What’s your gender? Woman
How old are you? 21
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 6

Butt Love From Crush

How long ago did this hookup happen? 2weeks

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

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

How long did you know the person before this hookup? For less than a week

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? He was tall, I’d say roughly 5’11. He had dark hair and brown eyes. He approached me on my lunch break one day and asked me to dinner. I thought he was attractive. He was very flirty and could carry a conversation well.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? There wasn’t any planning going into it, it just happened. He definitely instigated it though.

Though the outfit I was wearing on our date probably helped things along too.
I was wearing my favorite pair of thigh high black stockings with a skirt and a cute sweater and heels. I also cannot stress this enough, I LOVE wearing stockings or any kind of hosiery for that matter. That may be why he approached me because that day I had my white pantyhose on and he wouldn’t stop checking out my legs.

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? After dinner, he took me back to my place. The date went well, but on the way back his hand slowly worked his way up my leg in the car. His hand teasing my thigh started to make me wet.

When we got back, we were all over each other but I kept pulling back to tease him. Eventually, he had enough and grabbed my ass and put me on the counter. Our clothes were flying off of us like crazy. Everything except my stockings of course, hehe. He was very hands-on and definitely really liked my butt because he couldn’t stop playing with it.

Even when I was sucking his dick he still would admire my ass. All the extra attention turned me on and made my ass twitch. The thought of anal crossed my mind, but I had never really liked it before, and his cock was pretty big. After a while, he was on top of me and he was rubbing his dick against my clit until he asked me about anal. I said we could try it. He sat up by my headboard while I handed him the lube from my nightstand.

I positioned myself above his lap and we made out while he finished lubing up. He put his hands on my hips and gently pushed down and I felt his massive rod start press against my hole. Finally, I felt a gradual stretch and suddenly he was inside.

It hurt a little bit, but he really used a lot of lube compared to past guys. I wasn’t mounted all the way yet. It took us a little bit of grinding and gentle up and down movements before he was all the way inside my ass. Once he was inside me, something in me flipped. I started moaning and bouncing up and down. He played with my ass and slapped it as I could feel myself stretch more and more. It never felt this good before. It really turned me on.

He fucked me very well that night. He worked me on all fours, on my back, and we fucked while spooning too. By the time my legs were on his shoulders and he was pumping me I had come at least 4 times. He stretched my ass out so much that every motion just went in and out with ease.

He came inside my ass and held it there while we made out. Anal never felt so good, but I can definitely say I will be revisiting it a lot more often!

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? We cuddled and he spent the night. We decided a relationship just wasn’t there, but we would continue seeing each other though we’re not exclusive

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, 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, Intoxication, Submission / Relinquishing power, Just happened, I don’t know why, just went along with it

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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

Did you consent to this hookup at the time? I gave enthusiastic consent

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? My girl friends. They’re all happy for me.

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

Why do you regret this hookup? Not at all.

What was the BEST thing about this hookup? I fell in LOVE with anal!

What was the WORST thing about this hookup? It didn’t happen sooner in my life.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, I’m more open to trying things now.

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

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

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