I Am Still Sleeping With a Married Man

by Jasmine

What’s your gender? Woman
How old are you? 27
What’s your race/ethnicity? Black
What continent do you live on? North America
What country and/or city do you live in? New York
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Teacher
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? 2

I Am Still Sleeping With a Married Man

How long ago did this hookup happen? A couple days ago

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

How would you best classify this hookup? Sex with an ex

How long did you know the person before this hookup? For more than 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? Darren is like a tall glass of water, a breath of fresh air. He is gorgeous, smart, funny and everything else that’s good in this world! I’ve known Darren for over 10 years we grew up together and dated briefly before I moved away for school. I’ve always lived Darren, he is my first love and my best friend. I can talk to him about every and anything with no judgment!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was drinking wine and feeling a little frisky so I texted Darren and asked f he wanted to come over and drink with me! He came right over and we sat on my couch and I talked about life, our dreams and goals and reminisced about the past. He definitely instigated as he started playing with me, picking me up and tickling me. He then leaned over and kissed me and then it was over after that.

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 kissed for a little and I began to get so wet. He climbed on too of me and I could feel his big long dick through his jeans. I grabbed it and gasped at the size! This was and always has been the biggest dick I have ever taken. He pulled down his pants and I stroked his dick as we kissed. He then ripped my pants off and slid right in. He put my legs up by my ears and I scratched his back as his dick felt too long for me to take. It felt so good I couldn’t stop my moaning and scratching him. He looked at me as if no time had passed. We were just two young kids! He then said take it all and I held my breath and I took it and it hurt so well. He then came and I teased him about cumming in me.

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? I felt fine about it. I felt a little guilty as we are both in relationships but I also felt excited because he was back in my life.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

How intoxicated were you? Drunk/high but not wasted

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? No one yet

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? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The best thing about this hookup was just fucking this beautiful man.

What was the WORST thing about this hookup? The worst thing is the unknown. This obviously can’t lead to anything so where do we go from here?

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? Fairly positive

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

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