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What’s your gender? Man
How old are you? 42
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Oklahoma City
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Attorney
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? none

Sex With Married Co Worker

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Same as current status

How would you best classify this hookup? One-night stand

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? Older woman, short, white, average body. I was 39 and she was 52. We are both married. Her husband is in prison and had been for 11 years at the time of the hookup.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had been texting and it turned into innuendo and then explicit. We both knew it was wrong but we wanted it pretty badly. We kissed at work one evening after the office closed. She regretted it in the days after. About four days later, I texted her while I was at work late. I asked if I could come over. She said yes but we would not be having sex. I said ok.

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 went to her house. She let me in. We talked about the mess we had made by kissing. She said she regretted it and we couldn’t do it again. I was on the couch. She sat in front of me on the ottoman. She was pretty close. I started to kiss her and she kissed me back. I started squeezing her breasts. She clearly wanted to continue. I told her we should go to the bedroom. She agreed. We went to the bedroom and undressed. She started to suck my cock. Then we got on the bed and she got on top. She hadn’t had sex for more than 10 years and was pretty tight. She told me I was huge. She fucked me from the top until she orgasmed. I got on top of her and fucked her missionary for about 10 minutes. Then I pulled out and ate her pussy until she came. Her legs were quivering. I turned her over on her stomach and entered her from behind. I started fucking her from behind. I told her I was going to come deep inside her. She said “yes.” As I got closer to coming I stared to grunt as I thrusted deep inside her. She said, “yes, yes, yes, yes…” as I thrusted. Finally I shot my load deep inside her.

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? She told her husband. She felt guilty and told him when she went to visit. He was upset, but he accepted it. She promised to never do it again and told me she wouldn’t tell my wife. I tried to get her to have sex again, but she has held strong. She is a still a coworker and a good friend. I love her. I would carry on an affair with her if she were open to it, but she is not. I respect that.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more

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? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? No one

Did you get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? the sex…we just connect

What was the WORST thing about this hookup? nothing

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? Somewhat negative

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