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My first night with Sir

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By *jboy OP   Man
6 days ago

Bristol

I met the man I would call Sir on a fetish dating site. He was in his sixties and I was in my forties so there was a 20 year age gap. He didn't have a face photo on his profile and didn't send one to me either although I sent him several of me.

We agreed to meet at mine the next evening. I gave him my address and he said he lived very close by. I told him I was very inexperienced but that I fantasised about being dominated and made to (or allowed to) suck a real man's cock. He didn't say much about his own interests other than he was a dom, so I didn't really know what to expect.

He messaged me to say that I would have to call him Sir at all times, and that when he called, I was to come to the door in only trainers, shorts and a t-shirt, with no underwear or socks, so that I could strip off naked for him as soon as we entered my flat.

I messaged back to say 'Yes sir' but he corrected me about not capitalising the word Sir. 'Sorry Sir' I said, but he told me I would be spanked for getting it wrong.

The next day when I went out to work, every time I walked past an older man I wondered if they might be him. I made eye contact with a couple of them but none of them said anything. I finished work early, tidied my flat, showered, changed, and waited with anticipation. I felt very exposed, this man knew where I lived, what I looked like, and what my secret fantasies were, but I knew almost nothing about him.

At the agreed time my phone buzzed. It was a message from him but it was just one word: 'Here'.

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By *jboy OP   Man
6 days ago

Bristol

I was so nervous, my heart was in my stomach. I checked myself and the flat again and went down quickly to let him in. I was wearing shorts, t-shirt, and no underwear as instructed. It was summer so not that unusual but I still hoped I wouldn't bump into any of my neighbours.

There was a man outside the building door. He was in his 60s and looked very distinguished and dominant. Bald but masculine and large built. I realised it must be him and nodded as I let him in. I said a quiet 'Hello' but was too shy to say anything else and we went up in the lift in silence. I saw he was carrying a small satchel-like bag.

We got into my flat and I immediately started started to strip off, feeling under pressure to do it quickly but struggling with my shoelaces. He also stripped off quite quickly, he placed his clothes in a neat pile on my desk while I had thrown mine in a heap on a floor. He was ready first, and I could see he had a nice thick, hard cock, and was wearing a metal ring around its base that kept it hard. It was too late for me to back out now, this older dominant man was in my home and expected certain things from me.

He pointed to a place near my desk and said 'Stand there so I can inspect you'. 'Yes Sir', I replied, and did it. He came over and looked at me silently. He touched my flaccid cock and moved his hand up and down it. I was very embarrassed and had to tell him 'I'm sorry Sir, I'm on a particular medicine and it doesn't always get hard'.

I couldn't tell from his expression how he felt about that. Instead, he put his hand on my breast and rolled my nipple between his fingers. He was quite rough, and I flinched, so this time he did it to both nipples, pulling them downwards a bit harder.

Then he stepped behind me. I couldn't see what he was doing or where he was looking, he just gave a grunt I hoped in appreciation. He walked over to his bag and pulled something out. I could see that it was made of leather.

He moved in close behind me and I could feel his hot breath on the back of my neck. He reached around me and without saying a word put a collar around my neck. He seemed to struggle briefly with fastening the strap because of his viewing angle but I could get to it easier and instinctively finished fastening it while he walked back to his bag. I had never worn a collar before, in some ways it felt very strange and new but in other ways it felt completely right and natural, like something I was born for.

Then he went back to the bag and pulled something else out, I heard a jangle but I couldn't see what it was, until he opened part of his hand and let the line of chain fall to the ground. He came and fastened it to the collar to make a leash, which he draped over my shoulder. 'Do you like this, boy?' he said. 'Yes Sir, thank you Sir' I replied softly and needily. I desperately wanted to see how I looked but I was too far from the mirror.

He went back to his bag again and I was very excited and nervous wondering what might be next. A ballgag? Wrist restraints? A giant dildo? A camera?

