Having sex with rentboys

The picture showed a shy, maybe cheeky, certainly fantastic looking young man. When he opened the door I was not disappointed. He had a sweet voice and a beautiful face. He invited me in and we sat for a while making small talk. Then he led me upstairs to his bedroom where we sat on the bed and kissed. As he was a smoker he excused himself to go and freshen his breath, then returned and snogged me with renewed vigour.

We lay side by side and cuddled and kissed and then undressed each other. His uncut cock was nestling inside his white undies and it was pretty. I played with it, the shaft tapering towards his foreskin which I nibbled. We put on condoms and then sucked each other’s manhoods. We put our cocks side by side, touching, and then wanked them together, as one.

I explored all of his slight young body, delving my tongue into his ears and licking his armpits before turning him over and enjoying his tight buttocks and hole. My tongue again enjoyed a good rimming. Then he agreed to finger me, putting on a condom and inserting his middle finger up inside my rectum. He worked that hole for all it was worth, causing me to utter moans of pure ecstasy. Finally he put my cock inside his mouth and sucked me until I came, filling the condom end inside his warm face.

I very much wanted to visit Josh again, and fairly soon, such was the beauty of the boy and his body, however he moved away to Manchester shortly afterwards and that pleasure has so far been denied to me.

Adam 1st meeting

‘Theatre boy’ could fit me in (literally) before heading off to his West End theatre job at 6.00pm. It took me quite a while to get there, with tubes and then a train south from London Bridge, a visit to the wrong house where I was the second middle aged gentleman asking for Adam that they had received that day. Would his arse have recovered from his first visitor. I needn’t have had any worries.

Adam greeted me and took me into his room. It was brightly lit with a large bed and the television on. He was 19 years old, Chinese and quite short with lovely eyes and a sprinkling of acne on his young face. He wore glasses which he took off once we began. He let me tie his hands behind his back and then I put him over my knee. He had a cute smallish bottom which I began to gently spank. This was my second go at spanking, but this time the lad seemed to enjoy it and although I started off gently I gradually increased the strength so that his bottom would have begun to feel some pain. I could see no colouring of his butt flesh but then he was quite dark skinned.

After a while I stopped his punishment and stripped off myself. Then we kissed. Our next area for enjoyment was our mutual cocks which we sucked merrily with condoms on. He had a cut cock and stopped me when I pulled up the shaft skin too much. We also enjoyed each others balls. I licked his ears and arm pits, revelling in his sweet taste. Then I went at his hole. This was very round and easy to get at. He knelt forward on the bed and his buttocks just seemed to part and his crack almost disappear as his anus came to the same level. This allowed me much access to the hairless hole. I kissed it and licked it, sucked it and pushed my tongue up inside him as far as I could. Then he let me insert my finger and finger fuck him for a while before suggesting that we go further.

This was my third rectum to fill and I slipped inside him very easily. He was a natural, and kneeling forward he welcomed my throbbing cock into his warm insides. I fucked him for some time until he enquired whether I was close to cumming. As I wasn’t I withdrew,had a good old wank and then tried to slip back inside him again. This time I didn’t go in as easily as before and I very nearly came outside him, recovering in the final seconds to plunge inside and cum almost at the same time in a torrent of orgasmic energy.

I suppose it is enevitable that relying on sex with male prostitutes results in a fair number of disappointments. Some happen when I am there, because, although all the escorts I have met have always looked like their pictures, some are not so keen as they sounded on the phone or in email correspondence. However there are other occasions where the meeting never happens and that can be really frustrating, expecially if I'm on a sexual high and ready for a young man to relieve me.

Stephen was a case in point. I had not been able to raise him despite an agreed time for meeting and copious phone calls. I then arranged to visit another rentboy, only to get through ona last desperate attempt to Stephen. On that occasion I was able to let the other guy know and go to my desired boy. A year or so later the reverse situation occured ona visit to London, when I couldn't rouse the absolutley drop gorgeous lad in south London and so settled for another guy on my list which turned out to be a disappointing encounter.

On a trip to York, I had the name of a lad who was available when I was but no amount of ringing would get him to reply and so on my way home, I arranged another encounter with a Pakistani lad. I had to wait ages at the Meadowhall shopping centre whilst he drove over from his parents house, and then we had nowhere to go. The local hotels were all full so after ano hour next him in his car, imagining his naked body, I got out and said goodbye, highly frustrated.

