A Secret, Late Night Rendezvous

This post is sponsored by Trust Massage Oil.

by Dante

What’s your gender? Man
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What country and/or city do you live in? Melbourne
Highest education received: Some college (currently in college)
What’s your occupation? Full-time student
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Fluid
How many sexual partners have you had in your life (including oral sex)? None before this
How many hookup stories have you here posted before? 0

A Secret, Late Night Rendezvous

How long ago did this hookup happen? Two weeks ago

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He was 19 – the same age as me – and was quite decent looking. He was a slim and a bit taller than me, and he had short blonde hair and a long face. I really didn’t know him well at all. We’d only met earlier that night on Grindr. From talking to him there for about an hour or so he seemed like a nice enough person. He didn’t look untrustworthy or ‘bad’ in any way.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We’d been talking on Grindr for a little while before he suggested that we meet up for some ‘fun’. Neither of us had empty houses available to us, however, so he suggested we go somewhere outside. I was a bit skeptical about this, since the idea of being seen by others engaging in… what we were going to do… made me very nervous. He suggested the local athletics track that we both lived very close to, since at night it was completely empty. I thought it was a good enough idea and so I agreed to meet him there. He asked what I wanted to do, and since I’d never done anything with a guy before I preferred to keep it simple with handjobs and blowjobs only, no anal. He said he was fine with that. I had a car so I drove to this athletics track (which was only a five minute drive away) and waited in the huge, empty carpark while he walked there. I waited nervously in my car until he showed up. I got out of the car and we awkwardly greeted each other with “hey”. I locked my car and we began walking across the carpark. I asked him where we should do it, and he said he didn’t know. We walked for a while until he came up with an idea: the bike track that was nearby. We found a simple mesh fence that had a large hole in it and we both went through it into the bike track, which was large and open. For a while we pondered where to do it (from a vantage point atop a slightly raised hill) and I suggested we find a building. I was already feeling a bit nervous about doing this outside, so I at least wanted a building to act as some sort of cover. We found nearby what must have been a public toilet building that was all locked up. There was a dim light on outside the doors, but the brick wall around the corner was shrouded in comforting darkness. It was a very run-down looking place, but I can now admit after-the-fact that that made it more of a turn-on, the fact that this was such a ‘dirty’ place.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? So we went over there and for a few moments stood in extremely awkward silence facing each other, not sure how to start. We both laughed nervously when we both asked “so what now?” Thinking of nothing else to say, I suggested “how about you suck me off first?” He shrugged and said “okay then”. I moved closer to the back wall (where we were was formed like an L shape of walls, and my back was to the bottom line) so I was well and truly out of sight as much as possible, and I reached down and unzipped my jeans and reached in and took out my cock, which was already semi-hard from imagining what we were going to do as we walked there and talked. Without another word he moved close to me and dropped down to his knees and leaned forwards and took my semi-hard cock into his mouth. It was such a cold night and I was shivering, but as soon as his mouth wrapped around my dick I forgot about the cold and sighed with pleasure. Needless to say it didn’t take long at all for me to get completely hard inside his mouth. I could feel my dick scraping gently against his teeth as he sucked and as his tongue slid up and down my rock hard cock. He was sucking well and hearing the soft ‘slurping’ noises as he moved his head back and fourth made me more horny than ever. I thought dryly to myself “well, I guess there isn’t any more question as to whether I’m bisexual or not”. I placed my hands on his shoulders and very gently moved my hips back and fourth as he sucked, getting my dick just a bit further into his mouth. He would mix things up but taking it out of his mouth and using his hand to jerk me for a while before continuing to suck. The blowjob continued for another couple of minutes until he took a breath of air and asked “are you close?” I was, I told him, and I asked “where do you want me to cum?” He said uncertainly, “I don’t know, but I’d prefer you not to do it in my mouth”. I was a bit disappointed, I suppose, but only a little. I said “okay” before turning to face the brick wall, steadying myself with one hand while jerking myself with the other. He watched me do this silently, still on his knees. Eventually I came, and I squirted all over the wall in front of me and onto my own hands. I tried to wipe it off as well as I could before putting my dick back into my pants and zipping back up. My side of the pleasure was over, and now it was my turn to service him, as per our arrangement. I turned back to face him, and he asked “so… me now?” I said “yes”, and so we changed places, him standing by the wall and me on my knees. For a few moments he stood there not doing anything – maybe feeling nervous or hesitant – so I asked him “so?” and he eventually unzipped his pants and took his own dick out. It was a cut – like mine is – which I was glad of. To be honest I greatly prefer cut to uncut. He was mostly soft, and so I looked at it for a couple of seconds and thought “well, here goes nothing” and wrapped my mouth around it. I’d always wondered for quite some time what a dick would taste like, and I was… not that thrilled by it? It’s not that I thought it tasted bad, it just tasted like… nothing, really. But still, all I was thinking about at that time was giving a blowjob, and so that’s what I did. I didn’t exactly know what special techniques to do to make it great, so I sort of just sucked. It didn’t take long for him to become hard. I dutifully sucked away for about a minute or so, although I’ll admit that I wasn’t able to take it that far into my mouth. I could probably only take about two or three inches in before I felt like I was going to gag. I didn’t tell him about that, though, even when he placed his hands on the back of my head and started gently pushing my head back and fourth. I believe I actually gagged once when a bit too much of it went into my mouth, and upon hearing that he stopped and asked “is everything okay?” I said it was and I kept sucking. Suddenly I felt a bit nervous and uncomfortable with the whole thing, so I took it out of my mouth and told him “is it okay if you don’t cum in my mouth? I don’t really feel like swallowing… sorry.” At this he seemed a bit disappointed and slightly annoyed. He replied with “oh… don’t worry about it then.” He put his still-hard dick away. I got up and asked him again if that was okay, and he said that it was, but he also said “I’m gonna go home now… bye.” I was taken aback at how sudden this was. I was still perfectly happy to give him a handjob so he could cum, but he seemed completely uninterested in anything else now. “Oh, okay… bye then,” is what I replied before he turned and walked away in the opposite direction of where he entered the bike track. So it was over very suddenly, and I didn’t waste any time in turning and hurrying back to my car. It was over.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? No, not even close