Instead it was something small and made of leather – a blindfold, it turned out, which he put on me while facing me, reaching behind to complete the strap. The way he did it, just putting it on me without asking or without being interested in what I wanted, was genuinely exciting. I was completely in his hands and he knew it. The blindfold felt quite bulky and I was now in darkness, although if I rolled my eyes downwards I could just about see a bit of my carpet. I still didn't really know who this man was or what he was going to do with me. The room was silent for a moment and then I heard him step closer.

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By *dfunMan
6 days ago

Telford

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By *erry55Man
6 days ago

Portlaoise

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By *ab-biguyMan
6 days ago

;-) Pembs ;-)

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By *jboy OP   Man
6 days ago

Bristol

I felt his hands on my waist and his breath on my face. I was so excited and nervous. His mouth locked with mine in a soft and sensual way and then his tongue entered my mouth, darting and exploring as I tried to respond in kind. I was overwhelmed by the sweet taste of him, the masculine smell of him, and the warmth of his breath and his body. At that moment all my doubts and fears were forgotten. I was just his, to do with as he wants.

He pinched my nipples again, harder this time, and twisted them one at a time. He hurt the left one in particular, and I flinched away from his touch. He waited for a moment and then pinched it again, not as hard but for longer, as if to remind me that he was the one in control. I remembered what I was here for and let him do it, trying to think of the pain as a form of pleasure, or at least an act of submission to this powerful man.

He took hold of the chain again. 'Get down on your knees' he said. 'Yes Sir' I replied. I was thankful for the bit of vision I had at the bottom of the blindfold and lowered myself down, although the carpet was not comfortable on my knees.

'Suck this cock' he said. I was happy to be finally allowed to fulfil my duty. I could only see by angling the bottom of my blindfold towards his legs, balls, and cock. I put my hands on his thighs and then my right hand on the base of his penis, which felt thick and warm in my hand. Now that I knew where it was I kissed the tip of it as kind of a hello, and placed some more slow, worshipful kisses along the shaft towards the base where I imagined his cock ring was. I used my hand to guide him into my mouth, rolling my tongue sensuously over his cockhead and particularly the underneath.

His balls and pubes were completely shaven and smooth, and he smelled so clean but so manly with a touch of some sort of aftershave. It was genuinely intoxicating and a pleasure to worship him.

Still holding my leash he pulled me closer, and his cock thrust deeper into my mouth, back and forth, back and forth. He was big but not too big, I coughed and struggled to keep up but he wasn't hitting the back of my throat and I didn't gag.

With a complete lack of ceremony or notification he pulled back slightly and his cock popped out of my mouth. I could see from the bottom of the blindfold that he had stepped to my right. 'Come on, crawl over this way' he said, like I was his pet, pulling me by the lead quite suddenly and quickly towards the couch. I dashed over as fast as I could on my hands and knees, again grateful for the small amount I could see because it meant I wouldn't bump into anything.

He dragged me in front of the couch still on my hands and knees and sat down.

'Suck', he said.

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By *jboy OP   Man
6 days ago

Bristol

This is all a true story by the way

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By *ravelguyMan
6 days ago

Ipswich

It's very hot

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By *erry55Man
6 days ago

Portlaoise

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By *oose44Man
6 days ago

Liverpool

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By *ornysuckerMan
6 days ago

Portsmouth

Hot!

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By *jboy OP   Man
6 days ago

Bristol

Suddenly I realised I couldn't really see what he was doing and I wondered if he might have a camera. He's in my flat on my couch and could be about to take some very incriminating photos or videos of me sucking him off. I panicked for a moment but then decided that my submission just felt so natural, and his domination was so exciting, that if he wanted to photograph me and turn me into being his property forever it was OK.

'Yes Sir', I replied.

I leant forward and kissed his thighs as I moved my mouth back onto his cock. I started to wank him softly with my right hand while working my mouth slowly and steadily up and down his cock, building up a rhythm and hoping for his cum.

