it around his neck.
I followed up with "You're now my sub for the next few hours, as long as you are wearing this collar, you are mine to command and play with.
From now on till you leave, you'll address me as "Sir", and you will not cum unless you have my permission. If you refuse or protest to anything I say or ask, you'll be punished... Is that clear?"
He replied "Yes Sir"
Now this was a first for me as I've dommed women before but never a guy. I've been fantasising about being with a young twink for a few years but never had the courage to go and make it happen, so this as close as can get for now.
I sat back down on the sofa behind him; I then grabbed the back of his boxers and yanked him backwards, so he had to sit between my legs. I pulled him in close and wrapped an arm around his body so he couldn't get away, the o whilst the other was free, to start stroking his chest and play with his nipples.
His smooth skin was so soft, cool to the touch and felt fantastic. He was starting to relax into it & I think enjoy himself as his hands were twitching against my body and his breathing had changed.
Now his nipples were now rock hard, I ran a hand down his body over his stomach and down to his cock and balls. I could feel he had a semi on, so I started to gently squeeze and stroke his cock and balls through his boxers to get him more excited.
He was now starting to squirm a bit in pleasure, I slipped my hand inside and started stroking his cock more, the only disappointment was he was quite hairy down there as I like my subs shaved.
HIs cock was now rock hard and straining against the cloth prison of his underwear, I pulled his hot cock out into the open and started to stroke it slow and hard whilst gently pinching his nipples with the other hand. He was starting to move about with his legs twitching and his body pushing back against me.
Connor started to moan in pleasure, I continued stroking, varying the speed and pressure, and with the other hand I was cupping and gently squeezing his balls. After a little while, I could feel pre cum oozing out the end of his cock & it was now starting to throb in my hand. I continued to stroke it faster and faster. After a few more minutes he really started moan in pleasure & I could feel his cock really throbbing, his balls were starting to lift which meant he was near.
Sure, enough he asked "Can I please cum sir?"
I said, "Not now Sub!"
He said "Please Sir"
I said "No!"
I continued stroking his cock and by this time he was starting to squirm again as he was trying not to cum.
He said" I'm gonna cum sir"
That's when I stopped, rubbed my finger over the top of his cock to get some pre cum, then wiped it on his lips, he didn't like it & then I slapped his cock and said "No Cumming for you Sub!".
He cried out in disappointment and the stinging pain of his hard cock, I just laughed at him as I snapped his boxers back over his hard cock.
I put my arms around him to keep him in place for the next 5 mins, so he could calm down, and every now and then I gave him a gentle stroke. I was expecting him to say something, but he just stayed silent as his breathing settled.
I said, "So now that's over with, stand up and don't move!"
I untied his hands and then went and pulled a fishing chair out I had that's good for tying up little subs to.
I said, "Now sit down here & put your hands above your head".
He did so but you could see in his face that he was wondering what was going to happen next?
I grabbed some restraints from a box and secured them around his wrists and secured them with a small chain and padlock to the top of the chair.
He was starting to squirm again, so I pinched both of his nipples hard and said, "Keep still sub!" Naturally he cried out in pain, pulling on his wrists but they were going nowhere.
I grab his legs. pulled him down the chair a bit, so his arse was close to the edge. I slipped off his boxer shorts, freeing his flaccid cock and balls and let them out for an airing. As I said it was a bit bushy down there & it was time to address this.
I got a spreader bar with ankle cuffs, securing his legs wide apart and tied that with 2 short pieces of rope to the legs of the chair. He was looking at me again now & I could see the slight nervousness on his face, but I just smiled, winked at him and carried on.
Unable to move and at my mercy, his cock was ready and waiting for the next installment. I left him there for a few minutes to wrestle with the feeling of being tied down whilst I got another chair for me to sit on & a table for me to put things on. I then went to sort out his clothes from the washing machine and into the dryer.
I then filled a bowl with warm water and placed it on the table, then ran upstairs quickly to grab some clippers, shaving gel and a fresh razor. When I returned to sit down, Connor finally spoke again after being quiet for so long & asked "Sir what are you doing now?"
I replied "Clearly, you're really lazy & don't look after yourself properly in the genital area as it's like a jungle down here & as I don't like hairy subs, so I'm gonna remove all this nasty hair.
He replied "Please Sir don't shave me; it'll be all itchy down there"
I said" Quiet Sub, I'll do as I please, now don't move an inch or you'll end up getting hurt, plus you'll thank me for this later!"
I then started with the clippers and removed a lot of hair until it was all very short, I then used the bowl of warm water to wet the area and smothered shaving gel all over, stroking his cock and balls to lather it up into a soapy mess.
I carefully shaved every hair off his cock and balls until was all smooth and cleaned him up, he looked like he was a young teen again. "I said that's one bit done, one to go."
I then untied the spreader bar and lifted it up it & tied it up to the same place where his hands were, so his legs were back over his body & I had a good view of his hairy hole.
As I did "He groaned & said please no not my arse as well?"
"I then slapped his arse and reminded him, No protesting or you'll be punished!"
Now he was totally exposed to me, I wetted his ass and covered it with shaving gel rubbing it over his hole and up the crack. This was very satisfying, slowly seeing all the hair disappear knowing he wasn't very keen on the idea but I didn't care.
After rinsing & drying him off, I went in for a closer inspection and as I got near his now perfect little smooth puckered hole, I couldn't help myself & flicked my tongue across it twice and I heard a little moan come out his mouth.
I said" That's better subby, don't you think?