I had a similar no show from a black guy in north London, despite me travelling to his local neighbourhood. However, on this occasion, I persisted and we arranged another session which was amazing.

Finally, there was a lad in Loughborough who promised some amazing things. Once again, come the arranged time and I was left high and dry. Oh, and even my favourite lad, Ivan, kept me hanging around for an hour whilst he got rid of his friends, leaving me no option but to arrange another date. However, for all the frustrations, there have been some great experiences so I mustn't grumble really.

I am starting a collection of videos on xtube of me having sex with rentboys. Follow the link below:

http://www.xtube.com/community/profile.php?u=smitchil

Stephen

It very nearly didn’t happen between Stephen and me. I had given up ringing him and arranged a session with another lad in London when I tried for one last time. He picked up, apologised for sleeping in, and gave me directions to his flat in East London.

In his pictures Stephen looked beautiful: dark haired, with an enticing smile, and luscious brown welcoming eyes. He did not disappoint in the flesh, and very soon we were both seeing a lot of flesh. He was recently arrived from Poland, and his command of English was not great. I had to physically show him what I wanted him to do on a number of occasions. He also declined to let me fuck him, having had a bad experience recently – or so he said.

We began by kissing, and we continued with kissing. Our two mouths were locked in tender embrace for some time before I started to explore his fine young body. His cock was about the same size as mine, and being uncut, I was able to play with it, moving the foreskin up and down his cock head before descending on it with my mouth. We both sucked each other without condoms, he cleaning away my precum before he started in earnest.

On his advert he said he loved to be rimmed, so I did this to him for a long time. He had a gathering of black hair in his anal crack, something that would normally put me off a bit, but his anus was so cute, so perfect, that I just licked away regardless, tasting the earthy flavours. I probed into his hole with my tongue, wishing my cock could follow.

He came on my stomach, thick guey cum. I then got him to sit on my face and wank me off. As I experienced a lovely orgasm and my cum came pumping out of my cock, his hairy hole was shoved right up my nose and mouth – perfect.

Danny

Being a rent boy would not be a career choice for many. I am under no illusions that most do it for the money. Danny was an exception. I really felt he enjoyed me as much as I enjoyed him. Situated in Northampton, he met me by the town hall and took me back to his well appointed flat. After a drink of cola we moved to his well lit room and stripped off.

Danny was cute looking with fair hair. He was also the first white lad I had had a session with. We began with some long snogging kisses and then I began kissing him all over his body. At my request he had not covered himself with perfumes and scents so every part of him I licked and smelt was natural. I tasted the slightly sweaty flavours of his arm pits, I tasted the waxiness of his ears, I sucked his toes and feet and then I descended on his cock. I took the cut member without condom and sucked for England. He also sucked me, his warm mouth cosseting my throbbing cock.

I turned him over and began on his bottom. He had a thin covering of fair hair, as did his balls. I licked and smelt his bottom, zoning in on his tight arsehole and rimming it thoroughly. He then did the same to me, licking my hole and filling me with joy. Then he led me to the bathroom where I climbed into the bath. His erect cock then shot forth a torrent of golden piss, in my mouth, on my face, over my hair, down my chest. It seemed endless. My first experience of a golden shower had been perfect although I decided I probably wouldn’t want to try it again.

I moved back onto the bed and knelt in a bending position so that he could first gently cane me and then put his lovely cock inside my hole. I had finally decided that I wanted to be fucked and with plenty of lube on his condom he slowly entered my body. He held his cock still for a few seconds whilst my sphincter adjusted to his presence. Gently he began to move in and out, fucking my ready rectum beautifully. He guided me off the bed to a standing position where he fucked me some more before withdrawing, lying me on my back with my legs in the air and moving inside me again.

This time it hurt as he moved into new places with greater penetration. Finally he withdrew and we both wanked off.

I returned to Danny a couple of months later and this time I devoted a huge amount of time to licking every part of his cock. He told me I was good which was nice. I also fingered him and fucked him as he lay on his back, his cock cumming all over the pubic hair now growing back. He then sucked me and brought me to completion with his hands.

Hugo

Hugo is a young Brazillian guy. He agreed to let me fuck him over the phone so this session was going to be a first for me. His basement flat in Bayswater was small but comfortable. He was shorter than I had expected, but he had a cheeky smile and was very welcoming. I sat on the edge of the bed and he stood above me. Our faces turned to each other and he began kissing the lips off me: deep, sensuous kissing that I wanted to last forever. Then we stripped and lay side by side on the bed. We kissed some more and than I began kissing his torso, his cock and his balls. He was beautifully smooth, all his pubic hair shaved off.