Sucking him now though was honestly a bit of a struggle because I couldn't really see what I was doing and the leather blindfold felt like it stuck out a bit at the front underneath my eyes, and it kept touching him and stopping me getting my face fully into the area. My knees hurt and the angle from me kneeling and him sat above me on the couch wasn't quite right and didn't let me take him as deep as I wanted.

I could feel like this wasn't working and after a minute he rolled me back slightly off my knees and onto my feet which were underneath my bum. I said that I was sorry Sir, the blindfold is making it difficult. He reached over and took the blindfold and the collar and lead off (which I would rather have kept on!) but then he said it was time for my punishment now. He stayed sat down and told me to lie over his lap.

I was completely naked. I reached over him and put my hands on the couch seat next to him and awkwardly lowered my belly over his lap. He was sat in quite a wide stance and I could feel his hard cock poking into me as I lay across his hairy knees. With his left hand he pushed my head down into the sofa cushions and with his right hand he suddenly smacked me hard across my bare cheeks.

He kept going in sort of a quick random pattern, no particular rhythm and in different places every time. He said in a loud and masculine voice 'This is what sluts like you deserve' and kept saying similar things as he carried on.

I suddenly thought about my neighbours and wondered if they could hear all of this. The window was open too and although I am fairly high up who knows how the sound would carry. Maybe after today I would get funny looks in the corridor or out in the street – 'See that flat, it's where that slut lives'.

My bottom was getting sore and began to really sting. He rolled me off him onto the ground and said like a command 'Finish me off'.

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By *ustjanMan
6 days ago

bristol

more please

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By *_revMan
6 days ago

Birkenhead

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By *ndrewukMan
6 days ago

Cheshire......

Sounds like a great time - lucky you

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By *erbysuckMan
6 days ago

derbyshire

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By *xhibitionist500Man
6 days ago

Chester le street

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By *oy2017Man
6 days ago

Frome

A very nice true story. Thank you for writing it and sharing.

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By *jboy OP   Man
6 days ago

Bristol

Now that I could see what I was doing I felt like I could do a better job of this. I clambered back onto my knees and tucked the heels of my feet under my sore bottom.

His cock was harder than before and there seemed to be an increased urgency about things. I think he liked spanking me and was getting ready to cum. He opened his legs wide and I leaned right in, going straight for his cock and not letting myself get distracted by his thighs or his balls (or the wonderful manly smell underneath his balls).

I put my hand around the base of his penis and spat onto his cockhead before sliding my mouth over it sensuously, looking up at him with wide devoted eyes. I was kind of in love with him at this point, I have to be honest, and even today if I saw him again I would willingly obey and do anything he wanted. I began to build up a steady, firm rhythm, trying to milk him with my mouth while still wanking him at the base with my hand.

After a couple of minutes of this I heard his breathing change and then he moved my hand away. He put his own hands on my head and started to gently but firmly fuck my face, replacing my blowjob rhythm with his own. I was coughing and spluttering and trying hard to keep up. Then, he leant back slightly in the seat and lifted his legs up and over my shoulders, then brought them back together, locking my head between his thighs with his cock still deep in my mouth.

Now that I was pinned I could only look up at him helplessly as his thrusting got harder, faster, and deeper. It was overwhelming and I could hardly breathe as he forced his cock right to the back of my throat again and again and again. I was making the same quack-quack-quack noises the porn stars make when suddenly his whole body gave a shudder and he let out a moan, pumping one, then two, then three, and then four warm spurts of cum into my mouth. I was still pinned between his legs and had no choice but to swallow it down, although the truth was that in that moment swallowing his wonderful thick seed was all I wanted to do.

I've always liked the taste of cum including my own but his delicious and horny load was all the more special because it came from him, and because of how much pleasure its release gave him. A reward for a (blow) job well done.

He moved his legs to release the pin but I kept my mouth on his cock, milking every last drop out of him as he lay back in a world of his own. After the last drops had come out I began to clean him up, sucking the sticky cockhead and licking along the shaft as his hard on began to fade, sucking him while he was flaccid and kissing his balls in worship.

