What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? Middle Eastern
What continent do you live on? North America
What country and/or city do you live in? Toronto
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Muslim
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Just straight
How many sexual partners have you had in your life (including oral sex)? 2 (my wife and this escort)
How many hookup stories have you here posted before? 0

Came Inside An Escort

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? For less than a week

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? J is a really skinny escort in her mid 20’s. She has curly hair and the most beautiful face I have ever seen. Her body is top notch. She has nice sized tits and everything else is skin and bone. Her collar bone, hip bones, and ribs all show. She is everything I have ever dreamed of.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My buddy told me about a site called “backpage” and how I should check it out. I browsed it and found J’s ad online. It looked like she was just starting out. After some back and forth, we agreed to meet at her hotel. She told me her restrictions are to always use a condom. I’ve never fucked a woman besides my wife, so I was naturally hesitant. I have also never used a condom in my life (remember, I’ve only been with my wife and I got a vasectomy after our 3rd child). I made a decision to not have sex with her and only make out with her and cum in her mouth.

So anyway, I see her and she’s a total knockout. Somehow I restrained myself and didn’t shove my cock inside her. After the deed was done, we cuddled and made out some more, then decide to see each other again another time.

Days pass by and I meet her at another hotel. As soon as I walk in, I see her in sweat pants and a camisole that shows her midriff with prominent hipbones and pointy as fuck collar bones. As soon as she sees me, she lunges at me.

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 start making out and undressing. I put her on the bed, spread her legs, and proceeded to eat her out until she came. Once done, I was kissing and biting my way up to her mouth. I’d bite her hip bones, skin, tits, and chin. I’d also squeeze her ribs really hard which she loved. Once I got to her lips, my cock was brushing against her pussy. She looked me in my eyes and I (with a half-hearted smile) told her I had a vasectomy. At this point, I thought, “oh fuck, she’s going to push me off and call me a pig for insisting on not using a condom.” Instead, she asked me to fuck her and I plunged my cock inside her. Seeing her taking my dick in and out, combined with the fact that I was cheating, caused me to be rock hard in this woman. She asked me to choke her, and she couldn’t stop screaming in pleasure. I kept fucking her until I was about to cum. I didn’t want to tell her I was cumming in case she wanted me to pull out, but she must have seen the look on my face and proceeded to tighten her legs around me as I emptied a river of cum inside her. We made out afterward while I fingered her and rubbed her clit to more orgasms.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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 kissed me goodbye. I was planning on calling her the following week, but I somehow lost her number. She also took down her ad online (she mentioned she only wanted to escort for a short bit). I have no way to contact her.

I did find her on Facebook (we knew each other by full name), but I would never dare send her a friend request for fear of my wife finding out. To this day, I still jerk off to her FB pictures lol.

I have not had any extramarital affairs since.

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

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

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? 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? My buddy who recommended “backpage” to me. He high fived me haha.

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? The feeling of cumming inside a woman other than my wife and J’s body.

What was the WORST thing about this hookup? Not having her number anymore.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The world preaches monogamy but this was a great experience for me. I need to do this again but I’m hesitant I might not find someone as perfect as J.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? I don’t condone raw sex with a prostitute. I came (hehe) out lucky this time.

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? Can’t say much since I’ve only had sex with 2 women in my life.

What do you think about the Casual Sex Project? I love the stories posted here.

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