When I read that Craiglist was going to suspend their sex ads due to a new federal law, I knew I finally was going to have to act. It scared me to do so but excited me as well. I was finally going to do something about the fantasy that had dominated my life for over three decades.
I was in my thirties when I took a business trip to Houston. While there, I paid a trip to an X-rated movie house. This was before the days of VCRs and DDVDs. If you wanted to watch a porno movie, you pretty much had to go to ta theatre to do so. This one was pretty typical of the genre. A sticky floor, the smell of old urine and semen, mostly men in the audience sitting by themselves in isolation, a few couples consisting of whores or queers there to perform sex acts when their Jons got turned on. And me, sitting beside myself, my erection discretely in hand under my jacket, solemnly stroking my member as it grew in response to the visual stimuli on the big screen.
It was at this one movie house that I saw the movie that changed my fantasy life forever. A straight male, I liked to watch women get fucked, and this movie featured a bleached blond with a thick black snatch getting fucked by two men. One had mounted her from the rear like a dog fucking a bitch in heat while the other man was positioned in front of her and was feeding his cock into her face. The two men were pounding their pricks into these two orifices while I beat my meat to sexual gratification. As they came, they pulled out of her, so the audience knew it was not fake, that they were spilling their seed after fucking the bitch. Vast globs of cum erupted from their P-holes onto her face and butt cheeks, and then they switched places. The guy who had been in her ass forced her to take his turd covered cock into her mouth and coax it back to erection while the one who had been in her mouth played with himself until he was semi-hard. Then he positioned himself behind her and forced his lengthy prick into her pussy. Once again they fucked her as she was sandwiched in their midst, and I watched, even though I had already cum, fascinated by the scene before me.
Now I am not gay. The thought of having sex with another man is a big turn off, something so gross that thinking about it can make my hardest erection wither away in seconds. So it took a long time, years even, before I began to occasionally wonder what it would be like for me to be sandwiched between two guys the way that bitch in the movie was.
By then VCRs provided me with the opportunity to watch such events in the privacy of my home, later to be followed by DVDs. I would wonder what being a woman between two men was like, and fantasy which would gradually transform as I moved towards sexual gratification of what I, a man, would feel if fucked simultaneously by two other men.
Craigslist had fueled this daydream. In their sex ads, that had a section M4MM, male for two males. It became my habit to view those ads, along with the F4MM, to see how many people were living out my fantasy, to see how many liked what I dreamt of. Occasionally I would respond to the M4MM ads, but I always chickened out. It was not until I read that the government had outlawed such ads that I accepted the fact that if I was going to do this, it was in the limited time before the new law took effect. So, I posted an ad of my own.
"I am a 65-year-old heterosexual male. I have never had any sort of sexual relationship with another male, nor do I really desire one. However, 35 years ago I watched a porno film in which a blond woman was fucked simultaneously by two men, one who mounted her doggy style and the other who fed her his dick in her mouth. I found that image extremely arousing, so arousing that I have since wondered what it would be like to be that woman, sandwiched between two men. This is the one and only gay fantasy that I have ever had. Now that the government is taking Craigslist Sex Ads off the web, this may be my last chance to look for two men to fulfil this fantasy of mine. I am looking for two men, disease free, preferably straight like me, to take turns fucking me once in the mouth and once in the ass while the other fucks the other orifice. I would really enjoy it is your wives/girlfriends watched. Because of diabetes and medications, I have difficulty getting and maintaining an erection, but I will gladly use my tongue, mouth, and asshole to satisfy any of you."
I placed the ad and nervously waited for responses to flood in. After a week, I had to admit that I was not going to attract any straight guys. In fact, I was not going to attract many gays either. The only ones who had responded to me wascouple that sent a reply the first day my ad was up. So, I contacted them to set things up.
We sent several emails back and forth. I told them that my name was Stewart, that I was a tad under six feet tall and weighed 250 pounds with the frame of a pregnant girl. They wrote back telling me that their names were Mike and Keith. Mike described himself as 65 years old, a life-long gay, 5"10", 180 pounds with a seven-inch-long, thick prick. He preferred to be a bottom and enjoyed being fucked in the ass if I wanted to take him. Keith was a bisexual. 6'6" and weighing what he did as a basketball player in college, he was black and well-endowed like most black men are. A top, he was looking forward to penetrating my anus with his massive male meat.
