Craiglist To Gloryhole

When I was 15, craigslist had dating ads, and I saw one for a guy advertising a gloryhole in his house just a couple miles from where I lived in a very large city. I am completely straight, but almost all my fantasies were about getting blowjobs, so I really wondered what that was like. I felt both attracted and repulsed by the idea; I'm not sexually attracted to guys at all, and would never want to kiss a guy or reciprocate oral sex. But I heard that guys can do it pretty good and maybe I could enjoy receiving a blowjob if I didn't see the guy's face. Finally my curiosity and desire were overwhelming, so I wrote the guy by email and expressed interest, using a yahoo account I had just created. "John" wrote back, and we chatted on and off for a couple weeks before I felt up to it. We didn't talk about anything important or say much about each other, or at least I didn't say much about myself, but he was just sort of laid back and didn't seem too worried or secretive, which eventually set me at ease. Of course I told him I was 18, and just hoped I wouldn't get caught in the lie.

He gave me the address, and I biked over one day, locked my bike about a block away on a post, and then walked to the back of the house, following his directions to take a back door leading to the basement, where as promised he had a TV in a corner playing straight porn. This was before the days of big free porn sites, though I had of course seen some pictures online and magazines before, but didn't have regular access to porn videos, and these strongly turned me on. A flat sheetrock wall in the middle of the room had a couple of holes in it, at two slightly different heights, and closed door on one side. I got hard quickly, but was still a little nervous and shy, so I started by putting one finger through the lower hole, and soon felt a pair of lips sucking on it. That made me extremely rigid, so I unzipped and put my dick in the hole, pressing against the wall and turning my head to watch a distinctive scene of a small, tiny titted woman kneeling and sucking off a guy. I was quickly rewarded with my first blowjob from the other side and felt overwhelmed , I both felt really weird and freaked out for being there, and loving loving loving the sucking action. I was worried I wouldn't come because of the disgusting thought of who was doing it, but it felt so good I could put out of my mind the fact that it was a guy and within a minute I was coming completely out of control, I felt like I was being sucked into the hole and would slip through it like an octopus if only my bones could dissolve. I imagined myself cumming in the small girl's mouth from the video, although her partner was nowhere near finishing. The mouth stayed on my dick and kept sucking for several minutes, cleaning me off, until it finally felt too sensitive and I suddenly pulled out. I zipped up and ran out, feeling embarrassed and satisfied, like I had gotten away with shoplifting and now had to get out before I was caught.

"John" wrote back by email and thanked me for coming over; I replied with thanks of my own. And then a few days later made another appointment, went over, and came again into his mouth. This happened several times over the course of a couple of years. It felt incredible that I could get a blowjob anytime I wanted, though it felt both like I was cheating, and taking advantage of someone, though he was obviously getting something out of this too. I never saw his face, though I eventually realized he was seeing me through a camera in a back corner. I didn't care anymore; he couldn't show it to anyone since I was underage, and I'm not sure if he was even recording or just watching to see who I was. But he never questioned my age or asked more prying details about me.

I managed to find out about him after a while, because I looked him up by his address and found out he attended a local church, which surprised me at first, and then I realized it wasn't surprising at all.

I never felt that being gay or having gay sex was morally wrong, but I still felt funny about it for a while. And then after a year I realized it didn't feel strange anymore, it just felt fun. It also felt completely separate from my dating life, I could try to go out with girls but not to have orgasms, because I could have those easily with John, and in the long run I think it improved my dating life because I was more relaxed about what I was looking for. Eventually I went to college, and never heard back from John again, but it was good while it lasted.