Work Fling

by DJ

What’s your gender? Man
How old are you? 31
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (not currently in college)
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Bisexual recovering sex addict
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? Too many to count

Work Fling

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

What was your relationship status at the time? Sort of undefined but probably not single if I’m being honest.

How would you best classify this hookup? Short fling

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

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? C was a girl that worked in my office. She wasn’t in my department but her desk was right next to mine. She was 22, short, fairly thin, nice curves and brown curly hair. She was very nerdy but hid a highly sexual side of herself.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? C and I were immediately attracted to each other from the moment we met. We admitted it to each other after our fling began. She would wear very short skirts and dresses that hugged her curves. But her nerdy and workaholic persona allowed her to get away with it. We began to flirt, and talked a lot via text. She had a boyfriend at the time, though she talked openly about wanting to break up with him. We eventually started to go out for drinks after work twice or three times a week. We loved talking to each other. At one point, we went to a work function and spent much of the time texting dirty things to each other and playing footsie under the table. She was a huge tease, but I knew if I played my cards right I could make it pay off. Then one night after we went for drinks, I finally snagged her. She had had enough drinks to have some liquid courage, though she wasn’t trashed. So we went out to the car and started making out furiously until she said, “I need to feel you inside me.” I refused though, stating that I had to go see my mom who was in the hospital. She didn’t take no for an answer and followed me home. We fucked in the car in the driveway but I was so stressed and feeling guilty about my mom that I could hardly get it up. I got it up for about two seconds and came inside her quick. That wasn’t the hookup I wanted to write about though.

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? The next time we went out together was different. We couldn’t go to my house to have sex so we drove to a park. The weather wasn’t super nice that day so we figured that it wouldn’t be too busy. We were wrong. It was incredibly busy. But we parked far away from other cars and climbed into the back seat. We made out for a while which was always intense. Then I flipped her onto her knees and fucked her from behind for a while. She had a great ass that was very bouncy and fantastic legs. She had trouble giving up control in bed though and didn’t know how to get pleasure without being in control. So I let her straddle me and I’m very glad I did. She rode my cock for about half an hour. Her perky, c cup tits bounced in my face and her shaved pussy felt amazing in my cock. We were rocking the car back and forth and the windows fogged up like crazy. We noticed people walking outside near the car and didn’t slow down for a beat. She came and then kept bouncing until I just blew a huge load inside her. It was amazing.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one.

Did your partner have an orgasm? Yes, one.

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 work in close proximity and our group of work friends apparently started to catch on. She broke up with her boyfriend and I ended up getting into a monogamous relationship. But we did still fool around a few more times until I finally cut it off.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, birth control pill / patch / ring / injection / implant.

What were your motives for this hookup? Fun, pleasure, horniness, attraction to partner(s), learning new things, experimenting, emotional intimacy, closeness, connection, intoxication, to feel more confident, power/dominance.

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? A little tipsy/high.

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? I eventually told one of the friends in our group. She wasn’t surprised. C no longer works at our company so its not a work problem.

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

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? Her body.

What was the WORST thing about this hookup? She is often very detached during sex. She has trouble focusing on the moment and would rather just get to the finale. That’s something we eventually worked on together. Which I might write about later.

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? Very 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? The night that we first had sex, when my mom was in the hospital, was one of the low points of my sexual addiction. I remember getting to the hospital and my mom being asleep. The nurse said I just missed her. I was devastated because I really didn’t know if she was going to be ok and I wanted to see her. I sat there crying for five minutes saying I’m sorry I’m sorry I’m sorry. Thankfully she was ok and I have been much better lately.

What do you think about the Casual Sex Project? It’s awesome.

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

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