Jess O



What’s your gender? Man
How old are you? 41
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Wichita
Highest education received: High school diploma
What’s your current relationship status? Single
How many sexual partners have you had in your life (including oral sex)? 400+
How many hookup stories have you here posted before? Many

Jess O

How long ago did this hookup happen? A year and a half

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? Just met that day

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? I saw her on an escort site. She only had body pics but she looked good. I texted her and she agreed to what I wanted to do. I said we should meet. She told me where to pick her up, so I headed her way. I got there and I was disappointed right away. I had asked her to wear a dress that she had on in her pics, but she was wearing jeans. She got in the car.  She was not very pretty, but her body was nice.

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 went back to my place. As soon as we got to my bedroom, she stripped and lied down. She had small but nice tits and a perfectly shaved pussy. She started giving me a blowjob while I fingered her. I don’t know if she didn’t like giving blowjobs, but it wasn’t so great. I finally said enough and rolled her on her back. I started rubbing her pussy, getting her wet. I finally get hard enough and pushed my cock into her. She had a tight pussy. I fucked her for about ten minutes before blowing my load deep into her pussy. She went to the bathroom and then got dressed.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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 lost track of her but later saw that she got arrested for prostitution. Lately, I have seen her walking the streets. She looks rough and is probably about 7 months pregnant.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, I don’t know if my partner was on any (other) method

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy/convenient

How wanted was this hookup for you at the time? Very

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

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