This is the true story about how I, a straight man in his sixties, lost his virginity a few years ago to two younger men in a four-handed massage.
I was in a sexless marriage due, she said, to her health issues. I had been exploring gay massages on the Internet and found in a nearby town a massage service for men which hinted you got more than just a massage.
I texted to ask for a two-hour massage. I thought it might be interesting to have a “four-handed” massage. My heart was pounding as I sent the request, and again when they replied to confirm the time and date. I was totally straight — I’d never even seen a man’s penis since gym class as a teenager, when changing, and it never interested me at the time. Now I was desperate for some sort of release.
I’d made some sort of excuse to be away for the day, and after a week’s waiting I travelled by bus to the town (I don’t drive) and walked to the apartment block where the massage was to take place. I waited nervously, and was admitted into a very warm apartment by a man in his thirties in casual clothing. To my disappointment James was slightly effeminate in his speech (I prefer straight-acting men). He looked pleasant enough, if not a great looker, and was slim.
We talked briefly, and I nervously told him that I had had a prostrate operation (to be precise, a transuterine re-sectioning of the prostate) which meant that I couldn’t ejaculate. I assumed that this would be useful information! He asked me to take a shower, and emphasized that there were bath oils available. I was so naïve I didn’t realise that he’d have preferred me to use the bath oils, and that I ought to have taken special care with cleaning my rear.
When I came out, James said that his colleague would be coming along later. He was in his shorts by now. He led me into the room and left me to undress and lie face down on the massage table. He gently began to massage my naked body. It felt strange at first to be massaged by a man, but after a while I realised that it was just hands.
A few minutes later his colleague, later named as Antonio, a Brazilian, arrived. I heard some conversation, where my prostate operation was mentioned. Antonio began to clean my anus with a tissue. My body jerked every time he inserted the tissue. Then they began to massage me in coordinated strokes.
The odd thing was that I hadn’t seen Antonio, nor James since he came into the room, as my face was firmly down in the space between the horseshoe at the end of the bed. All I could see was bare legs as they moved around the top of the bed. The massage was nice, but not really different from a massage from a woman.
Then — this was some years ago, so I can’t remember exactly what happened — I must have been told to raise my head, or perhaps they reacted to my raising my head. A couple of inches in front of my wide-open eyes was a circumcised cock the size, and shape, of a large banana.
I was mesmerised, and almost in shock. I said something stupid like “can I suck it?” to which the cock shook in response. James was getting impatient.
I had waited so long to have gay sex. Finally it was going to happen. As if it was the most natural thing in the world, I opened my mouth, leant forward, and began to suck him.
It felt wonderful. I had a warm, solid yet tender length of muscle in my mouth. I tried to take it all in, and managed it for a second, but gagged and had to pull back my mouth. I tried again, with the same result. I continued sucking the young man for maybe five minutes, I loved it so much. It was partly because I was servicing a man, and so breaking a taboo, and partly because the sensation was just great. What I didn’t do was use my hands to touch him, nor did I suck his balls.
After that I can’t remember details, as it’s only now that I’ve written down what happened. I saw for the first time the bearded Antonio, also in his thirties, and who also sported a nice if smaller circumcised cock. I asked if I could suck him, and he said no, which annoyed me. James and Antonio started playing around, and James briefly sucked Antonio. Then James began sucking me. For a long time (comments on the Internet were that he liked that a lot). My cock by now was at its maximum five inches, and James later commented that he’d tasted my precum. While it was nice being sucked, I didn’t get the same “wow” feeling that I got when I sucked him.
At some point I was sat on the massage bed with my legs up on Antonio’s shoulders as he told me that he was going to fuck me. I said that he was too big, and would never fit, but he said no, it was going to fit fine. I made sure he used a condom. While this was going on James reminded Antonio for my benefit that he (Antonio) was bi and enjoyed dating very feminine girls. I’m not sure why he said that — did he think it would be a turn-on, or that it was odd?
Most stories tell of lubing up in anal sex, but there was no lubing. Apparently they are not required, I thought. It hurt a lot at first, and I whimpered, but eventually he was in me up to his balls. He didn’t thrust back and forth — he just stood there above me.
Perhaps because a lot of my prostate had been cut away about seven years before I didn’t get the wow sense physically, but I certainly did mentally. I was being dominated and used by the tall, rather handsome bearded Brazilian man standing above me. I loved being a submissive bitch for this man who also liked women.
Antonio asked me to raise myself up and kiss him. I did so twice, having a hairy kiss each time. Physically both my movements and the kisses did nothing to stimulate me. Meanwhile, James bent over and began sucking my cock. I rather wish, in hindsight, that I’d sucked him instead.
After maybe ten minutes Antonio withdrew, and I felt a sense of loss as he came out of me.
Then the massage was over. I showered again, paid, and, the three of us clothed again, they hugged me. It would have been nice if they’d acknowledged in some way that it had been my first time, and that I was no longer a virgin.
I never went back, and decided to have massages by one guy at a time in future. Admittedly, I’ve never since seen such a big cock as James’.