This post is sponsored by Trust Massage Oil.


What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Anaheim
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Dating casually
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? probably 20+
How many hookup stories have you here posted before? 0

Fun with a Waitress

How long ago did this hookup happen? A few weeks ago

What was your relationship status at the time? Single

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

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? Her name was Cheryl. Beautiful half white, half asian mix. Probably 5’7″ with a nice rack. Very sexy long legs and long curly black hair.

Had never met her before that day.

We met at a Cheesecake Factory.

Definitely attracted at first sight.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had decided to grab a drink at the cheesecake factory nearby me. Popping it, it was kinda crowded but I took a seat near the bar. Cheryl introduced herself and took my order. I instantly was attracted to her and began to flirt. At first she played it off but I was determined and kicked up the charm. It started to work and after a bit she admitted that her shift was ending soon. I asked if she wanted to hang out afterwards. I think at this point she knew what direction this was going and didn’t mind the idea.

I told her I would wait at the restaurant inside the same mall at the bar. If she wanted to join me, that would be great but no pressure either way. I paid my bill and walked over. I waited a good hour. She had said her shift was going to end thirty minutes after I left the cheesecake factory so she was thirty minutes late. I was about to give up when she walked in. She seemed a bit nervous but I bought her a drink. We talked for quite a bit, but I made sure that what I wanted was never far from our conversation. I asked the usual questions about boyfriends etc. She hadn’t dated anyone for over a year and hadn’t been laid in that amount of time. I of course offered my services.

A few drinks later and her wall had come down and she said she wanted to go somewhere more private. I offered to talk her to my car and then to my place which was nearby. On the way to my car we made out. Our hands were on each others asses.

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? Entering the car my dick was throbbing at the idea of fucking this hot asian/white waitress. Seeing this, Cheryl made a comment and quickly unzipped my pants pulling my dick out. She began to jerk it off while kissing me. She said she had never fucked in a car before. I told her I hadn’t either. The parking lot was fairly empty and I was parked away from most of it. She went down on my dick and began to suck it. She was pretty good at it. While she sucked me, I gropped her tits and ass. I was able to work my way down the back of her pants and began to finger her pussy which was soaking wet.

A few minutes into it, I saw a couple walk by. I told Cheryl but she didn’t care. They certainly saw us because they began to laugh and stare. She said she wanted my dick in her. I told her I didn’t have a condom on me but that I was clean. She said she was on the pill. She got into the back seat, removing her pants. She was wearing a black lacy thong. I got in back as well and was going to go down on her but she told me she wanted my dick…NOW!

So I took of the thong and slipped my pants off. Entering her pussy was easy since it was so wet. I began to fuck her pretty hard, rocking the car. Every once in a while I would look up to make sure we weren’t caught. I saw a car driving by so I slowed down. Cheryl told me to fuck her hard but I waited til the car passed by. I lifted her shirt and bra exposing her tits. Her left nipple was pierced and the right one had a tattoo on it. I sucked her nipples as my cock pounded her pussy.

Her moans grew louder and louder. Her right foot ended up on my rear window. I told her to lower it so that we wouldn’t get caught. She told me to shut up and fuck her so I obliged. As I bit on her nipple I could feel her hips buck as she screamed that she was cumming. Her pussy clenched and she groan and screamed in orgasm. It was such a turn on seeing her cum that I did double time and reached my peak as well.

Telling her I was cumming, she told me to give her my cum. So in one more thrust I came, I could feel my jizz spill into her trimmed and wet pussy. She wrapped her legs around me keeping me from pulling away. I laid on top of her, both of us breathing hard.

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? Collecting ourselves, I gave Cheryl some tissue from my car and she wiped the cum from her pussy. She said she had never done anything like that. Of course I hadn’t either. I asked her if she was worried that someone might have seen. She told me she didn’t give a fuck. She needed a good lay and that was what she got. I told her that I was always available if she need some good D from time to time. Getting dressed she grabbed my number and gave me a quick kiss leaving the car.

I drove home, every once in awhile looking back in the rear seat remembering what went down.

About a week later she gave me a call and asked to hang out. I went over to her place and she didn’t waste time and we had sex five or six times that night. She even let me do it in her ass which was a first for me. We haven’t gotten together since then but their is a chance of becoming long term fuck buddies

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), Learning new things, experimenting, Thought it was an important experience to have, Intoxication

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

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? I told a few friends and my ex whom I still have a sexual relationship with. She asked for the details and even said we should ask Cheryl for a threesome since she wants to play with women.

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? Fucking a fine half asian half white woman and possible forming a long term sexual relationship

What was the WORST thing about this hookup? risking getting caught but that was a turn on as well

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope. Always enjoyed casual sex. If it does anything it fortifies the notion that its a good thing

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

All things considered, how NEGATIVE was this experience? Not at all negative

What do you think about the Casual Sex Project? fun experience

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