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What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? East Asian
What continent do you live on? Australia
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Single
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)? over 60
How many hookup stories have you here posted before? 0

Barebacking and Cumming Inside A Prostitute

How long ago did this hookup happen? 2 weeks ago

What was your relationship status at the time? Single

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? Had sex with the lady before, but with condom. The first time was awesome, with both of us so into each other and couldn’t stop kissing each other.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At her place after, I confirmed the appointment for the second time.

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 took our time and just like the first hookup, we touched each other’s bodies and I gave a slow and sensual massage. She was on her stomach when I began to caress and fondle her breasts, then rubbed my penis between her ass cheeks. After about five minutes of that, she began to moan and get wet.

Next thing she commanded me to penetrate her right there and then (no talk about condom use this time). I inserted my penis inside her. It felt warm, wet and moist and good.

Several positions later, we’re in mish and she said she felt good, and her eyes started to get teary. She covered her eyes with her hands. Naturally, I freaked out because I thought I’d hurt her somehow so I stopped and pulled out and asked if she’s ok.

She answered by saying “I didn’t tell you to stop”. I was confused and said to her she was crying that’s why I stopped. She said she cries a little sometimes when the sex gets intense and intimate. “put your dick back inside me” she demanded. So I did. She said she feels so much at the moment so no kissing. Ok, I said.But after three minutes she said, “kiss me”. I obliged. By then I was close to cumming and told her so. She encouraged me and kept saying I make her feel good which of course made me thrust harder. I said to her I’m cumming now….she said cum inside me. For a split second, a part of me wanted to pull out, but her legs locked me in and honestly at that point I gave up and went with the flow and came inside her.

I collapsed on top of her and she held me. After about five minutes, I got up and helped her clean up. She said not to worry as she was on the pill and she gets checked regularly for STDs and STIs. We cuddled afterward and gave each other massages. She gave me a blowjob mid-massage and inserted my penis inside her while we cuddled until paid time is up. I asked her how much extra I should pay since I thought bareback sex and finishing inside wasn’t the standard. She said not to worry about it.

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? I felt alive and happy. The next morning I kept thinking about her. I’ve seen her about 8 times now, and she always wants to do it bareback, with me finishing inside her. I never gave her my real phone number or name for obvious reasons and she does not seem to care.

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), Emotional intimacy, closeness, connection, To feel better about myself, I was feeling lonely

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? Nobody

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Potential STIs/STDs

What was the BEST thing about this hookup? emotional closeness and earth shattering orgasms inside a beautiful woman’s warm vagina without any commitments

What was the WORST thing about this hookup? Cost me lots of money and still worried about STIs/STDs

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I learned people can still be intimate in paid situations, and when time’s up then it’s over til next time. It’s awesome, to have a connection and having my physical and emotional needs fulfilled without having any commitments beyond the time I’ve paid for.

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’m getting horny again thinking about it.

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’s been great, hooking up casually. Paid or unpaid, been in both situations. Paid seem simpler.
I’d like to see less stigma attached to it, no slut shaming, no old boys club mentality. Why can’t we just enjoy each other without having to worry about other people’s misdirected moral crusade and insecurities

What do you think about the Casual Sex Project? Fucking awesome

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