by Steve

Gender: Male
Age: 31
Race/ethnicity: Caucasian
Current location: Portland, OR
Highest education received: Some college (not currently in college)
Occupation: CEO
Relationship status: Married
Religious affiliation: Christian
How religious are you? Somewhat
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? High sex drive
How many sexual partners have you had in your life (including oral sex)? 20+
How many hookup stories have you here posted before? 0

Hot Chocolate

How long ago did this hookup happen? 9 years ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Fuck buddies

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 model.  5 ft 9 inches tall.  Mixed black and white.  B cup breasts with a really beautiful bottom, long toned legs and a beautiful beautiful face.  She is now an actress.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Met in school.  We had the same major and spent a lot of time rehearsing together in groups.  We developed quite a friendship and enjoyed each other very much.  Chantel and I went to her dorm so she could freshen up.  At one point I went to the bathroom and came out and around the corner and she was sitting on her couch in her red panties with her oants half way on and half off.  We laughed and she joked that I was to blame for not announcing my coming aroubd the corner.  That night after a rehearsal we all went out for drinks and food.  Chantel (not her real name) and I sat next to each other and our professor and amother friend sat across from us.  Wee had a great time eating food and drinking wine into the evening and decided to call it a night around 10pm.  Chantel and I had been flirting nearly all night and had developed an unspoken “look but don’t touch” dynamic. I’m a pretty decent looking guy but she was next level beautiful and quite frankly a little intimidating.  I had been married for two years to a really beautiful girl but I wasn’t thinking about her in that moment because the allure of a mixed race model who was interested in ME (???) was a lot to process and I wanted her so bad.  So we walked around for a while just she amd I and then we called a fee friends to see what they were doing not quite ready to end the night.  We found our friends hanging out in another dorm room and spent some time chatting and drinking a few glasses of wine.

Eventually Chantel amd I announced that we were going to be leaving and said our goodbyes.  Chantel and I again walked back to her dorm tower and made our way up the elevator and into her dorm.  By this time the sexual tension had risen.  It wasn’t the wine and it wasn’t simply attraction, we legitimately enjoyed each other but my being married and her not wanting to be tied down by someone wouldn’t allow a long term relationship to exist.  So there we were in her dorm chatting and discussing our respective situations.  We finally both made our way onto her bed and ended up laying side by side.  We continued to joke and flirt and she made her way to her pillow legs now stretched out across my stomach like a “T”.  Inevitably our conversation turned to what my wife would think about me being in another woman’s dorm and how would I explain the late evening etc.  I was getting so worked up amd I told her that she shouldn’t try to tempt me etc etc etc.  We played on for a while but finally it was time to call it a night or make it a night.  I decided to make the first move…

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? I ran my hand up the inside of her thigh and told her that she shouldn’t tempt me with “this”.  When she asked “with what?” I placed my hand directly on her mound and leaned in to kiss her
She kissed me back and we started to make out heavily.  Once we were making out for a while I slipped my had down the front of her tight stomach and into the lining of her panties, past her hair and slid my middle finger into her pussy.  She responded by unbuttoning her jeans and slid them off completely.  I responded in kind and then went down on her.  I ate her pussy for a while and then came up and had her suck on my cock for a bit.  Her pussy was amazingly tight.  It was beautiful to watch my cock slide in amd out of her pink hole surrounded by the dark creamy chocolate that were her pussy lips.  I almost shot a load of cum in her but managed to hold back.  I finally came after another stint of fucking her but my cock was still really hard amd I was enjoying eating her pussy.  Eventually I started fucking her again and we continued to fuck missionary then doggy, then on her side then on her back with me standing.  Eventually the sun started to show through her window and I knew I was in trouble at home.  I literally couldn’t stop fucking her though.  Her body was really spectacular and I just loved being in her.  We Continued to fuck for a while and then I turned her around ass up and face down.  She reached between her legs and played with my balls and I returned the favor by rubbing my thumb on her ass hole and playing with her clit.  The closer I got the faster I went and the deeper she pushed against me.  I pulled out and shot a huge creamy load on her ass and back.  We laid there for a while, kissed, talked and laughed and then cleaned off and I left.

Did you have an orgasm? Did your partner(s)? I had two she did not. (Told me.later she can’t  orgasm)

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Tried to use condom but wouldn’t fit.  I pulled out both times.

What were your REASONS for having this hookup? Really fun girl who I enjoyed spending time with.  She was and is incredibly beautiful.

Were alcohol or drugs involved? If so, how much? Some wine but that wasn’t the impetus.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I am still very fond of her.  She is a special person.  I felt amazing afterward, happy.  I had no expectations other than friendship and possibly hooking up again (which happened a year later as she house sat for her aunt and uncle)

To whom did you talk about the hookup? How did they react? One of my lady friends. No one else.  She told me to be careful that my wife didn’t find out.

Was this a consensual and/or wanted experience for you? For your partner? Yes to both.

Do you regret this hookup? If so, why? No.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Being able to share each other for several hours.

Nothing.

No.

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 or anything else? My morality was not an issue which was a little concerning at the time.  Why didn’t I feel worse?

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