First Time Anal



What’s your gender? Woman
How old are you? 34
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? New York City
Highest education received: High school diploma
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 50

First Time Anal

How long ago did this hookup happen? 7

What was your relationship status at the time? Dating casually

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? It was Saturday night and me and my two best friends decided to go clubbing in Manhattan. We dressed up sexy and went out. After several drinks and my already more than tipsy friend suggested to go to a boys strip club so we did it. We had so much fun drinking and watching the boys and we even ended up dancing a bit white them on the stage. One of the guys made his approach to me and we started talking and dancing together. He was this 35 years old Italian American handsome man, hot and muscled, very attractive and also a smooth talker.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were having fun dancing with the boys. They were half naked with no shirt, only jeans on and I was able to touch and feel his upper body (pecs and abs). He neither lost the opportunity to feel my body while dancing putting his hands all over me and grabbing my ass sometimes. By that time I was getting really horny and he was telling me pretty and naughty things into my ear. I remember him saying that I had a hot body, that my dress was a bit slutty showing off a big cleavage and that he would love to see more of me. I was wearing a white mini dress that barely covered my intimates (no bra) and high heels. We kept flirting and getting hotter and I asked him if he wanted to grab a drink in another bar together. He said yes and left in his car cause all the bars around were closed and had to look around for something opened.

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? On the way to his car, we started making out in the parking lot and things started to become really hot. We were kissing while touching each other. He grabbed my ass and pull out one of my boobs and started licking my nipple which it was already hard. I touched his dick over the pants and I could feel he was rock hard for me and I liked that. I decided to unzip his jeans and pull out his dick and as soon as I saw it I went down on my knees and started sucking his dick. He was pretty big and thick, more than average. I was enjoying a lot giving him a bj in the parking lot where anybody could come and caught us. I sucked his dick until he asked me to stand up again. He walked me where his car was parked and when we arrived he asked me to turn around. He grabbed me from behind and started touching my pussy and tits that were already out. Then he unzipped my dress all the way to the bottom and it felt on the floor leaving me naked only with my thong and heels on. He told me he wanted to fuck me and grabbed a condom from his pocket to put it on. I told him I wanted it too and I took off my thong getting ready for him. He started fucking me from behind while I was bending over on his car. After a while, we switched and he grabbed me in the air fucking me like a beast with his big arms. I had an orgasm while doing it this way. At some point, he asked me if I was down for anal which it was new for me and since I was already very horny and drunk I said yes. We went inside the car to the backside and I started riding him for a while until he decided to pull out and told me he was going to put it in my ass. I agreed and I started to feel the head of his dick in my ass. I gotta say it was new for me but as soon as he reached my whole I could resist the temptation to go down for it. In just seconds, he was inside my ass and I was riding him firmly enjoying every inch is his dick. I had two more orgasms until I felt a warm load inside my ass at the same time he groaned. That’s when I realized he had taken off the condom to have anal and that we were fucking unprotected all that time. I couldn’t say anything at that moment because I was like in shock and I was also having my third orgasm feeling it. We kissed for a bit more, we thanked each other and I left his car to pick up my clothes, get dressed and came back to the club to find my friends. Too late, it was closed and I realized we spent almost 1 hour and half in the parking.

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 never saw each other again. I got nervous about having done anal without a condom, because of the possibility of STDs. My friends told me all men in that club have to take STD exams every 6 months so I calmed a bit

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

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? 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? Best Friends that were with me that night

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

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The best thing was getting laid by a hot stripper in the middle of a parking lot where everyone could see us and also my first time doing anal with a complete stranger made me enjoy a lot. It was a good experience and I discovered I like t and I have done it since then several times.

What was the WORST thing about this hookup? Not using condoms when anal

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No, I think casual sex is really fun if both persons are looking for that

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

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

Anything else you want to add about this hookup? I got std exams after that and I was clean.

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