After a while he reached his hand down and said 'That's enough'. He collected himself, stood back up, walked over to his clothes, and began to get dressed, putting his things back into the bag. I just knelt there on my own floor, naked, with spit and cum all over my face and a bright red spanked arse, as he walked to the door and opened it.

'I'll be in touch, slut', he said, and left.

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By *edro208Man
6 days ago

sheffield

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By *dfunMan
6 days ago

Telford

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By *erry55Man
6 days ago

Portlaoise

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By *eddyfMan
5 days ago

Rainham

Great stuff

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By *otwillyMan
5 days ago

Scunthorpe

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By *exyianTV/TS
5 days ago

southampton

Oh yes , how i wish that was me !!

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By *amieforfun1973TV/TS
5 days ago

bognor regis

Wonderful story

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By *oose44Man
5 days ago

Liverpool

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By *_revMan
5 days ago

Birkenhead

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By *imale999Man
5 days ago

dudley

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By *hinoMan
5 days ago

Ipswich

Fantastic, thanks for sharing. You're a lucky guy

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By *pvfunMan
4 days ago

West Edinburgh

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By *harliesfunMan
4 days ago

North Tyneside

Great

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By *ood gurl 4 daddiesTV/TS
4 days ago

trim/kells/athboy /and about

Hot

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By *jboy OP   Man
3 days ago

Bristol

I didn't hear back from Sir for a couple of weeks. After just a few days I started to feel sad and rejected, and I messaged him to say that I was sorry if our meeting had not been to his expectations but please, please could I have the opportunity to try again. I was absolutely in love with him and his cock and I didn't care if he knew it.

Maybe a week after our meet he replied to say that he had not been checking his messages, but he would be in touch soon enough.

After a few more days of waiting he finally messaged me early on a Sunday morning to just say 'I think you need to suck my cock now'. I was still in bed. In a panic I asked him for an hour so that I could shower and get ready. He said 'I will be there in 30 minutes, you'd better be ready, I've just finished at the gym'. Emergency! Emergency! In a flash I jumped out of bed and had a shower, then tidied up a couple of things in my flat, then got changed into my shorts and t-shirt with no underpants or socks. I rushed downstairs and to the main door. Sir was there outside with a look of unhappiness on his face.

I let him in and as he went up in the lift he silently reached across and grabbed at my penis through my shorts, hard. My penis made no reaction because I am a submissive little slut and I have no sexual desire of my own other than to please older masters. He knew that already and gave me a look of disgust.

We entered my flat and we both stripped naked. We went into my bedroom this time and he brought his little bag with him. He reached inside and pulled out a small bottle of transparent lube and what must be an 8 or 9 inch giant flesh coloured dildo.

"I'm going to start training your arse now. Put that inside yourself right now.'

I was so scared, I almost felt light headed. How can I fit that giant thing inside me? I have never even been fucked before. It was huge, I had visions of tearing my asshole, but I also wanted to please my master especially as he might already be upset with me.

'Yes Sir' I said.

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By *otwillyMan
3 days ago

Scunthorpe

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By *unwithuMan
3 days ago

Manchester

Superb

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By *oose44Man
3 days ago

Liverpool

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By *iHard911Man
3 days ago

Wigan

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By *dfunMan
3 days ago

Telford

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By *erry55Man
3 days ago

Portlaoise

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By *jboy OP   Man
2 days ago

Bristol

I squeezed some lube on the tip of the giant cock and pushed it against my virgin bumhole. The pressure of it felt sore but it was too big and round to slide inside me. I tried a couple more times, opening myself with a finger and trying to lever it inside but I just couldn't do it.

'I'm sorry Sir, I can't'.

He looked at me but I couldn't read his expression. Instead he reached into his bag again and pulled out a small butt plug. He squeezed a little dollop of lube onto its tip and told me to get on the bed. I complied and without saying a word he reached over and slipped the plug inside my arse.

