Fuck At First Site

by Caldwell

What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Brooklyn
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50ish
How many hookup stories have you here posted before? 0

Fuck At First Site

How long ago did this hookup happen? 6 months ago

What was your relationship status at the time? Same as current status

How would you best classify this hookup? First Sex Date

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? I met M on Hinge. Her profile was stylish, showing off her fashion and her wit. She was 28 years old at the time and after matching we began to joke around in messages and then moved to text.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We got into a mutually appreciated comedy routine pretty quickly via text. I don’t remember exactly what was said but I feel like it was all sort of meta in relation to dating apps. Then M asked to share a fantasy of hers. I, of course, obliged. I love sex and have been having a lot of it lately, almost always with women I meet through Hinge. M said that she had been thinking a lot about fucking someone without exchanging names. I pressed her on what she meant by this and she clarified that she was looking to get into a room with someone that she had never previously met in person and begin to fuck. I said I was down and we set the date for a Tuesday.

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? The build-up to this guaranteed sex date with a stranger was really building up. She wanted to meet at her place, so after work, I took the train. My mind was on one thing and I struggled to conceal my erection. After exiting the train, I received a text from M asking if we should open the night with a shot of whiskey. I obliged and made a joke about how a shot was going to be a handy way for her to conceal that she’d been drinking by herself. She loved my joke. The closer I got, the more nervous I became. There as a slight fear that I was walking into something dangerous. I followed my dick instead of my head and forged on. I took the elevator of her building to her floor, walked to her door, and knocked. I don’t know how to explain the feeling that I had, waiting for the door to open. It was different than any sort of anticipation I can remember experiencing. Perhaps it was akin to awaiting some sort of performance. We had agreed on a couple of things. No exchange of names, only shots of whiskey.

She opened the door, giddily. “Hi!”, laughter, one piece lingerie, shots, make out. She had been texting me about her desire for me to force her into her wall. I obliged. We attacked each other’s faces. Everything happened so fast that I was still adjusting to her beauty. She has a gorgeous and unique face and sexy curves made even more exciting by the lacy one piece that she had on.

It was boiling hot in her apartment, we stumbled into her bedroom, my clothes flying off. Soon my hard cock was in her mouth and she was giving me some of the most aggressive head that I’d ever experienced. Earlier, when planning our sex date, she had been bragging me about her love of cock as well as her lack of gag reflex. This claim was on full display. She got a lot of enjoyment out of giving head and making noise while taking my dick hard into the back of her throat.

She told me she was ready to be fucked and I got out a big box of condoms which made her laugh. We then began to fuck like crazy. Lots of positions, both covered in sweat, and noisy. She talked a lot and so did I. We both had dirty mouths. She made it clear that she loved being cum on and did not want my me to cum in the condom. I kept my orgasm at bay longer than I had expected and ended up blowing my load all over her tits.

We rested for a minute and then went into her living room for water and whiskey. She was very happy and had lots of comments and questions. We immediately began to share things about ourselves, the mundane and the personal. She made it known that she wanted to fuck more and that she loved cock in her mouth. We shared a cig and joked around some more. Then she did something that I had never even conceived of before. She took me, naked, over to her cracked window, looking over her residential street with the window wide open. She lit two cigs, gave me one, then squatted down, face at eye level with my dick. She took a drag as I smoked mine, and then she started sucking my cock, holding her cig in one hand and my balls in another. I couldn’t believe it. I smoked my cig while she alternated between smoking my cock and her cig. Odd as it was, it was seriously hot. Once our smokes were done, I bent her over her counter and started fucking her wet pussy. We moved into her bedroom and went wild. Her mattress ended up falling off of her bed frame. I came in her mouth and we lay there in the wreck that was her room. We fucked one more time and I left around 1 am, both of us smiling and laughing.

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? We ended up dating for three months. I was clear that I was not looking for anything serious. Circumstances occurred where I ended up hitting a real rough patch and M was incredibly kind and supportive. She helped me out and showed immense heart. She displayed a mental and emotional intelligence far more advanced than our first wild encounter would have ever suggested. Recently she let me know that she is going to make plans to move. I will always be grateful for her friendship.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant

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

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

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

To whom did you talk about the hookup? How did they react? Some bro friends. They were happy for me. Probably a little jealous and a little proud.

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Two things: the anticipation, build-up and immediate release all according to M’s plan. And her inventive ideas. Unforgettable.

What was the WORST thing about this hookup? It was quite hot.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I suppose now I’m more open-minded to kink.

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? Casual sex has been a great source of fun, satisfaction, and adventure in my life. All three of those things are enhanced when I know that my partner and I have the same expectations over what’s taking place.

What do you think about the Casual Sex Project? Read it all the time.

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