Did your partner have an orgasm? No

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? My feelings about this hookup are very mixed. As I was returning to my car and as I drove home I felt immense, deep regret for what I had done. I felt disgusted with myself for lowering myself to such a thing as giving a blowjob to a stranger late at night in an empty bike track against a brick wall, and for the rest of the night and for a few days afterwards I wished I’d never done it, and I tried to put it from my mind. But as the days passed and I thought more about it, the more I liked it. Yes, I was still disappointed with how it ended, but the whole experience felt so dirty and sexy that I actually liked it. I began to regret not finishing the blowjob and swallowing his cum, and I wished greatly to meet up again so we could do it all properly. Alas, I didn’t find him on Grindr again, and we haven’t contacted each other since, and it’s been over two weeks since that night now.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Boredom

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Somewhat

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I haven’t told anyone in-person, though I posted about it on a forum and everyone there said that they thought he acted unreasonably by suddenly leaving after I said I didn’t want him to cum in my mouth.

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? A little bit

Why do you regret this hookup? Because of how awkwardly it ended.

What was the BEST thing about this hookup? Experiencing what it was like to suck a dick.

What was the WORST thing about this hookup? How it ended.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It’s made me want to do it more, although probably in better circumstances.

All things considered, how POSITIVE was this experience? Somewhat positive

All things considered, how NEGATIVE was this experience? A little negative

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I think it’s fine and perfectly acceptable if both parties want to do it.

What do you think about the Casual Sex Project? I like it.

You have a hookup story to share? Submit it here!