My Man on Man Sex Life
7th May 2026 - 21:04 | London, Central
When I had sex with men.
The First Instalment: Late Adolescence
Most of my experience of “HOMOSEXUALITY” has been in the last decade but there were some earlier wanderings during the sexual awakening of late adolescence. Both involved me being a member of a Youth Theatre, during consecutive summers; firstly, after A-Levels and then after my first year at university, just after I’d discovered the sensuality of sexual relationships with women, amidst the drunken fondles, one-night stands and the occasional alcohol induced coma and floppiness of one or both of us. I’m proud to say that if I was the conscious one, I never pursued matters. I should add that the names of individuals, if ever I was told them have been changed, both in this missive and any others to come/cum.
Referencing the Youth Theatre, when it came to drama, I was a bit unusual in the 1980s with the wannabe luvees. Whilst I did well in my English O-Levels (Language and Literature) I was better at science and loved sport and a level of adolescent machismo, especially if showing off to girls was involved.
The first encounter was whilst waiting for my A-Level Results and involved me, Peter and his 17-year-old girlfriend, Amanda. Peter and I had been given male lead roles in a well-known Gilbert & Sullivan Operetta and Amanda was in the female chorus. Peter and I therefore rehearsed a lot together and Amanda would stay behind, waiting to be walked home. I should add that I lived 10-miles out of town and if it was looking like I’d miss the last bus, I had plenty of school/college mates, whose parents would put me up after we’d “decompressed” from our rehearsals with a few beers, noting in those days you could sign-on during student holidays, so buying a round, wasn’t a problem.
As it happened, it was mid-August and all my palls were on holiday; Peter (from another school) offered me a spare room at his parent’s. We got there, and he announced that they were on holiday with his siblings. It was just the three of us. After a bit more alcohol, we ended up playing strip pontoon (none of us could grasp the rules of poker.) We were down to our underwear and Peter asked me if I’d kiss Amanda. We kissed and I began reaching for the clips on her bra, she helped me and I felt my cock being caressed through my pants. It was Peter. If I’m honest, I was too bothered about Amanda’s body to care. Within moments, us three teenagers were naked and I was on my back with the other two giving my cock full attention and inevitably (being 18yo) I’d cum rapidly on my (then 6-pack) belly.
I lay there simultaneously pleasured, perplexed and disconcerted. I had performed a legal sexual act with a “consenting female” but in those days, for me and Peter (Peter and I?) it was illegal. At some point in the “early hours” Amanda came and lay next to me in my bed. No sex, just two naked teen bodies of a similar, consensual age.
Somehow, we kept our council and presence over the last two weeks of rehearsals and managed three sterling performances during the show (OOOH, ERR, MISSUS, as Frankie Howard would say.)
Fast forward twelve months. Again, I’d auditioned and got a male lead role. Sorry if that sounds a tad arrogant, I was however 19 after all and full of myself. I’d also realised that despite being from a Comp. I could compete socially with the “Eton Rifles” and their ilk! It’s my well educated, angry working-class roots, don’t you know? I digress, so moving on.
I was back in the same Youth Theatre, Peter wasn’t there; his parents were a tad wealthier than mine in 1984 and early proponents of Gap Years. Although it was more the Villa in the Med, learning “Land Management” by observation, before his Agric Degree, rather than back-packing through the Hippie Haunts of Asia or pretending to be altruistic in South America or Sub-Saharan Africa. No sign of Amanda (more about her at the end of this episode) but there was a guy (quite effeminate) also called Peter, who had a minor solo role. Add to the mix, the 30-something year old mother (Lizzie) of one of the other cast members, who was helping with set design and who’d taken a shine to me (LOL) and you can see how the amateur dramatics of the Summer of ’84 became a sexual melting pot. All this was with me opening the bowling for my local cricket team, and pre-season football training Who said blokes can’t multi-task?
Heady days, amidst the football hooliganism and racism. Again, another story for another day. In some respects, it’s a shame I was 19 and studying for a very conventional degree, I might have had more sexual fun. Although, adhering (relatively speaking) to the social norms, may have kept me from contracting an STD or even HIV, given the era. We can only speculate?
Apologies, more digression so enough of the “what ifs” and depressing (disease) stuff. Peter Mk 2 (the lesser solo role) was obviously gay. Even a 1985 version of my GayDar got that, but we got on with the show. The performance (again over three nights) went well, but such was the success that the local Arts Centre negotiated with the local “Big Theatre” for a sell-out performance in the Autumn. My Second Year at Uni and Peter Mk2’s first. Luckily it was only 30-min on the East Coast Mainline from my University, so I could attend regular rehearsals. Peter Mk2 was at another nearby University, so also made it back for rehearsals.