The feeling was exquisite. It was only small and I could take it but the soft pointed tip slid straight into me and then felt so natural as it went in up to the curved cross-tail at the end. It was so exciting to be manhandled like that, as though my feelings did not matter and he knew best. There was no question about it, I was his to use. He let go and it stayed in place. When I moved to one side of the other I felt the tip of it pressure against different parts of my ass. I felt proud that I had taken it for him.

He lay on the bed naked and told me to climb on between his legs, on my knees. 'My feet need attention' he said. I have never been into foot worship and had never done it but his expectation was clear. I looked at his cock and he was wearing a cock ring again, it was so hard and so delicious looking I had to fight really hard to not just put it in my mouth. He must have seen where my eyes were because he said "No', not yet'.

I kissed his thigh, softly but passionately, working a slow and sensual way down away from his throbbing hard penis – the opposite way from where I wanted to be going! I lingered on his thighs and then moved down to his hairy calves and onto his ankle, picking up his right leg and kissing the soft part of his foot before taking his big toe in my mouth. I began to suck, rolling my tongue against it like it was the head of his penis, moving to the next toe along and then the next, before moving back to kissing the bottom of his foot and back up his ankle, calf, and thigh.

This was not what I enjoyed but I knew it was an act of submission to him. When I reached his thigh I went up, kissing above his penis and across his belly before reaching his other thigh and working down that leg to his other foot. Hoping to be able to move onto other things soon I looked up at him with expectation and longing.

"Now lie down and worship my balls' he said.

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By *jboy OP   Man
2 days ago

Bristol

I was delighted. I settled down onto my belly, lying between his legs on my own bed, and moved up and kissed each ball gently, then let my tongue run slowly but greedily back and forth over them, taking in the taste and masculinity of him, inhaling his scent, lost in the pleasure and the act of service. They were clean shaven and so smooth.

I looked back up at him. He was leaned back against my headboard, his arms crossed behind his head, watching me surrender to my worship of him. Keeping eye contact throughout, I took one of his balls into my mouth, sucking it with the lightest touch, waiting for his reaction, hoping he liked it. 'You're good at that boy', he said, and I was elated. This man was older than my dad and I could not get enough of him. I was hopelessly in love.

After rolling both of his balls in my mouth and softly, gently, savouring the taste and the power of them, I began to trail little kisses up to the bottom of his rock hard shaft and then upwards towards his purple cock head. I took my time, I was savouring this, after the difficult start last time I wanted to show him that I was the best cocksucker he had ever met and that I was worth being collared and taken into ownership.

I put my hand around the base of his cock and wanked him, slowly but firmly, as my mouth slobbered around his cock head and worked sloppily and messily up and down, my tongue flicking across the underside of his tip and pressing gently using the flat of my tongue against the ridge underneath. I looked up at him, hungrily, as he placed his hand on the back of my head. Despite this I felt like I was the one in control, committed to my role as his oral servant, the kisser of his balls, the pleaser of his cock, the drinker of his spunk.

I leaned back slightly and let his cock fall out of my mouth. My hand moved to his thigh and I began to kiss the base of his cock at the sweaty underneath where it connects to his scrotum, working downward with slower, loving kisses and licks on his balls.

Just then he said my name and as I looked up he said 'I'm coming'. He was, so soon and so much! The first spurt started to come out as I quickly put my mouth back onto the head and my hand back onto the base, looking into his eyes as my mouth and tongue milked his thick veiny cock for all the spunk he had.

I didn't swallow, I kept taking more and more of his load in my mouth until he had almost filled it up, still working his shaft and cockhead with my lips in a steady rhythm. As he finished emptying himself inside me I turned up to face him fully, my mouth closed and my cheeks bulging with all the cum he had given me.

He paused for a second and then said 'Swallow', which I did. I asked him if he liked it and he remarked on how much wetter it felt in my mouth when all the spunk was still in there.

