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What’s your gender? Man
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 150+
How many hookup stories have you here posted before? None

Unplanned Bareback Sex With Escort

How long ago did this hookup happen? Just now

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

How would you best classify this hookup? Paid sex

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 this partner through an escort web site. This was our first meeting. She was alternative looking, with short dark hair and dark eyes, large breasts that were pierced.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? This was an arranged meeting. She came to my hotel room.

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 began by talking, but I was incredibly horny and took charge. I could tell immediately that she liked that a lot and that fed my intensity. We kissed, I slapped her ass, she asked me to get more aggressive. I straddled her face and fucked her throat, pulling out from time to time to slap her cheeks with my cock. I demanded that she masturbate for me and she had a powerful orgasm. I went down on her while sliding a vibrator into her ass, which led to several more orgasms, with cries of “holy shit!” She applied a condom and we fucked, first in missionary then doggie. The fucking was hard and intense. She was as responsive a partner as I’ve had in quite some time.

I pulled off the condom and ordered her to slide her pussy up and down my bare cock. She was nearly out of control at this point and came twice more, sliding and grinding against my throbbing cock. She tried to pin me down and reverse roles, but I fought back and regained control. At that point, she looked into my eyes and said “I don’t give up that easily. You’re going to have to take it!” I grabbed my cock and positioned the head at her entrance, sliding it up and down her lips in a teasing motion. I then grabbed her around the waist with my free hand and thrust against her. She made only the weakest attempt at resistance, and so I slid about an inch of my bare cock inside her. She cried out in delight and slid all the way down on me as I thrust up into her. We began to fuck hard. The sensation of her bare skin and her juices against my cock was amazing. I don’t normally do this of course, and the forbidden nature of it drove me wild. I rolled her over and pounded her hard, asking her if she liked how if felt. She screamed, “oh my god it feels so fucking amazing!” I finally pulled out and jerked myself to the edge, pausing to build up pressure, then unloaded all over her pretty face.

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 enjoyed every minute. Although I don’t expect bareback sex to become part of my regular hobby habit, the spontaneous nature of this combined with the highly intense atmosphere was something I will always remember. I don’t know if I will see this person again, it’s possible but not likely.

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

What were your motives for this hookup? Fun, pleasure, horniness

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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? No one. This is my little secret.

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? Not at all

What was the BEST thing about this hookup? Sexual intensity, bareback skin-on-skin contact, forbidden nature of the act.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really.

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

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

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