Connor replied "It's a bit difficult for me to see Sir"
"I laughed and said yeah, I know. Let's see if we can change that"
I got up and went and found his phone. Using his face to unlock it, He then uttered "What are you doing?
"I said quiet Boy! I'm taking a few photos of my shaving skills. You can view it later when you get home and you get to see what I see and as it's on your phone, you know it won't go anywhere else!"
By now I was pretty turned on & my own cock was straining against the inside of my jeans. I stayed fully clothed as I didn't want to totally freak him out and push him too far on this occasion although for him, I guess it's been pretty full on but for me it's very tame.
I left him in the same position, there all exposed whilst I spent a few minutes clearing up a bit & then sat back down with his cleanly shaven cock/balls and arse already for the taking
I got some lube and squirted it over his cock and started stroking it, within a few pumps he was rock hard and now my hand was gliding up and down his shaft with ease. He started moaning a lot quicker this time and after a few minutes, again I could see pre cum leaking out his sweet cock.
I continued to stroke his perfectly smooth pole up and down with quickening pace until suddenly out of nowhere with a bit of desperation in his voice he said "Pleeease Sir can I cum?" at which point, I just stopped.
I just smiled as I could see the frustration on his poor little face as I bet, he's never been edged like this before.
I then started stroking again but this time I just stroked the head of his cock, this time he was beginning to moan quite loudly, and his legs started to shake as his helmet was quite sensitive by now, he again asked " Can I cum Sir, Please?" but again " I said No not yet!"
I stopped stroking briefly for a few seconds for him to catch his breath. I then started stroking with varying speeds and after another minute or so he said again "Can I please cum sir" " Please I need to cum Sir" and I said, "Ok let's see that cum then subby".
He was moaning like crazy now and pulling against the restraints as his body tightened up, I felt his cock pulsating and he cried out "I'm cumming Sir" but I cruelly then stopped stroking and squeezed his cock hard to stop him shooting his load! He was heavy breathing now and was shaking the restraints and begging me to let him cum but I just laughed and said" You'll cum when I let you cum".
After his heavy breathing subsided after a few minutes, I heard the dryer stop, so I thought, right I'm gonna push him once more to the edge and let him go since the dryer was finished.
I squirted some more lube into my hand and started stroking his semi flaccid slippery shaft slow and with a firmer grip, and with the other hand I gently stroked his balls and in between his cock and ass without touching his hole.
This started him off again squirming and moaning as I continued stroking, I could see his little smooth hole winking at me, begging for a finger but I resisted. Another few minutes went by of him moaning in pleasure as I stroked his hot cock, I stopped stroking his balls with the other hand and pumped some lube onto 2 of my fingers, I then placed them right on to the entrance of his smooth perfect hole and began to tease the opening, this caused him to stop moaning and he said, "Please sir, please don't go up there... it'll hurt". I replied with "I do as I want but don't worry Sub, you're in excellent hands".
I then started stroking his cock faster whilst continuing teasing his hole, he started to moan again. I could feel his hole starting to relax as he was getting stroked, I then gently little by little pushed a finger in and I heard him gasp, his cock twitched, and I felt his hole tensed up, grip my finger & I thought he was going to blow his load right there and then.
I then slowed the pace of stroking down and waited for his hole to relax around my finger. I then started to stroke his cock a bit harder and pushing my finger in all the way, at this point he started moaning loudly again and pre cum was oozing out all over his cock. I upped the pace on his cock whilst now sliding my finger in and out his ass, this was too much for him now and he finally said in between heavy breaths
" Please I need to cum Sir"
I replied "No, not yet a little while longer".
He said, "But Sir I don't know how much longer I can hold on"?
I said, "Just breathe and you'll be fine".
Knowing he wasn't gonna last much longer, I stopped stroking his throbbing cock and removed my finger from his ass momentarily whilst I put some more lube onto my fingers. I then grabbed his cock again and continued stroking and re inserted a finger in his ass, I then pushed another finger in his ass, and he let out a huge moan and I heard him say "Oh my god!".
This made me smile as I continued stroking his cock and now two fingers in his fabulous little hole, he started begging.
"Please Sir, I can't take this anymore and I'm going to cum, please let me cum, I'll do anything but please let me cum sir".
I could feel his cock and g spot really pulsating now and I knew he was probably about to explode, his legs started shaking & he shouted out.
"I'M GONNA CUM SIR"
I quickly replied "Come on then let's see that load, Shoot for me Boy!"
At that point I pulled my fingers out his arse quickly and stopped stroking him immediately and squeezed his cock hard to stop him.
His legs were still shaking, he was pulling on his wrists cuffs & his cock was twitching, and I thought I had been too late stopping, and he was going to blow his load but luckily, he didn't. Instead, he just yelled "WHY DIDN'T YOU LET ME CUM, I WANNA CUM, I CAN'T BELIEVE IT, PLEASE MAKE ME CUM!!" His frustrations at me were funny, I just laughed at him and said "Too bad boy! It's my house, my rules!"
At that point I got up left him there to calm down whilst I went to get some wet wipes and a towel so he could clean himself up. I then released him from his shackles, removed his collar and he proceeded to clean himself up whilst I went and got his clothes out the dryer. He then got dressed, put his shoes and coat on and went to leave. As he was leaving, I said to him.
"I hope you've enjoyed yourself; I know I have.", "You're welcome back anytime!"
He didn't reply but I bet he'll be thinking a lot about what happened today on his 20-minute drive home and he'll be processing it in his brain for a few days.
I guarantee he masturbated when he got home as he was super frustrated! Haha
Let's see if he comes back, If he does, I have plenty more ideas and maybe I'll get to write another story, Watch this space.....
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