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What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Tampa
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Sales
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual

Sex With Coworker

What was your relationship status at the time? In a relationship (monogamous)

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For 1 to 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? Kelly is 5’6, and 120lbs with a killer body. Her tits are probably 34c and she has an ass to die for. We worked together in an office. She was a new and 24 at the time while I was 40.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it?  We became friends on Facebook and began messaging each other as I was new to town. She sent me a very sexy picture of her legs at the pool one day and said it was a nice day. I told her the view looked amazing and she asked if I’d like to see it in person? We continued to flirt that afternoon so I invited her over to my condo.

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?  She came over and we opened a bottle of wine while sitting on the couch chatting. After a few minutes, I leaned down and started kissing her. We proceeded to make out on the couch with me sucking on her luscious tits. When I slid my hand inside of her panties, she was soaking wet. I led her to the bedroom and removed her clothes. I proceeded to lick and suck her bald pussy until she came all over my tongue. I stood up, removed my clothes, then stood her up and bent her over the bed. She had on very sexy high heels. I slammed my cock deep inside her pussy and fucked her until she was breathless. She told me she was not on the pill and not to come inside of her, but I told her that I had a vasectomy and that I was going to fill her pussy full of cum. That turned her on even more and she begged me to come inside of her pussy. I flooded her womb with my seed and we fell on the bed a sweaty mess. We laid there for a little while and fucked a second time, but not before she sucked my cock hard. This was the beginning of a great summer.

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 continued to fuck each other on a regular basis. The age difference wasn’t something I was really interested in making a permanent relationship, but she was interested. She got married and didn’t want to violate her relationship after that. However, when she was six months pregnant, she messaged me and we got together for some great pregnant sex.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization

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

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