Business Trip

by Brendan

Gender: Male
Age: 50
Race/ethnicity: White
Current location: Oregon
Highest education received: College degree (eg., BA, BS)
Occupation: Engineer
Relationship status: Married
Religious affiliation: None
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? None

Business Trip

How long ago did this hookup happen? Last week

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One night stand

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 was in town on a business trip and it was my last night. I had nothing to do so had gone to the bar. I love chatting with women in bars, but never get very far with them. I’d had my requisite 3 beers and was about to leave when I saw a cute rather small white woman with dyed hair sitting alone in the bar working on her computer. So I asked if she wanted company, and she said she did. We chatted a bit. She’s 34. I asked if she wanted another beer, and she said she did. I moved over and sat too close to her, but she didn’t seem to mind.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I just kept buying drinks and she kept drinking them, keeping up with me just fine, which was kind of surprising to me. She smoked, which I don’t usually do, but did with her. We went out to look for food, but just ended up at another bar on the way. I started nuzzling her neck there and then kissed her, and she kissed me back. She seemed kind of amused at the whole thing. Eventually I asked if she wanted to go back to my hotel room, and again she did. It was pretty easy, and I was happy to have the company and the physical contact. We were both definitely drunk.

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? In the room, she pointed out she had her period. I didn’t care. She cleaned up a bit in the bathroom and came to the bed. She asked for a condom, but I didn’t have one, nor did she. We did almost everything anyway: blowjob, vaginal, anal sex. No cunnilingus because of her period. I felt fantastic during all of it. She was kind of passive, except for asking me to do it harder at one point. I moved her around however I wanted her. I finally had her bent over the bed and fucked her from behind until I pulled out and came on her back, and even into her hair.

Did you have an orgasm? Did your partner(s)? Yes, I had quite an orgasm thought it took a long time to get there. She did not.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No precautions. Really dumb about diseases, though it’s unlikely she could have gotten pregnant since it was her period and I pulled out. Asked her after the fact if she had any disease, but she brushed it off. She didn’t ask me.

What were your REASONS for having this hookup? Loneliness, boredom, wanted excitement. Also, I’m starting to feel old and enjoyed the idea that a younger woman wanted me.

Were alcohol or drugs involved? If so, how much? Yes, lots of alcohol. I had about 8 drinks, and I think she had 5.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? She left before morning. I was horrified and badly hung over the next morning. I could not believe I had done something that dangerous on a whim while drunk. I was very worried I could have caught something serious from her. I know I have no diseases myself. I was also worried about my wife finding out.

I have no hopes for any relationship with this woman. I wish her well, but am happily married believe it or not.

To whom did you talk about the hookup? How did they react? No one.

Was this a consensual and/or wanted experience for you? For your partner? Totally consensual and wanted for both of us.

Do you regret this hookup? If so, why? I regret the stupidity of unprotected sex with a stranger. I got tested two days later and my doctor says I have not caught anything.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was knowing I could actually pick up a decent looking woman and be having sex with her within two hours. No, the best thing was the sex itself, actually.

The worst thing was the cold fear and panic the next morning when I realized I could have caught anything from her.

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

All things considered, how NEGATIVE was this experience? Very negative

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