by Jay

What’s your gender? Man
How old are you? 25
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? NYC
Highest education received: Some college (currently in college)
What’s your occupation? Logistics
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 35
How many hookup stories have you here posted before? 1


How long ago did this hookup happen? Two weeks ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Cheating – One night stand

How long did you know the person before this hookup? For more than 3 years

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 business associate of mine. A is 5’2″ slim beautiful and just a great person to be around. She is fun yet serious if needs be. My company does about a million dollars worth of business with the company she is employed by.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? In a bar. Both wanting each other. Yes. Both of us.

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 were scheduled to meet for our yearly negotiations and A reached out to me and said we should go out after for some drinks. I agreed on the condition that we complete negotiations prior to getting drinks. We met for our yearly contract negotiations and everything went well. As we are about to leave A says to me we have a deal, where and when ? I give her a place near her hotel at 8 pm that night. I go home and tell me wife that I have negotiations starting at 8 and will not be home at all that night. We get to the bar and A is dressed to kill for, so I go in for my first kiss and we make out right there. A turns to the bartender and says close my table I have to go. She pays and she tells me we are going to drink somewhere more private. She brings me to her executive suite and pours me a glass of wine. (Alcohol makes me not cum). I have a glass or two and we continue to make out. I slowly lower my hand down her back and she urge me to continue down to her ass. I grab her dress and pull it off. She pulls my clothing off and starts giving me the best blow job of my life. I flip her over and we 69 for a good 45 minutes. I ate her out while getting a blow job it was amazing. We were both getting a little tired so we took a break went to the porch for another glass of wine. We continued to make out. We came back in and we just went at each other. I started missionary and then we went to doggy and I even got some anal. It was very intense and I finished after about an hour. We were both extremely sore and collapsed into a deep sleep.

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 both felt awesome about it. We hope to do this once a year when she comes into town. We both are professionals who know how to compartmentalize and hope to continue to have the awesome sex.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant, Discussed STI testing history, Plan B / Emergency contraception

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Not at all (no alcohol or drugs)

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? Friend. He was impressed.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? The sex.

What was the WORST thing about this hookup? Cheating on my wife.

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 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? Love casual sex. Did a lot of it as a college student and enjoyed it.

What do you think about the Casual Sex Project? Awesome

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

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