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What’s your gender? Man
How old are you? 35
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ottawa, ON
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Education
What’s your current relationship status? Engaged/Married (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)? 6
How many hookup stories have you here posted before? 0

Lavalife, Intimate Section

How long ago did this hookup happen? Eight years

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? Her: she was a Quebecois woman of around 25, with a faint accent I thought was pretty cute. Pretty enough with brown hair, a touch overweight but pleasantly so, average height. Pale white skin, cute medium-sized breasts, and oh yes, a very bare pussy.

After some frustration with dating off Lavalife in the Dating and Relationship sections, I tried to gamble on the Intimate section. She was the first woman I actually met off that part of the site. I met her at a bar in the Market part of Ottawa and had a few beers. We talked, but not about sex, but seemed to hit off fine. Eventually she asked if I wanted to go for a walk and led me right to her car. A little thrill hit me: this was going to happen!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She drove us to my place, a small basement bachelor apartment. I don’t think we talked very long before the act began.

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? I remember distinctly that we were sitting on my couch and I asked her if I should put music on. She said “No.” And without any further hesitation, I leaned over and started kissing her. We made out for a while and eventually she came up and sat on my lap. She took her shirt and bra off and I sucked on those lovely breasts of hers for a while. The mood was pleasant and exciting, for me at least. Eventually we made it to the bed (across the room, this being a bachelor) and there were got totally naked. When her panties came off, I got a surprise: a completely hairless pussy. I remarked on her having shaved, and she corrected me, that it was a Brazilian she got earlier that day. Excited, I started to perform cunnilingus on her.

So here’s the thing: I had never performed cunnilingus before. Even though this was my fourth sex partner, it had never happened, for a variety of reasons. But I was looking to correct that and dove in. She was a nicely responsive partner, with a lot of cooing and moaning, and after however long, she had her first orgasm of the night. After that I put a condom on and penetrated her. Our lovemaking was lengthy and varied, but I believe I ended up jacking off on her tummy on this occasion. Details are a bit hazy in my mind between this and our later encounters — I remember blowjobs (not to orgasm), a whole lot of cunnilingus and sex in a variety of positions (including missionary, doggy style, even 69)

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 spent the night (two in a single bed, no fun for anyone), and we met up several times later. One encounter was significant as the first time I ever came from vaginal intercourse — and since then I’ve never had any trouble with it. We had maybe three encounters total and drifted apart.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting

How intoxicated were you? A little tipsy/high

How intoxicated was your partner? A little tipsy/high

How wanted was this hookup for you at the time? Not at all

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

To whom did you talk about the hookup? How did they react? This I don’t recall.

How would you best summarize people’s reactions about this hookup? Neutral

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? Not at all

What was the BEST thing about this hookup? It was all around great. I loved her fleshy body, I loved her casual attitude. The overall best moment might have been seeing that bare pussy for the first time, like right out of a porno, and realizing that she did it that very day, just for me.

What was the WORST thing about this hookup? The way we drifted off after was a tad sad but oh well.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was the first time I ever experienced sex as pure fun with no emotional strings attached. It was very freeing, and that may be why I managed to cum inside a woman for the first time with her. A previous girlfriend had sort of convinced me I was sexual dysfunctional because I couldn’t cum in her — this was very counterproductive, because obviously the thing I most needed was to relax. This woman gave me a great gift and will never know it!

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

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

Anything else you want to add about this hookup? I’ve looked her up on Facebook and found that she’s now married — me too. I hope her husband treats her well because she was a horny young miss back then. When I look at her public pics on Facebook, I can feel a kind of thrill knowing that I experienced her body, if only a few times so many years ago: that I sucked on her nipple, ate her pussy, spanked her cute bare bum with its little tattoo, had her suck on my cock, and came so gloriously up inside her.

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 wish I had it earlier and in greater frequency. Happy to have settled down with someone monogamously, but a lot of time was wasted and I treasure memories like these.

What do you think about the Casual Sex Project? It is a great idea.

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

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