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What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Buffalo NY
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 0

1st Meeting

How long ago did this hookup happen? 5 years

What was your relationship status at the time? Divorcing

How would you best classify this hookup? Friends-with-benefits

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? She was 5’7”, hazel eyes with shoulder length light brown hair. Athletic body and gorgeous long legs. She replied to a Craigslist ad I posted while going through my divorce.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One Saturday night I received an email from her responding to an ad I placed on Craigslist seeking a very passionate female interested in an ongoing FWB relationship. Sunday afternoon we texted a few times then decided to meet later that day for drinks. When she pulled up in the parking lot and exited her car I could not believe my eyes as she was even more beautiful in person than in her pictures.

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? After a few drinks and some talk about what we were looking for she invited me back to her place. We had another drink on her couch when I began to kiss her, at that point our hands ran wild all over each other as we passionately and sensually kissed for what seemed like forever. She then began to rub my hard cock through my pants, and I slid my hand inside her shorts and rubbed her clit. We then went to her bedroom and 69ed, her smell and taste were so good, and I needed to be inside her. Before we ever got together I told her I wanted an ongoing relationship with a single woman because I wanted us to be able to have bareback sex and she was ok with that, so I slowly began to enter her warm tight pussy (she had 2 children, yet she was without question the tightest I’ve ever felt). Missionary, doggie, reverse cowgirl, then her on top but our bodies pressed tight together. Finally, our lips locked and I just exploded deep inside her, I came so hard because fucking this gorgeous woman bareback was an unbelievable turn on. She then told me she wasn’t on any birth control. She didn’t expect me to cum in her pussy as she thought I would cum in her mouth, so she never mentioned it. She decided that she would get a morning-after pill the following day and asked if I would like to spend the night and I could cum inside her beautiful tight pussy over and over if I wanted. I couldn’t resist.

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? We continued to see each other as friends with benefits for about 6 months but it eventually became a regular relationship

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), Emotional intimacy, closeness, connection, I was feeling lonely

How intoxicated were you? A 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? None

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? Amazing sexual chemistry right from the beginning

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? No

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

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

What do you think about the Casual Sex Project? I think it is very interesting

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