What’s your gender? Man
How old are you? 22
What’s your race/ethnicity? Black
What continent do you live on? North America
What country and/or city do you live in? New Jersey
Highest education received: Some college (currently in college)
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Craigslist Encounter and First Time Losing Virginity

How long ago did this hookup happen? 1 year ago

What was your relationship status at the time? Single

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? She was Puerto Rican, age 22 with long dark hair. She was about 5’6 and weigh roughly 130-140 so a little chubby, but that how I like my women. It was Sunday morning, I met her through an ad she had posted on Craigslist which was title looking for a soulmate with her number. We started talking for a bit and had a decent conversation and then she later reveal to me she was actually an escort. I was slightly upset that she wasn’t looking for someone special but after seeing what she look like plus I have a foot fetish and she sent me a picture of her pretty toes and we had an amazing convo 15 mins turned into 3 hours I don’t regret $60.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So I picked her up near this gas station. I didn’t tell her the car I was driving so I could bail just in case. but she looked way better in person than I thought. She did not look like the escorts that I seen roaming the streets that look like beat up. Anyways, we were looking for a nice spot, but being that morning it was hard to find a nice spot so instead I snuck into my parents’ house, which was perfect because my dad needed the car and it would just be us alone. We started talking from the moment she got in the car she was funny legit dying of laughter. When she was in my room at one point, we were laughing so hard we head butted each other.

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? 1 hour passed and this time my head was on her chest and we was just cuddling. Then eventually I worked my hand into her pants just happy I knew what vagina feels like. My dad call told me he was on his way so I just took off her pants and started eating her vagina. This was my first time ever doing that but i watched a how to video and basically doing what they had taught me and hearing her moan and pull on my dreads felt amazing. Then, I started sucking on her breasts and neck. The sounds she was making really turned me on. So after 15/20 mins of that, I finally inserted and all I could say was wow. It was so warm and wet and I was on top so I gave her slow strokes then a hard pounding. Then when it slipped out I decided to start sucking on her toes and her laugh was so funny. She was screaming it tickles turn me on even more then I continued to eat her vagina and then rubbing my penis up and down on her vagina and just I was about to insert it again my dad came home lol. So I had to sneak her out and when I dropped her off we hugged goodbye.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

Did your partner have an orgasm? I don’t know

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? After the hookup, she texted me the next day to find out how I was and we chatted for a bit. She gave me another number to reach her on which i was guessing was her main number. Later in that week when I texted her, I didn’t get a response on either number. No expectations at all just wish we could have do it again since we where interrupted. Nothing but positive vibes from her

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

What were your motives for this hookup? Fun, pleasure, horniness, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

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

What substances did your partner(s) consume? Marijuana, hashish, I smelled weed on her but I don’t know what else she might have done .

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

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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 ever received the full story. This is the first time I’m coming cleaning about the experience. My friends and co-workers at the time just know I got laid. I’m pretty sure I’m never going to tell anyone unless they did something similar.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? The best thing about this hookup was this was the first time I had sex. I finally know what it was like to have and it feels amazing. It made me confident for future sexual partners. I feel because we had a lot in common, she kept making me laugh, she allowed me to do what I want, and was open minded I wasn’t mad that I had to pay plus it gave me a chance to know her better. I feel no regrets losing my virginity the way I did.

What was the WORST thing about this hookup? The fact that I did not use a condom. She told me she was clean and when she do have sex it mostly safe play. However, I did get a scare I notice a painful sting when I pee. When I went to the doctor, thankfully, it was just a UTI (rare in men but better than the clap) also I checked for STDs and STIs and thankfully I’m clean. The thing is though I still don’t want to wear condom. I’m just more selective who I sleep with. Also the fact that we didn’t get to finish and I never seen / heard from her again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes it made more confident that I know how to satisfy a women when the time. It made me realize I love bigger women not obese but women ranging 130-160 is sexy to me.

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 guess to anyone considering going down the same path to losing their virginity like I did all I can say is my experience was positive. I had fun, did not have to hide my kinks, and did not have any regrets. Most people I personally know said their first time was lousy or they regret the person they did it with because they ended up breaking their hearts later on. Now again everyone story different but for me, I have no regrets about this girl and would still be willing to do it with her.

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? I enjoy casual sex just as much as the next man but when it comes to sites like craigslist or any site in general I just wish society was different for men.

What do you think about the Casual Sex Project? It gives people like me a chance come clean about things they wouldn’t normally discuss to other people. I hope to post more stories in the future and I hopefully C.S.P is hear for a long time.

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