I didn’t want to suck his cock after my previous experience but I did want to spend time on his bottom. He turned over and offered me his tender buttocks which I kissed and licked and licked and kissed. Then I began on his anus, getting my tongue in and around his hole and enjoying the earthy taste. After ages there he put a condom on me and began to suck my throbbing erection. Finally I asked him if I could fuck him.

He put another condom on and then, as I lay on my back, he located his hole over my cock and gently lowered himself on, pausing for a moment and then rising and falling onto me. It was as simple as that. One moment I was a virgin and then next I had my cock up his rectum. Before long we changed positions. He knelt forwards and I entered him from a kneeling position. I fucked him for some time before withdrawing and asking him to finish me off which he did.

It was a fantastic session and one that made me glow afterwards. I resolved to meet Hugo again the next time I was in London. This occurred a couple of months later. He greeted me this time with a jaunty little cap on. We kissed again but not for so long this time. Again I was able to fully explore his body. He put his flaccid cock in my mouth when I asked if I could suck him and with no condom on it felt sweet, foreskin and all. I asked if I could spank him, something I had long yearned to do. He agreed but after a few smacks he said it hurt – that was the whole idea surely. He also fingered me this time which was most enjoyable, and the fucking followed the same pattern only this time I also fucked him as he lay on his back with his legs in the air, and this time I came inside him. Joy!

Karim

After the excitement of my first experience it was almost a full year before I got that urge to have sex again. I found a guy on the internet who looked lovely. He had darker skin and in his photo looked brooding and sensuous. I arrived in West London for our pre-arranged appointment only to be told that he wasn’t ready and I would need to give him an hour. I surmounted the parking meter problems this left me with and set off to his place, a room in a shared house. Once again I needed the toilet before hand and passed one of his housemates on the way there. She must have known what I was doing there and that felt strange.

I’m not sure whether Karim’s internet photo was really his. He was French and Arabic with a lovely face. He offered to massage me first which I agreed to and lay naked on his bed. He then stripped off and sat on my back and began the massage. It was a great massage , especially when he got onto my bottom because he then sat on my legs, each of his buttocks sliding around first my left and then right leg. I became a little impatient because I wanted to experience his dark mysterious body so he finished the massage and walked over to the other side of the room. I admired his firm buns, anticipating getting to know them closer. He returned and placed his dark erect cut cock close to my face. I began to lick it’s length and his balls and my hand slipped around his firm butt.

He put on a condom and I began to suck. Initially this was great but after a while the taste of the rubber became overpowering and I started to gag a little. I asked him if  I could fuck him but he declined, offering to fuck me instead, something I wasn’t ready for at this stage. I asked him to kiss me but he just nuzzled his stubbly chin into my neck.

His cock returned to my mouth and he fucked into it until he came. Then I wanked myself off and got dressed. When it came to paying I was £20 short, money that I knew I had before I went in. Fortunately I didn’t have any excess so he didn’t do me. Altogether the experience was disappointing. I knew that this way of getting sex had lots of drawbacks and being done, and not getting what I wanted were part of that. We agreed that I would pay the extra when I next visited. We both knew that would never happen.

The walk did not take long and I soon found myself outside a ground floor flat which matched the barely audible description on the phone. The door was opened by a Chinese lad who I wrongly identified as Ming. I was told Ming would be along in a minute and was shown into a small lounge with curtained windows and a settee. I asked to use the toilet, my nerves affecting my bladder, as on the way there passed another Chinese guy, tall, with beautiful features. He smiled as I passed, and smiled again when I returned to him in the lounge. He bolted the door, lay a mat on the floor and suggested I get undressed so that he could massage me.

As one who used to hate stripping for showers at school, I felt strangely comfortable about disrobing in front of this complete stranger. I lay on the floor face down and watched as he stripped down to his y-fronts. He sat on my back and began to rub oils into my skin. I had never been massaged before and it was quite an enjoyable experience. I was however impatient to get onto other things and before long he finished his rubbing and asked me what I wanted to do.

