by Big S
What’s your gender? Man
How old are you? 37 at the time
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Lower 48ths
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Pleaser
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? 0
Amazing While It Lasted!!
How long ago did this hookup happen? 7 years ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Friends-with-benefits
How long did you know the person before this hookup? For less than 6 months
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 is a Latina with bronze skin, long black hair, and she is chubby, but not fat. I met her through a dating site. She was very attractive we had a lot in common.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began a few months earlier as I was starting to meet women after my separation. We were both in the same situation, so we had a lot in common and started going out. I did not perform well during the first time we had sex. I know now that I’m the kind of man that needs to feel comfortable to be at my best, sexually speaking.
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 planned the hookup as a weekend getaway in a hotel. By then we knew each other pretty well. She helped me find myself sexually since, at that point in my life, my sex life was very limited. Our plan was to have an amazing time. As soon as we got to the room we had a bath together in which there was oral sex both ways. Then there were lots of positions once we transitioned to a sofa in the room. That felt great and got all of our anxieties out of the way which paved the way for two days of complete sexual frenzy in which I had more than 8 orgasms and she had too many to count. The one thing that made this encounter so great was the amount of communication we had explaining the things we like and having the time to make it happen. For me, the most gratifying moment was having her masturbate me with a combination of her hands and mouth. For her, she really liked that an orgasm achieved with oral sex. For her, the majority of her orgasms were achieved with her on top, having control of the movement. We talked a lot about sex, how it could be better and put it into practice right away, then talked some more about what was more pleasant. She is a very sexual person and a great teacher of sex. The weekend ended and we went our separate ways but we keep in touch.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than 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? After the hook up she started having feelings for me but although I was separated, I wasn’t divorced yet. We keep in touch though and have become sex buddy to this day.
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, Attraction to partner(s), Learning new things, experimenting
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? Some friends.. They were amazed
How would you best summarize people’s reactions about this hookup? Relatively positive
Did you get emotionally hurt as a result of this hookup? A little bit
Did your partner get emotionally hurt as a result of this hookup? Somewhat
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? The sex
What was the WORST thing about this hookup? Seen her emotionally hurt.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’m more open for it now
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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? Where I’m from, women tend to look for more serious relationships. Casual sex must be more accepted as it’s in our nature to enjoy sex.
What do you think about the Casual Sex Project? Great initiative!! Never even thought of writing about this experience.
You have a hookup story to share? Submit it here!