Mike and I have been together for a long time. We first met in college forty years ago. Although we attended a fundamentalist Bible College, Mike was no afraid for people to know he was gay. I thought of myself as straight, though I did fuck my roommate Richard for about a semester. Since I was butt-fucking him, though, I did not see myself as a queer or AC/DC. Faggots were people like Mike, men who let other guys use their arse holes as cunts. It took twenty years for me to outgrow that notion, and when Mike and I met up again, I was able to admit that I like men as much as women.
As Mike and I grew closer, I came to love him and he me, and eventually we entered into a mutually exclusive relationship. In part, AIDS scared us into monogamy, but it also was now acceptable for two me to live together and even share the same bedroom. Still, at times we longed for the earlier days when we could try something different.
One evening Mike called me over to the computer. He was one Craigslist and had found an advertisement he wanted me to see. Titled "Fulfill Straight Dudes Fantasy" it claimed to have been posted by a man our age who had allegedly never had sex with another man. He claimed to have no real desire to have sex with other men except for a fantasy that had grown out of a porno movie he had seen thirty-five years earlier. In the movie, two men had mounted a woman, one from the rear doggie style while the other face fucked her. The dude said that ever since then, his one and only gay fantasy was to replace that woman and become the bitch for two men, preferably straight men. Since the government was forcing Craigslist to shut down their classified sex ads, he was hoping to find a couple of guys who would share him the way he had dreamed all of these years.
I was a little skeptical about the ad, for it seemed to me unreal that an essentially straight guy would want to be part of a gay threesome, but Mike was obviously interested in the scenario, so I told him to go for it.
His name was Stewart, and he showed up on our doorstep that Saturday at 10 AM as planned. He was, as he had warned us, an older, obese man who looked 12 months pregnant and had a bushy white beard. He was obviously very nervous, and I began to think that he might be legitimate. It was clear that he had never done such a thing before. Inviting him in, we sat down in the living room and introduced ourselves. I explained that I was bisexual, and that Mike was gay, and that we had not had sexual relationships with anyone else in over a decade, so this was new to us as well. We wanted to make sure that he was good for this, and while he had shown up, he could leave at anytime if he decided this was not for him. We repeated what we thought he wanted to do, and suggested that given our relative endowment, it would be best if Mike fucked his ass first while he sucked my dick. Then, when Mike had opened his hole, he would be in a better place to accept me into his shit chute while Mike face fucked him.
When he agreed that he wanted to go through with it, we asked if he had done anything to prepare for the experience. He shyly admitted that he had had an enema earlier that morning but had not done anything else to stretch his asshole or prepare to be fucked by a man for the first time. Mike told him that in that case he would finger fuck him with as many fingers as he could get inside before he tried to place his prick into Stewart's ass.
We went into the bedroom and each of us took off our clothes. If anything, Stewart seemed bigger nude than he did clothed. Standing just under 6 feet, he had a tight belly that extended outward below his chest and return inward just above his pubis. Extremely hairy, he had what probably was a normal size cock, but which appeared smaller as it was surrounded by flesh and hair.
I was not surprised that Stewart was staring at my crotch. Being black, I am used to the fact that white men always want to see if we are as well endowed as other members of our race. I certainly did not disappoint. Semi-aroused, my cock swung midway down my thighs towards my knees. Having become slightly excited at the thought of what we were about to do, blood had engorged my prick somewhat, making it thicker than it normally would be in a flaccid stage. I could imagine what was going through Stewart's mind, the question every guy I ever fucked asked - "Will that big prick fit inside my tiny asshole?"
In his email to us, Stewart had explained that between the medications he took and his diabetes, it was hard for him to get or maintain an erection. Thus far, what we had seen confirmed that. There was no visible sign of arousal from his genitals, but it was clear that Stewart was beginning to relax in our naked presence. By this time, I was turned on and my cock let everyone in the room know it. When fully erect, I run between 16 and 17 inches long. Unlike Mike, whose dick stands upright, and in fact curves upward, when your dick is as long as mine the weight of the head pulls you down. Still, I was clearly ready to fuck, and I could see Stewart nervously eyeing my meat.
