Doug had been conditioning me for months. We had met at the gym, and several weeks after we'd become regular spotting partners, he revealed to me, almost in an off-hand manner, that he was bisexual and that he actually preferred gay sex. He didn't come on to me—at least not directly—and I consider myself fairly open-minded, so I continued with our informal spotting arrangements, him monitoring me as I worked the weights and him doing the same for me. I also had an insatiable curiosity, and Doug was quite clever about exploiting that curiosity. He wasn't the one who said or did anything about my trying out the gay lifestyle; he just responded to my natural curiosity.
Sometimes after we'd worked out and showered, we'd go someplace together for a drink before going our separate ways. As time went on, I started asking him about his life and about the whole gay scene. I don't know why I did this—or didn't know at the time. Looking at it from hindsight, he obviously had seen the curiosity in me for all sorts of things and had played on that from the beginning.
Regardless, the more he didn't push the topic, the more curious I was, the more I asked about it, and the more I became interested in it. After a while, he wasn't at all shy about watching me in the shower, but I guess I wasn't all that shy about watching him either. He slowly made his interest in me known in no uncertain terms. I remember going weak in the knees the first time I saw him hard in the shower. He must have had at least ten long, thick, hard inches jutting out from his balls. He was a good eight inches just dangling. I hadn't been even vaguely interested in men in terms of sex before I'd met Doug, but now my curiosity was entertaining all sorts of "what ifs."
During that period, Doug didn't touch me with anything but his eyes, however, and the longer he went without trying to make a direct move on me, the more curious I became about his lifestyle and the more attractive he himself appeared to me. He had the blond good looks and robust, big-boned and heavily muscled physique that went with his Nordic heritage. His broad, open smile and ready humor also came straight from Scandinavia.
Whenever I was well into quizzing him about the gay lifestyle and why he was like he was, he would insert the hint that I might like to try it, and I'll confess that the more we talked and socialized with each other, the more curious I became about what he saw in this gay business that was better than a good fuck with a hot woman. I'd seen the way the women eyed him in the gym, so I knew that his lifestyle was definitely something he preferred and had chosen. I also saw how some of the men ogled him, and this only served to stoke my own curiosity. But still, no matter how closely we spiraled into trying it together, he never laid a hand on me in those early days other than to keep me from getting hurt from a falling weight during a gym workout.
That was until I fell from the rings one evening and he caught me by the crotch with one hand and his other hand slid up under my T-shirt and cupped one of my pecs. We stayed in that position perhaps for a second or two longer than was necessary, and he could hardly avoid noticing that my dick came alive under his touch. I could tell that he was impressed with what he'd felt by the look he gave me when we parted.
That evening, after our workout, while we were drinking beer in our usual bar, he finally moved in on his pitch. I don't remember how he maneuvered me into the proposition, but it was I who asked him if he'd do it with me just once so that I'd have some idea what his attraction to it was. By not making a direct move on me, he had caused me to start to doubt my own attraction and wondering if someone like him just didn't want someone like me. But, when I brought it up, he came alive and put on that broad smile, and I knew that he had just wanted it to be me who made the proposal.
Strangely, though, we didn't just go off and do it then. He went to great lengths to ascertain that I'd never done it with a man before—that I hadn't been fucked before and hadn't so much as let another man touch my cock or balls.
This seemed a little odd to me; I assumed that all gay men fucked indiscriminately like rabbits, but I did assure him that I was a virgin in the sense of any kind of sex with a man.
This declaration pleased Doug greatly, but again, strangely, he didn't suggest that we march off and get it on right there and then but suggested that I go with him to a private party the following week after our gym workout, where there would be a room we could use for all night if we wanted to. He pressed me for assurances that I really was interested in doing this, and I told him that the only reservation I had was that I had seen him hard, and I was scared about making ten inches disappear up my ass. He had smiled and said that I must really be terrified at the thought of thirteen inches then, and we had both broken down into laughter.
I hadn't had any idea how much my curiosity had worked me up for this, but I walked around with a hard on and a vision of those ten inches at Doug's midsection for most of the week in anticipation of having this experience with Doug. My butt twitched from the very thought of it, even though I was giving equal thought to the certain pain and possible pleasure of the experience.
On the night of the party, I trembled through our workout so badly that I couldn't half manage to complete my routine. Doug kept clucking and smiling at me and telling me that it would all go off just fine. He did hand me a small bottle and tell me to use it to take an enema and to shower really well before we went to the party, though, saying that good hygiene was a turn on and my virgin ass canal was going to get quite a workout. Not having the vaguest notion what men did to prepare to have sex with other men, I found this instruction alone so sexy that I almost creamed myself as Doug watched me shower.
We left my car in the gym parking lot and took Doug's. It was a dark night, and he soon had me lost in a maze of unlit streets in a far suburban section of town I'd never been in. At length, we turned into a drive and up to a set of large gates that opened to a clicker Doug pulled out of a compartment in his dashboard, and we slowly swept up to and parked on the grass beside several other cars in front of a large Georgian mansion.