I originally planned to write about some more encounters following my buttplug incident ones, but well… nothing really interesting happened. We fucked a couple more times, but he was just emptying his sack, and not very imaginatively at that. Basically, get to his place, get fucked, clean up, done. Hence, I’m writing about an old encounter.
This happened a couple of years after I got to college. I had had a couple of M on M fun encounters, so I was kind of looking for more. However, with exams and all that I didn’t really go out that much. I wasn’t much of a huge charmer either, my past encounter were to luck more that skill. So, obviously, I turn to the great interwebs. At the time I didn’t know about manhunt, but there was a portuguese gay forum (yeah…) with a hookups section. Most of it were random WC and beach drive-by encounters – not my thing (at the time). I found a guy from my university there, but chickened out of talking to him. Posted a couple of pictures of myself there though, and a couple of guys started chatting with me eventually.
One of these guys seemed pretty cool. He was pretty straightforward about what he wanted (fucking, not much else, top and not much else), and sent me a couple of pictures of him, which were not half bad. We eventually arranged to meet for a coffee next to my place, as he was staying in Lisbon for work a couple of days. I walked there, quite nervous, and sat down, he got there a couple of minutes later. We chatted a bit – he seemed chill, or at least a hell of a lot less nervous than me. He was older than me, in his forties I believe. After some chit-chat he told me he had hooked up with some inexperienced guys before, so I was in good hands. We beat around the bush a bit, and he asked if I wanted to go to his room to “talk with a bit more privacy”. By now I was horny as fuck, so yeah, we went to his room ASAP. His hotel was not very far away (on the other side of the university) and we went straight up to his room.
I sat on the only chair in the room, and he sat in one of the beds. He offered me something from the mini fridge, but I didn’t feel like drinking, so we just talked. Our conversation immediately turned to sex, I can’t remember what we talked about exactly, I recall talking about likes and dislikes. I could see he was sort of turned on by it, and he didn’t waste much time before asking if I wanted to fool around a bit right then. I very happily obliged. He lowered his zipper and pulled out his cock, which was already semi-erect, and started sort of stroking it. It was a smallish cock, but nice, and I couldn’t be less worried about it. I went forward, got on my knees, grabbed it, and started jerking him off. I got it hard pretty fast, and he started leaning back and groaning a bit.
I was now out-of-my-mind horny. My hard-on must have been almost tearing a hole in my pants. I had gone there with some condoms and lube in my jacket pocket, so I took a condom out and put it on his cock before starting to suck him off. I seemed kind of surprised, but leaned back a bit more and showed he was into it. We continued like this for a while, me going faster and faster. Now, for the past couple of days I had been horny 24/7, and been “practicing” quite a bit with the only dildo I had back then. So I was dead set on having a cock in my ass by then. I stopped, got up, and started stripping. He looked at me, sort of grinned and only pulled down his pants. He said he had some lube if I wanted it – I suppose he was sort of testing if I wanted to get fucked, to which I eagerly said yes (hey, I was a broke student, and good lube is expensive!). He told me to sit on the bed and went to the bathroom. When he came back he had a pink bottle of lube in his hand and told me to get on my back. He pulled my legs up over his shoulders, and started rubbing some lube in my ass. Then he got one finger in, some more lube, two fingers, some more lube. At some point I told him to just fucking do it, so he sort of got up, putting my ankles on his shoulders, rubbed some lube on his cock and started going in. It actually took him a couple of tries to get in, but fuck was that great. He was in an awkward position, so we switched to doggy style pretty soon, and he really started banging my ass. He tried to stroke my dick, but I swatted him off – one touch and I’d cum immediately.
I remember him lasting very little time, groaning loudly as hell, and slamming himself into my ass a couple of times while cumming. I just couldn’t help myself and just stroke my cock a couple of times and cumming as well (all over the bed). I think we sort of chatted afterwards, but it was a bit awkward for me, so he went for the shower and I left. I must have jerked off over this meeting about 2 million times in the following month.
Source: reddit.com/r/gonewildstories/comments/40nqdl/meeting_with_a_stranger_from_the_interwebs_from_a