Little Miss Lady



What’s your gender? Man
How old are you? 37
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Denver, Colorado
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Lab technician
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 13
How many hookup stories have you here posted before? None

Little Miss Lady

How long ago did this hookup happen? It started a year ago

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

How would you best classify this hookup? Fuck-buddies / Booty call

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? My long time girlfriend Sara is five foot six and absolutely beautiful. She has a soft, round face, almond green eyes, a small button nose, sexy full lips, high cheeks, she is pale, a natural red head, and she has some tan freckles. She’s got wide hips and large c cup breasts with slightly large nipples, a sexy small bubble butt, sexy legs, and sexy size five feet with a high arch. She has a great figure and we hike alot.

I’m white, blonde, five foot ten, athletic, and average looking.

My wife’s hook up was my buddy and my best friend since high school, Jerome. He’s six foot, two two hundred and thirty pounds, and very athletic. He has large biceps, he works in a wearhouse, he has a few tattoos, and has a short small afro when his hair is not in cornrows.

I’m 36, Sara is 29, and Jerome is 35.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had won a cruise vacation, all inclusive, for four people. The rooms were neat, almost like a hotel suite, and the bed was huge. We went down to a club to have some drinks and mingle with others and of course dance. Sara was looking amazing in a little black cocktail dress with white trim ,black thigh highs, open high heels, and her hair back in Dutch braids. The club was dark and blacklit with a blue ambient glow coming from the floor. We moved around the club meeting people and having a few drinks with people at our table. Jerome and Sara were sharing a dance here and there. Their dancing was getting a little more provocative each time they hit the dance floor. There was a little groping or a fondling going back and forth.

Early in our relationship, I confessed to sara that I had a small cuckold fantasy. We watched a few pornos of it, but she said that it was not for her. Jerome went up to the bar getting us another drink and Sara sat next to me. Her sexy green eyes were looking right at me. “Do you still have a cuckold fantasy,” She asked me. I told her yes, and she said: “good, then it will not be cheating when I fuck Jerome.” The club closed and we went up to our room.

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 got up to our room and we rolled a blunt went out on our balcony. We lit up and smoked the blunt. Not wearing any panties, Sara sat on a short table on the balcony, showing off her legs and mostly bald pussy that had a little copper red landing strip that sat above her little wet tight pink pussy. Me and Jerome stood passing and smoking the blunt with Sara, just staring at her pussy. We put the blunt out and went inside our cabin. Sara let her dress slip off and sat on Jerome’s lap on the little white sofa. She ground on his lap a little and told him I said it was cool if they had sex. Jerome played with her pussy, finger fucking her and playing with her tits. Sara sucked his dick as best as she could. Her mouth stretched, wrapping around his cock. She jacked him off into her mouth. Jerome was fingering her the whole time, and was now up to three fingers.

He pulled out of her mouth and picked her up, putting her on the bed. Jerome ate her pussy, latching on her clit with his mouth and fingering her at the same time. Jerome crawled up between her legs with his fat cock head rubbing up and down her pussy before slowly penetrating her. She wrapped her arms around his back and they kissed a lot. He sucked on her breasts and choked her, dirty talking as they switched positions. Jerome bent her over and picked her up, pounding her while standing up. It took thirty two minutes and Jerome emptied his cum deep inside of her. We smoked another blunt completely naked, then Jerome and Sara went for a second round. Neither of us worried that Sara not on birth control. The doctor said she couldn’t get pregnant, so there was no condom and Jerome came in her three times.

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 got home a few weeks later. Sara was having morning sickness and took a pregnancy test and found out she was knocked up, so I allowed her to keep fucking Jerome.

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), Learning new things, experimenting, Thought it was an important experience to have, Intoxication, Making new friends, Didn’t want to disappoint my partner

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol, Marijuana, hashish, MDMA, ecstasy, molly

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 really.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Opening the door to new experiences

What was the WORST thing about this hookup? Unexpected pregnancy

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really just a little more open to the idea of new experience.

All things considered, how POSITIVE was this experience? Very positive

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

Anything else you want to add about this hookup? I love how it opened my girlfriend up to erotic experiences.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Casual sex is a way to introduce new experiences into a relationship but you have to make sure your relationship is strong.

What do you think about the Casual Sex Project? It’s a good place to confess your untold story.

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