I must admit that reading that Keith was black and well endowed gave me some reservations. I have seen how well endowed black men are at the gym, and I knew that my virgin asshole was tight and would have trouble accepting a large cock. But I did not see any alternative. These were the only guys who were interested in screwing me simultaneously, and Craiglist was pulling their sex ads that week. So, we sent up a meeting at their place for Saturday morning.
That Saturday I arrived promptly at ten. Ringing the doorbell to their apartment, the door was opened by Mike. He was a good-looking man. Much to my surprise, he appeared very masculine. Although he had a slight pot belly, he was in much better physical condition than I am, and I work out at the gym three days a week. Going into the room, I met Keith. He looked much as I imagined, a tall, very black basketball player.
Leading me into their bed room, we began to undress, placing our clothing on the bed. I shyly removed my shirt, shoes and sox, before unzipping my pants and pulling them down. My boxers remained in place as I watched these two gay guys undress. They showed less restraint than I had. Although they had removed their clothes slow enough for me to see Mike's bikinis and that Keith was naked beneath his clothes, I hesitated to remove my boxers. Taking a big breath, I pulled them down and stepped out of them, naked in front off the men who were about to use me for the first time.
Most of my attention was focused on Keith's crotch. Mike had not exaggerated when he told me that Keith was large and well endowed. I have seen horses with cocks smaller than his. He was a least a foot long, probably longer, and I doubted that I could encircle his penis with my hand. Not for the first time, I had doubts about proceeding. I saw no way for my fantasy to be fulfilled with Keith behind me. I might be able to put some of his prick in my mouth, but I was unconvinced that he would be able to shove his penis up my ass. It was just too big.
Keith got on the bed and knelt at the head of it. I followed him, positioning myself to face his upright cock. I sensed Mike climbing on the bed behind me. For the last time, Mike asked, "Are you sure you want to do this. Once we start, there is no stopping."
"Fuck me, your horny bastards," I responded, and in an act of sheer willpower, I leaned forward and took Keith's dick into my mouth.
Seconds later, I felt my asshole penetrated by the first of Mike's fingers. While I Concentrated my efforts on licking and sucking Keith's head, I was still aware of Mike's finger working itself in and out of my. I felt him touch that sensitive spot where my prostrate lies. Unlike the brutality of the doctor, Mike gently rubbed my p-spot when I groaned in appreciation. I felt pre-cum dribble out of my cock and felt a perverse sense of pride that already I was showing signs of appreciation for this first homosexual assault on my asshole.
A few minutes passed, and I felt Mike insert another finger. I instantly noticed a difference. While Mike finger fucked my, I continued to focus my oral attentions on Keith's enormous Johnson. Having never tasted a penis before, I was somewhat disappointed that it just tasted like my flesh. It never occurred to my that with all the soap and water we had applied to his dong, there was no residual sweat to provide taste and odor. For the most part, I applied suction to his soft glans, stopping to lick it occasionally. Being circumcised myself, I am used to a glans that feels like rough skin. My tongue told me that Keith's was soft and moist, and his moans informed me that the end of his penis was sensitive as well, perhaps more sensitive than my circumcised corona.
Occasionally Keith would push his joystick against my lips, which I knew were resting on his foreskin. I would feel the foreskin move back and forth across his shaft. This never was deep; at this point I had taken in maybe three inches of his cock, with another inch added for just a moment as he thrust his hips up before relaxing back towards the headboard.
When Mike added a third finger to my asshole, I was really aware of it. At this point, I knew my asshole was being stretched wider than it ever had been before, partly because of the intensity of the pain. At the same time, there was almost a double sense of sensitivity. Although I was uncomfortable, the pressure on my anal sphincter felt good, and when his fingers ran over my p-spot, it was as if I were having some sort of mini-orgasm.
As he twister his fingers around my asshole, I realized that he was stretching the muscles further apart. On one hand it was hard to enjoy him doing that, but I also knew that if Mike - and equally important, Keith = were to place their love muscles into my back door, my arsehole must be stretched out. So, I tried to ignore the sensations on concentrate on Keith's tube steak.