Now back to Lizzie. She helped design sets and asked a few of us (including Peter Mk2 and I if we would pose in costume (Roman Soldiers) in her conservatory so that she could make some sketches for an advertising poster. I remember Peter Mk2 looking a little bit sheepish as he stared at me, whilst I dressed as a Roman Centurion. I thought no more of it. Lizzie did the sketches and the posters went out. The Big Theatre Performance was a storm and everyone was “buzzing”. Lizzie and her husband had arranged for a party “back at theirs.” It was a three-storey terrace and as I went to the toilet on the first floor, Peter Mk2 followed me. I had a piss, washed my hands, dried them and unbolted the door to find him trying to kiss me. We were back in the toilet with door bolted and he was thanking me for my kindness towards him, as he thought my relative machismo equated to homophobia. What he actually said was “I’m gay and I always thought you’d hated puffs because of what you’re like, but you’ve been so understanding.” I could have flung a punch through discomfort but I just let him work on me, before aggressively thrusting my cock as I spurt. We kissed and cuddled at the end of my orgasm and we’ve never seen each other again for decades.
Now for the winding up of this instalment. In the early 1990s I again, met Amanda at the wedding of a mutual friend. We had a wonderful evening, night and morning in a rural setting. It was actually a bit like Hugh Grant and Andie MacDowell in the first wedding of “Four Weddings and Funeral” We subsequently met for a date a week later, but my pending journey to work overseas put an end to anything else. She did however tell me in pillow talk that Peter had come out as Gay and they’d never had penetrative sex, without anything being in his arse. On a personal level, I don’t see that as necessarily being gay, but there you go. To end, Amanda and I had an emotional, as well as sexual attraction, but I went overseas, and like Peter Mk2, we’ve never seen each other again. What else? Peter was probably a gay pleasure seeker, with fun/lack of empathy. Mark? Probably not so. Me? “Answers on the back of a postcard!” LOL
As a footnote, once in the late 1990s (pre-viagra) when my performance was dipping, I began to recall Amanda and Peter fellating me on that bed. My erection improved to teenage levels of stiffness.
London and Casual Sex Sites (Craigslist to the Fore.)
And after those adolescent dalliances, that was more or less that for a few decades. Being with naked men in sports changing rooms was never a turn-on, and still isn’t despite my experiences. But I digress; between 2009 and 2020, my work circumstances meant I would be in London for one week in Late Spring/early Summer and one week pre-Christmas plus occasionally in January/February. Being separated from a woman, I began to look for casual sex away from home. London seemed ideal, but the women on dating sites seemed to be either sex workers or slightly unhinged. Not that I’ve an objection to professional sex work, but at the time I wasn’t willing to spend money for potentially unsatisfactory sex. I did once make an exception, but that was with a man and for another day. Consequently, I began to see what was on offer for gay, bi and trans sex. Craigslist (before they withdrew Personal Ads) was my go-to website. The rationale was of pure physical pleasure.
Ravi
I can’t remember the year. It was either late 2015 or early 2016 (before the Brexit Referendum.) Probably early 2016, as there were no Christmas decorations in the West End. I’d been perusing Craigslist for a few months and this guy in his 30s kept cropping up in the ads. He was based in West London and was after a sensual, safe fuck. Eventually, I plucked up the courage to message him and send a few pictures. He replied and after some to and fro chat we exchanged phone numbers and he assured me he had condoms and lube.
Then one mid-week evening after work I made my excuses to my colleagues and headed to Ravi’s. apartment near Baron’s Court Tube Station. He buzzed me in and as per earlier WhatsApp chat had a glass of red wine ready for me as he opened his apartment door. He had tight fitting, red boxer shorts on and a white t-shirt, I was in a business suite, including tie.
He asked me if I wanted a shower and led me to his bathroom. I slowly took off my clothes as the shower ran and he neatly folded each item and carefully placed them on top of a wicker basket. I entered the walk-in shower and lathered myself with (if I recall correctly Paul Smith shower gel.) I gradually became erect as Ravi watched holding a towel. After I’d rinsed, I turned the shower off (with some comedic difficulty, I might say) and walked out to have Ravi, wrap a towel across me, before slowly drying me from top to toe. After my feet were dry, he knelt in front of me took off his t-shirt revealing a smooth torso and gently stroked my balls before licking pre-cum off me. I’d had some good blow jobs from women, but Ravi was something else!
After a few minutes of stifled moans from me, Ravi stopped sucking, stood up and led me by the hand to his bedroom. We sat on the bed and he kissed, then licked my neck. For a man who regarded himself (previously) as straight it became quite erotic and I began to stroke his cock through those red boxers before pulling them slowly down and returning the compliment on his cock. It was rock hard, but not that big, so an inexperienced me didn’t have to focus on nose breathing.