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By *dfunMan
2 days ago

Telford

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By *edro208Man
2 days ago

sheffield

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By *otwillyMan
2 days ago

Scunthorpe

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By *imale999Man
2 days ago

dudley

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By *erry55Man
2 days ago

Portlaoise

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By *_revMan
2 days ago

Birkenhead

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By *jboy OP   Man
2 days ago

Bristol

I lay back down into his lap, kissing his thighs and sighing dreamily. This was my favourite place to be, in my bed with my new owner, his seed in my tummy.

My kisses began to climb back up to his balls and then his cock, then became short licks with my tongue and then longer, greedy, tasting licks as I began to clean up the sweat, spunk, and saliva around his cockhead, down his shaft, and on his balls.

He took this to be an attempt at a second go and said that he was spent now. His cock was deflated but I loved kissing it, worshipping it, loving it. I didn't care about making him hard again or making him cum again I just wanted to show my appreciation and submission.

He spoke too soon though because to both of our surprise after a while his dick started to get fatter and thick again, filling with blood at the attention it was receiving.

This erection was not as strong as the first but it was strong enough, and without fanfare I maintained a steady slow pace of sucking him. I was lost in the moment and began to masturbate him in the middle of his shaft with my hand while my other hand stroked gently around his balls. As he seemed to near completion I stopped sucking and instead pressed the flat of my tongue against the underside his cockhead, wanking him off into my mouth as he tensed up and spunked all over my lips and mouth.

I savoured the taste and the messiness of it all as he said he had never cum twice like that before and I was a 10 out of 10 cocksucker. He seemed genuinely amazed and I was amazed too at my powers.

I maintained eye contact and wiped the spunk off my mouth with the back of my hand.

Sir looked at his watch and was suddenly panicked at the time. 'I didn't mean to be here so long' he said.

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By *otwillyMan
2 days ago

Scunthorpe

🌈☀️

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By *edro208Man
1 day ago

sheffield

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By *iHard911Man
1 day ago

Wigan

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By *jboy OP   Man
1 day ago

Bristol

It seemed like then that he remembered himself and his mastery over me. He stopped talking and looked at me with a stricter expression. 'Take it out' he said.

What? I was confused. Then I remembered the small butt plug that he had put in my ass at the start of the session. I reached back behind myself and pulled it out, unsure of what to do with it.

'Clean it with your mouth' he said.

Really? I looked at it and tried to smell it. It was still sticky with the lube and it smelled of sweat and sex rather than anything nasty. This was another test of my submission. I did not want to suck my own ass juice off some old butt plug that has been up god knows how many other boys asses before. But I did not want to disappoint Sir either.

I closed my eyes and made a grimace as I tentatively brought the butt plug to my mouth and put my lips around it up to the fattest part of the shaft, literally sucking off the juices without moving it at all. I felt degraded now, this was disgusting, I could taste the silicon or whatever the plug was made of as well as the nasty cheap lube he'd used on it. I kept sucking and looking back at him like an obedient pet desperate for its master's affection – which of course I was. He nodded at me and I took the plug out of my mouth.

'That's good. Your arse is mine now. Keep the plug and the lube and start training yourself with it. Open yourself up for my use'.

Without saying another word my Sir got up, got changed, and opened the door to leave. I stumbled naked after him into my corridor. He moved to the right but the lifts are to the left so I said 'Oh Sir, no it's the other way'. Just then one of my neighbours walked past coming the other way, he must have heard my voice and so he looked through my door to see me naked with wet on my face calling this much older man Sir. I was embarrassed but kind of turned on too.

That night I slept on my bed as Sir had left it, inhaling the scent of him, remembering the taste of him, awash in the thought of him and the knowledge of my servitude.

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By *erry55Man
1 day ago

Portlaoise

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By *otwillyMan
1 day ago

Scunthorpe

🌈

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By *ubsteffTV/TS
19 hours ago

Portsmouth

This is very good x

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By *edro208Man
10 hours ago

sheffield

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By *orvouMan
8 hours ago

out and about with work

Hot

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By *ovebutt15Man
1 hour ago

Stoke-on-Trent

Nice...

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