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What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Chicago
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? physician
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
Any other term(s) that describe your sexuality or sexual identity? Sex addict
How many sexual partners have you had in your life (including oral sex)? Lost count 50+ maybe 60+
How many hookup stories have you here posted before? 1

Coworker

How long ago did this hookup happen? 2 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 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? This is probably the sexiest woman I have ever hooked up with. She has the most gorgeous face, brunette, green eyes. She is a fitness fanatic, so she also has a stunning body. She’s got abs, on top of that she had breast augmentation surgery in the past so a full D (I asked) on the chest department. She is about 5 Ft 4 in. I find her to be a total babe. I had found a celebrity that she looks like, however I can’t remember right now, so the closest I can think of is a mix between Demi Moore with Keri Russel’s pretty face. We met at work. I was just wandering the hallways and we looked at each other. She stared at me for a little. I do not believe that was due to interest. I think it was due to our only previous interaction which was over the phone where I had been a little short because I thought something had not been done properly. I finally introduced myself in one of our hallway encounters.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After a few months of playful banter, we exchanged numbers so we could hang out with our significant others together as we were both married. Once I had her number we started flirting quite heavily over text for another few weeks. After it was obvious we were both interested we finally set up an encounter.

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 up at a hotel. The second we saw each other we started making out like a couple of teenagers. I do remember thinking she was sticking her tongue way too much into my mouth, but she was so hot that I was okay with it. She then stopped and started teasing me a little. She played some music and started dancing around the room. She was actually a very good dancer. After a few minutes of watching her, I got sick of being played with so I walked towards her and pulled her towards me. We then danced together for a few minutes. I kissed her again and started to undress her. She then undid my pants but instead of just going at it, she started playing with my waistline and caressing my pubic area, right above my cock. This made me extremely horny. After what seemed an eternity of being teased, she finally said, let me help you with that. She proceeded to give me an amazing blowjob. I felt like I was going to explode for the whole 5 minutes she did it. Luckily, I have always been able to control my orgasms even when I was younger so I held off. I then returned the favor and went down on her. I then fingered her and tried to stimulate her G spot. I quickly figured out that she was the type of woman that enjoyed clitoral stimulation more, so I kept fingering her while licking her clitoris. She then pulled me up towards her. I asked her if she was sure, and she said yes. We started having sex missionary position. I would stimulate her clitoris with my thumb while going at it from time to time. We then went at it doggy style. I pushed her torso towards the bed so I was completely on top of her so I could wrap around my arm to stimulate her clit while thrusting. She started squirming really hard. She had an orgasm about 2 minutes after going into this position. She told me she needed some time to recover so I waited. While we talked she would tickle my penis and lick it occasionally when she was laying on my thigh. She finally said she was ready to go again. We again went at it doggy style. She then had a second orgasm. She told me she could not have sex again, so she went down on me. When I was ready to cum, I gave her a warning, but she just swallowed while she looked at me with that mesmerizing face of hers.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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 kept having sex for about 8 months. She was just a sex bomb. It got even better with time. There was nothing she would not do. We had anal sex and she let me give her facials, face fuck her. I would also oblige with any fantasies she had. Eventually, it became too dangerous. It became obvious we were both developing feelings for each other and I did not want to leave my wife for her so I ended it. She did not take it well. We still see each other in the hallways and have friendly conversations but we stopped texting. I still fantasize about her constantly, but it would not have ended well for either of us if it had continued.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Power / Dominance, Just happened, I don’t know why, just went along with it

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, I was married at the time. It would be dumb to tell anybody about this. Even to my best friend. The fewer people know about it, the better.

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? Somewhat

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? How attractive she was and we had amazing chemistry. The sex was phenomenal.

What was the WORST thing about this hookup? When it ended, I truly felt like I was giving up my sex soulmate. As I said before, I have never found anybody else I was more attracted to than her. We also had a very good time when it came to jokes and activities so it was truly tough to end it. It was also tough not getting caught as I was taking more and more risks as time went by to see her. A few months after we stopped texting she sent me one final message which was heartbreaking.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I was always able to separate sex from emotions until this affair happened, so it made me realize how easy it is for people to get intoxicated with their lovers and want to leave their current partner for a more exciting new thing.

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

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

Anything else you want to add about this hookup? I wish I had met her before we both were married, I think it would have made things a lot easier. We both shared with each other how we thought we were a perfect match. Unfortunately, things usually don’t work out that way.

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? I have had a series of casual sex encounters so it is part of my past and of whom I have become. I am fairly liberal when it comes to sex in general. I wish my wife would share my same open attitude towards sex. Unfortunately when I have jokingly approached the subject she’s made it clear she would never consider it.

What do you think about the Casual Sex Project? I love reading the stories

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