A Simple Proposition

by Christoph

Gender: Male
Age: 28
Race/ethnicity: Caucasian
Location: North Florida
Highest education received: College degree
Occupation: Health professional
Religious affiliation: Christ-follower
How religious are you? Very
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? 0

A simple proposition

How long ago did this happen? 2004

How would you best classify this hookup: 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? She was a slender, freckled, tall-ish blonde. Her hair was just past shoulder length. I thought she was quite cute when I met her. We worked together at a campus eatery. She was a new employee and I had been there for a couple of semesters.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was helping her learn the nightly closing routine. The first couple of shifts were comedies of error – I would explain something, walk her through it, she would misunderstand – funny enough but perplexing. There was a palpable tension between us and I thought it was her worry over whether or not she was doing ok. Then, on the third or fourth night, our supervisor having stepped out for a smoke break, she walked up to me, bit her lip and said that she had something to tell me. “I want to fuck you.”
It took me by surprise, I’d never encountered so forward an advance. We exchanged numbers and I told her to expect my call after I’d gotten home. Then we got back to work and acted like nothing had happened.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Once we were in her bedroom she sat down on the edge of her bed and I stripped her down to her panties. She pulled off my shirt and pants and we kissed and groped and caressed and got the feel of each other’s bodies for a little while. Then she pulled down my boxers and started stroking my cock, and gave me a little blowjob, more as lead-up than main attraction. She was very enthusiastic which was totally hot. After some of this I pulled her panties down and massaged her mound and lips lightly, spreading her moisture, getting her as worked up as I could gently. At one point I pulled her legs apart and moved to go down on her, but she stopped me. We proceeded straight to sex – rear-entry, doggy style, missionary. I came twice, but she did not that I could tell.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We used condoms during the penetrative sex but not during the oral. She and I had talked about STIs before getting to her bedroom.

What were your REASONS for having this hookup? I was excited to be desired by her. I wasn’t getting any sex regularly so I didn’t want to miss out on this opportunity.

Were alcohol or drugs involved? If so, how much? When I arrived at her apartment I rolled a blunt and we smoked it on her porch before heading inside.

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? We fell asleep that night together and in the morning she actually drove me back to my apartment. Afterwards we worked one more shift together, which went well. Then she stopped coming to work. We saw each other on campus a few more times that semester, but only in passing.

To whom did you talk about the hookup? How did they react? At the time I didn’t tell anyone. Eventually I told my roommate and a couple of our closer female friends. They were generally positive about it.

Was this a consensual and/or wanted experience for you? For your partner? Yes and yes.

Do you regret this hookup? If so, why? A little – I had a girlfriend at the time. Our relationship was breaking down, not fulfilling either of us emotionally, intellectually or physically anymore. Regardless, I did not tell my girlfriend about it and that dishonesty has mildly soured the memory for me.

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 her directness in the beginning. In retrospect, this experience brought into sharper relief my dishonesty. The rest being so thoroughly positive, though, got me to thinking about the ways in which casual encounters could be more or less healthy.

All things considered, how POSITIVE was this experience? Fairly positive
All things considered, how NEGATIVE was this experience? A little negative

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