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What’s your gender? Man
How old are you? 27
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Medical field
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 0

Nothing Wrong with a Side Piece

How long ago did this hookup happen? 2 and a half years ago

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

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a month

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? We will call her “A”. She was about 5’4 145 pounds. Hispanic with a cute ass and small B cup breast. Met her at work shortly after she was hired to work on the kitchen staff. Knew I would like to sleep with her as soon as I saw her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I approached her and made small talk and friendly conversation. She seemed very receptive to it all. Wasn’t exactly sure how she felt so I found her on Facebook one night and sent a message to see where it went. She responded immediately and things took off from there. Wasn’t till about a week later we admitted to a mutual attraction. We met in a hidden area behind work one afternoon and made out a lot. After exchanging numbers and texting a lot she made it clear she was willing to have sex with me. I suggested we meet up. She had 3 kids and a long time boyfriend she lived with. She had been with him for 7 years and had never cheated. He was the father of her 3 kids.

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 met at a park a little outside of town. I had been there numerous times before to hang with friends and knew there was a lot of hidden backroads nobody ever went down. We met on one of those. I was extremely nervous as I had never cheated before. She looked incredible. She made sure her hair and makeup were done. I had only ever seen her in work clothes before. We made small talk at first and then finally I pulled her in for a kiss. She quickly climbed onto my lap and straddled me. I unzipped her light jacket and took off her shirt and bra to reveal her rather small boobs. A little disappointing considering I’m a huge boob lover. I decided it wasn’t that big a deal. We made out more and I leaned down to suck on her tits. Something my wife hates. She eventually climbed off to take off her jeans and panties. Pussy was nice and shaved smooth but unfortunately was an outie. I’m an innie guy. I slipped on a condom because she asked for one. Then the worst happened. I couldn’t get hard. My nerves or slight guilt must have got to me. I had also never had sex with anyone other than my wife so it was all overwhelming at the moment. We tried numerous times to put it in and it wouldn’t happen. Then she looked at me and suggested we just go without the condom as long as I pull out since she wasn’t on any form of birth control. I instantly got super hard and slid right in her. She felt incredible and was so wet. I think it was the forbidden nature if it or the fact that she wanted it so bad that she was willing to risk it all and let me go raw but it felt so so good. I fucked her for a while and felt myself getting ready to shoot. I looked at her and asked if I had to pull out because I didn’t want to. She didn’t respond and just closed her eyes. I leaned down and kissed her and felt myself start to cum inside her. It was great! When I was done all the feelings of fear of possibly knocking up another woman hit me. Didn’t last long though. We talked for a bit and she laughed at me for using the lame excuse that it felt too good to pull out. Haha. Eventually I convinced her to suck my dick and when I was hard I fucked her and came inside her again. She bought a plan B after we left the park that day.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? I don’t know

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 saw each other at work and agreed that we would keep fucking on a regular basis. She went on birth control for me. I felt awesome for multiple reasons. I was getting sex from my wife at home and my girl on the side sometimes both on the same day. It was also a huge stroke to my ego that I was sleeping with someone else’s girl and she was letting pump her full of my cum. Something she had stopped allowing her guy to do for the risk of pregnancy. I don’t speak to her anymore. She was eventually fired and we lost touch.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Plan B / Emergency contraception

What were your motives for this hookup? Fun, pleasure, horniness, To feel better about myself, To feel more desirable, To feel more confident, Power / Dominance, It was easy / convenient

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

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? Nobody

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? Sex with someone new. Getting to cum inside another guys girl. The boost to my ego.

What was the WORST thing about this hookup? Nothing, maybe her small boobs.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I feel more confident and have since slept with other women on the side.

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

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

Anything else you want to add about this hookup? I have done it 2 other times with 2 other girls and will continue to seek out opportunities.

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? It’s great. I enjoy it and think most people would.

What do you think about the Casual Sex Project? It’s a nice blog.

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