by WreckingBall
What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 27
How many hookup stories have you here posted before? 0
Pub Crawl Hookup
How long ago did this hookup happen? 3.5 years ago
What was your relationship status at the time? Single
How would you best classify this hookup? Short fling
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? 21 years old, pretty, average height, light brown hair and brown eyes. A few extra pounds but not terribly noticeable.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was at the start of a university pub crawl in my second year of university. I arrived alone at the first leg of the pub crawl, grabbed a couple of beers for myself and started mingling with some of the other students at the venue.
Shortly after I was scrolling through Facebook on my phone. At the time, there was a popular “spotted” Facebook page where people can anonymously give shout-outs to people at the university, give compliments, rant etc. Someone had posted very recently: “To the guy carrying two moose green at pillar pub. Looking forward to seeing you on the pub crawl. From the girl who’s very interested”. I looked around the small room and saw that I was the only one holding two beer.
There was no sure way to find out who posted the shout out. There was one girl who “liked” the post – I creeped her of course and saw that she was also in the same faculty as me so assumed it was her. I kept my eye out for this girl all night.
It wasn’t until a few hours later near the end of the pub crawl that I ran into her. I drunkenly confronted her as the girl who spotted me, which she confessed to. We danced to a song or two, then it was time to head to the next bar on the pub crawl.
We walked out of the bar into the alley and made our way to the next one. We didn’t get very far before we stopped to kiss.
At the time, I hadn’t had sex for quite a while. I was in a weird place in life trying to avoid hooking up randomly with women, striving to be a respectable man. My love life wasn’t going anywhere at the time and my restraint just caused me to get depressed.
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? We continue walking to the end of the alley, and I stop when we get to the end to propose where we go next. To the right is the next bar, and to the left is towards my apartment. In that moment I said to myself “fuck it!” and asked her if she wanted to head to my place instead of the last bar. We then made our way back to my apartment. We went straight to my bedroom and onto my bed, door still wide open and lights on (roommates weren’t home). She straddled me as we took each other’s clothes off. She went down on me for maybe less than a minute, and before I could reach for a condom she slid her wet pussy down on my bare cock. I was surprised she wanted it raw as we hadn’t talked about STIs or anything (we had hardly spoke at all at that point), but I definitely wasn’t complaining! She had a mesmerized look about her as she rode me. I flipped her over and pounded her, making her scream until I busted, cumming on her stomach. We laid in bed for maybe 10 minutes before she had to go home for the night to let her dog out.
The highlight of this hookup occurred the next night when I asked her if she wanted to go for a round 2. She came over again while the roommates weren’t home. We fucked like animals, and as she was on top of me I told her I was about to cum. I expected her to get off of me, and I tried pulling out but she kept going. Physically impossible for me to pull out, I let go and pump her full of cum as she’s riding me…this is a moment I would later fantasize about often.
After I filled her with cum, I asked her if she was on birth control. She laughed it off and told me of course she was. We would later hook up throughout the remainder of the school year.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
Did your partner have an orgasm? Yes, multiple
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? She wasn’t 100% my type, and after I gained my confidence back I’d have short flings with other women. When things went sour with the other women I’d get back with her, often times spending the night at her place. We never really talked about me seeing other women, but she knew it was going on…it wasn’t a good way to treat her.
Aside from that, she is probably one of the only women I’ve been with that can get off from penetration alone, and the added bonus that she liked me cumming inside her made for some of the best sex of my life. She was always wet and ready to go when I came over. I could put my cock all the way inside her on the first stroke and didn’t have to worry about trying not to cum – I’d just slam her, and if was going to bust prematurely I’d just unload it deep in her pussy or on her stomach (she usually orgasmed by then anyway), put it back in and keep fucking her brains out while she screamed with her eyes rolled to the back of her head, having multiple orgasms. After each time we got together, I’d be walking home with my nuts empty and her pussy swollen, pink, and full of cum…blissful.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), I was feeling lonely
How intoxicated were you? Drunk/high but not wasted
What substances did you consume? Alcohol
How intoxicated was your partner? Drunk/high but not wasted
What substances did your partner(s) consume? Alcohol
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? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
How would you best summarize people’s reactions about this hookup? Relatively positive
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? A little bit
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? Pure, raw sex. She could climax from penetration alone, allowing me to give her multiple orgasms. Being able to freely cum inside of her.
What was the WORST thing about this hookup? Treating her poorly, leading her on. I felt bad but either of us could resist hooking up. She wanted something more and I wasn’t into going down that road with her. If I could do it over again, I’d spend the time to get to know her better and treat her properly.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? She spoiled me with the sex and wanting my cum inside her all the time. My current girlfriend is too paranoid about getting pregnant for me to cum inside her and it drives me crazy that I can’t finish inside anymore.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all 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? It got me back in the saddle and having (casual) sex again. Before it had happened I felt like I was in a dark and lonely place, confused. This hookup was definitely a turning point in my life. It’s too bad casual sex is often viewed in a negative way by society.
What do you think about the Casual Sex Project? It’s a great site! A good place to relive my sexual experiences and read about others.
You have a hookup story to share? Submit it here!