by

What’s your gender? Woman
How old are you? 23
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Chicago
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Actor
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
Any other term(s) that describe your sexuality or sexual identity? Kinky
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 0

Off-Stage

How long ago did this hookup happen? 3 months ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

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

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? If I had written down my type of man physically, he fit it to a T. Tall, dark, and handsome, with glasses. Sweet as anything, a sense of humor and ridiculously intelligent, which I find incredibly sexy. He was 30, I was 23. We had met performing in a show together and became fast friends. Talking to him, I knew he had a girlfriend and I automatically pushed my intense feelings of attraction aside. That was hard to do. I had gotten out of a three-year relationship four months earlier and had sworn myself to celibacy for a long time because that’s what I thought I needed to heal. But the minute I saw him, I felt something in my chest AND under my skirt. It had been a while since I felt something down there.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One night, I drove him home to his home stay’s house and he invited me in (a red flag I completely missed). We sat on the couch and started to watch TV and when I asked where his home stay family was, he said they were out of town (another red flag that I didn’t see). Ten minutes into watching TV, I turned to say something to him and he straight up asked if he could kiss me. I was taken aback, but I felt electricity shoot straight to my underwear. I reminded him he had a girlfriend and I wasn’t that kind of girl. He explained that their relationship was open for reasons they had agreed to. I was still taken aback and we sat there in silence for another two hours before we talked about it again. After talking it over, I gave in to my desire and he lead me upstairs where he proceeded to give me the most incredible oral sex of my life for the next two hours.

We continued that routine for the next two days and then the show ended and we went our ways. About a month later, I got a text from him saying he was gonna be back in the city on Monday and wanted to know if I’d like to get together. Tuesday, I took a trip up to where he lived and went to his apartment.

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? He took me into his room and sat on his bed. I sat on his lap and we began making out. The kissing was exciting, especially since I had been kissing the same man for three years before him. It was so new and hot. I had also had full on penetrative sex with my previous boyfriend, so this guy was about to be my number 2. His hands were on my thighs, sliding my dress up. I was soaking within seconds. I always wanted to get with a guy slightly older than me, because they’re more mature than guys my age. And he not only proved that he proved he was more experienced.

He picked me up and he lay back on the bed and literally ordered me to sit on his face. He pulled my underwear off in one swoop and immediately started sucking my pussy. I had never been with anyone who knew how to give head that well. My back was arching and my head was thrown back as I started moaning loudly. I came within seconds. He sat up and flipped me onto my back where he pulled off my dress and bra so I was completely naked. He took his water glass, put an ice cube between his lips and began to run his mouth all over my breasts and neck. He didn’t even ask to do this, and I was so turned on. His mouth began wandering south, where he began to suck my pussy again. I almost exploded from how amazing it felt, ice mixed with the heat. He slid two fingers inside me and it was the most amazing finger fuck I have ever had in my life. The man knew what he was doing. I came about 8 times. I then pulled his shirt and shorts off and lowered my mouth to his large, uncut cock. My first uncut cock. I took him in my mouth and began moving up and down. His breathing got heavier and heavier as I deep-throated him. Within minutes, I felt him convulse under me and come in my mouth. I swallowed with a smile.

He then got me on my back again and slid right inside me. I had never been with an uncut cock before, but oh my god, he felt incredible! He began pounding me hard, while one hand ran all over my body while the other hand played with my clit. I hadn’t even come yet, and this was already the best sex of my life. He was flipping my body into positions I had never even thought to try before. He shifted me onto my hands and knees and started fucking me hard doggy-style. He pulled my hair. My back was arching, we were both sweaty and I cried out his name as we both came hard at the same time.

We fell onto the bed, exhausted and smiling. We talked for hours, about anything and everything. We proceeded to have sex once more that night, with me on top and the next morning doggy-style again. He also became my first sexual encounter without a condom and after that, sex isn’t the same anymore. We then took a long walk and he kissed me goodbye and I took the train home.

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? I couldn’t walk very well for the next couple of days (not upset about it) and I felt great. He had made me feel beautiful and sexy and it was nice for someone to want to do those things to me. I did feel some guilt because even though he said his relationship was open, I still felt guilty about sleeping with another girl’s boyfriend. What’s worse is I think I began to feel more than I bargained for towards him, but I knew it would never happen. I still think about him, and we still talk from time to time.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, Condoms, Birth control pill / patch / ring / injection / implant, Plan B / Emergency contraception

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Submission / Relinquishing power, It was easy / convenient

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

How intoxicated was your partner? Not at all (no alcohol or drugs)

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 my best friend about it. She was a little taken aback at how old he was, but she was impressed.

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I got to have the most incredible sex I’ve had in my life (so far) and it was with someone I was severely attracted to and liked as a person.

What was the WORST thing about this hookup? I think I felt more than I was supposed to, and I knew nothing would come of it.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? This was my first time having casual sex and I used to think that sex should be with someone you’re committed to, but I’ve learned that’s not the case. Just because you have that commitment doesn’t mean the sex is great. That can go either way. I feel a lot more comfortable about my sexuality and my desire now than I did before.

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

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

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? If you’re feeling it and you’re okay with the situation and you’re smart about it, why not? I am a lot more open sexually now and I’m excited for it.

What do you think about the Casual Sex Project? Brilliant and informative.

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