Before long, Ravi asked me to lie on the bed. He grabbed a condom from his bedside table and unwrapped it, before handing it to me. As I pulled it over my cock, he lubed himself up, straddled me and defying the laws of physics worked my cock into his arse. At one point I thought my cock would fracture, but he worked me in and the tightness around the base of my shaft was unbelievable. After a few deep breaths and grimaces, he began to gyrate his pelvis. Within minutes I’d lost control and crescendo grunted as I filled the condom. Ravi, didn’t seem to be fussed by my prematurity and as my cock grew ever softer inside him, albeit still held tight at the base by his sphincter, he proceeded to wank and cum on my belly.
I rubbed his cum into my skin, he pulled his pelvis out and lay down next to me. He proceeded to tell me that “a lot of daddies, cum quickly when he mounts them.” I gave out a laugh and thanked him for the hour or so of horniness, we chatted some more with a second glass of wine and I got as far as learning that he was a Junior Doctor (or Resident Doctor as they’re now called.) It “kinda” figured give his location. He didn’t press me on my own occupation, before he brought my suit from the bathroom and dressed me. Just before I left, he got on his tiptoes, straightened my shirt collar and kissed me on the cheek like a woman would. A little surreal, if I’m honest, but still very sensual.
"Lady Boy"
Almost a year after sex with Ravi I stumbled across an ad from a Philippino T-Girl who would be visiting London when I was there for work. She stated that she was versatile and was staying at a Holiday Inn in West London. Again, thanks to WhatsApp it became clear that she’d be there on a Sunday evening before I started work on a Monday. By 1900 hours I was in the lobby awaiting instructions for a room number. They dutifully came and I was greeted by a curvy beauty. There was clearly silicone and plastic surgery involved but with two glasses of Sauvignon Blanc and 100mg Viagra inside me I thought wtf.
She wore a white Teddy and as we kissed, I reached towards her crotch. She didn’t resist and rapidly I’d unbuttoned the crotch area and out sprang a small but perfectly formed cock. She massaged me for about 20minutes with her long locks slowly falling on my lower back and arse cleft. The flickering stroke of the hair and then its removal, really got me going. I turned over and her cock was in front of me. My mouth and tongue couldn’t resist. Whether her moans of pleasure were real or acted are immaterial I was on the horn. We fondled, sucked and rimmed and then real lust got the better of me; I grabbed the bed pillows and put them under the small of my back. She knew exactly what I was after.
Before I knew it, my arse was lubed and she was slowly penetrating me. At first it was painful, but deep breathing helped me take the first bit. She paused for a while and then thrust some more. The second pop came and I was full. My belly ached with pleasure as she gently thrusted into me. The only downside was that a spurting orgasm splattered me inside 5-minutes. That all said I left the hotel with absolute serenity.
American Jock.
It’s not all as erotic as being with Ravi or the adolescent stuff or some subsequent encounters, but describing average experiences are necessary in order to appreciate the better ones. It was a Sunday evening and I was in London, preparing to present a lecture the following day. My mind felt full so I went to the hotel bar, ordered a pint and surreptitiously checked the mm, mw4m, m4mm and mm4m adds on Craigslist. Around the corner from me was an American Jock looking for man on man sex a very swanky West End Hotel. I messaged, he replied and we arranged to meet in 10-min. I sat in the hotel bar he met me and we went up to his luxurious room. I’m approx. 1.80m tall and it’s fair to say he was at least 20cm taller. We stripped off, he had the body of a Greek God but (I kid you not) the cock of a dwarf (if I may use that term.) Yes, it was rock solid but it was tiny. Was it roids? I guess I’ll never know. Not wishing to embarrass him, I kept my boxer shorts on and encouraged him to wank as I sucked him off. He came in a very short period of time and I swallowed it all. I put my shirt back on, pulled my trousers up, wished him well and walked around the corner to my own hotel and had a wank. The wank was more pleasurable.
Super Hero
This one is Trans-Atlantic. I’d posted a cock picture on Craigslist about meeting a man and his girlfriend in London and within 24-hours I’d had a request for some photos (head missing) of me dominating her boyfriend, dressed in a Marvel Superhero Outfit. The photo was black and white, but her boyfriend was sat in some pseudo-Spiderman outfit, tied to a chair.
She wanted me to describe what I’d do if he was my captive. I printed off a picture of her boyfriend in some superhero outfit tied to a chair and sent consecutive pictures of my cock, from being flaccid to fully erect and then spurting over the picture. With each picture I sent a message as to how the power of the captor was rising as the captive begged for mercy. Each time she replied with a picture of her in various stages of undress. Her final act after my orgasm picture was to send a picture of her boyfriend in his superhero outfit with semen seeping through the crotch area.
Ad No: 195612 |
Views: 6 |
Replies: 0