My natural fears meant that this first session would be as safe as possible and he seemed surprised at my limited requests. I also told him this was my first time. He took off his underpants and there was his cock: large, semi erect, cut. We then put our arms round each other and kissed. I had dreamed for years of kissing a gorgeous guy like this and now I was doing it. Our tongues met and first outside our mouths and then inside. I pressed hard against his sweet lips. He began to fondle my nipples which never does anything to me, but when I did the same to him he began to moan gently.

My tongue now began licking his body gently, with my head moving ever downwards. Soon I was at his cock. It was probably the same size as mine, except that mine still had a foreskin attached. My list of firsts was becoming longer by the second. I had only once seen another erect cock, that of a boy at school in the changing rooms after PE. Now I had one in my hands and was gently wanking it. Then I had his tight balls in my hands and with a short break for putting on condoms, I now had his cock and then his balls in my mouth. He took my manhood into his mouth, working the head whilst his fist worked the base: it was just like the porno films I had cum over so many times, except I was in it.

I took little time in turning him over to see his wonderful bottom, my favourite body part. I wasted no time in getting my face all over his firm buttocks and down the anal crack to his hole. Slight disappointment at the small spot by his ready rim, but quickly forgotten as my tongue began to lick and probe the dark recesses that lay within. He was wearing a strong scent so it did not smell like I thought a bottom would smell like. I was anxious to venture inside him, not with my cock – I was too scared this time – but with my finger. He lubed himself up and allowed my index finger to slowly enter him. He apologised for being dry but it didn’t matter to me as I pushed in and out, massaging his prostate.

We both finished by wanking ourselves off and then I dressed and paid him. He suggested I went to a gay bar to find other guys but for those his age I knew I would have to pay again. As I left he smiled at me and kissed me gently.

He is still available for renting at http://orientalescortsuk.com/ming/ming.html

Below - the lovely, lovely boy.

There are hundreds of rentboys listed in various directories in the London area alone. Over the last eight years I have visited a number of them to have sex and this blog will detail both why I have done this and the experiences I have had. For many people the idea of prostitution is revolting and yet, given the number of guys involved with it and the fact that there have always been prostitutes - male and female - they have to be fulfilling the needs of many men.

My reasons for having sex this way are fairly simple - I am not out and have no wish to be so, and also the kind of man who turns me on is unlikely to be similarly aroused by this particular middle aged man. For years I have lived a life of abstinence, contenting myself with admiring the young guys I encounter daily from afar, wanking off to gay porn and getting my thrills from various fetishes.

It was my fascination with one of these fetishes - corporal punishment - that began the journey that ended with me kissing a man for the first time and holding his smooth rounded buttocks in the picture below.

 It was the advent of the internet that led me from my shy and sheltered life into areas that I had not hitherto imagined were possible for me to experience. As well as being able to access a wide range of gay porn for free, instead of the pounds spent on magazines, there were groups I could join where likeminded guys discussed the very things I thought I was the only one who enjoyed them. The journey began with joining  some cp groups and starting to chat with other gay guys into cp. After a while I was punishing myself and posting pictures on the group, to begin with randomly and then to order.

One master suggested I try it for real and having always yearned to have my bottom beaten I made arrangements to meet with him in a car park not far from Burton on Trent. He eyed me up and down from his car, parked next to mine, and then beckoned me to follow him, which I did to his suburban house. Having presented myself before him in just my pants and then after a light spanking had todrop my pants, I stood naked before another man for the first time,with my cock erect and on display to another man, again for the first time. Pretty soon I was over his knee and my bare buttocks were being alternatively spanked and caressed. Although the punishmentfell short of the levels of pain that really turn me on, the experience was amazing.

Such was the thrill I got out of this session that it wasn't long before I was arranging to be caned for the first time by a guy in Birmingham and then after a couple of sessions with him I arranged to meet another master in Lincoln. With him, not only did I receive incredibly painful and erotic beatings, but I also wanked off in front of another man for the first time, enjoyed bondage, had my first blow job, got fingered and took a vibrating dildo up my anus.

Whilst these were amazing things that I hugely enjoyed, they were all with guys around my age or older and I had to sexual feelings for them whatsoever and I yearned to do these things with a younger guy who I actually fancied. This was why, on a day trip to Wales, I rang the number I had seen advertised on the gay escort site AME. The voice at the other end of the phone sounded calm, sweet, reassuring. A date and time was fixed and I was about to fulfil all the sexual desires from a lifetime of frustrations, albeit with a male prostitute who was doing it for the money.