Four Times



What’s your gender? Woman
How old are you? 22
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (currently in college)
What’s your current relationship status? Dating casually
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Mostly submissive (“Little Girl”), Horny, Kinky
How many sexual partners have you had in your life (including oral sex)? 13
How many hookup stories have you here posted before? 3

Four Times

How long ago did this hookup happen? About a week

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

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For 1 to 3 years

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? D is a few years older than me, a couple inches taller, mixed, cute, warm, and a great kisser. I know him through an ex and have always felt a connection. We’ve been seeing each other for about a month, and I’m enjoying our time together. He’s chill and easy to be around. A nice balancer for my uptight personality.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We planned to spend the night in a larger city about an hour away. It had been 2 weeks since we’d had sex for the first time, and we were both going a bit crazy. We went to dinner first, stopped by the Airbnb afterward to put our leftovers in the fridge, and then went to the bar.

Before this, we had only had sex for the first time a couple weeks ago, and it was kind of awkward (although I did have an orgasm which was great!). This time, it was 10 times better. We both had a lot of built-up sexual tension after 2 weeks. He came to see me after work every day before our trip, and it always ended with him rubbing my pussy and kissing me.

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? I wore a black Calvin Klein thong under my lace skirt knowing that it would turn him on. D, of course, tried to play with me before we left for the bar after getting back from the restaurant. I resisted, telling him I couldn’t go out with soaked panties. They were already getting wet from him kissing me and touching my ass – it really doesn’t take much to turn me on.

Our chemistry is undeniable, so we sat very close at the bar (I may have spread my legs a little wider than usual to tease him). We only had a couple of drinks before leaving. We “got ready for bed” after coming back from the bar. He let me wear his soft Adidas t-shirt, and I lied down on the bed. He came over and started kissing me, working his way down. He went down on me for a few minutes – the whole night had been foreplay for me, so I was already dripping wet. We took it sort of slow to begin with, and he ended up fucking me from behind. It was definitely better this time – more dirty talk, choking, spanking. He came on my ass, and I came using my vibrator after that.

We were about to get in the shower to rinse off before bed (water running, naked, and everything) when he rubbed my pussy and felt how wet I was. I suggested that we go again, saying it feels the best right after I’ve had an orgasm. I turned the water off and got on all fours on the bed, backing up so he could fuck me while standing. He fucked me for a few minutes, doing all the things I like again – spanking me, telling me how good his little girl’s pussy felt, and grabbing my hips hard. He grabbed me harder than I’m used to; I had to back him off a little even though I was pretty much screaming from the pleasure and had an orgasm while he fucked me hard. I could feel my cum covering his dick in the middle of it. He felt it too and asked me if I came. I breathlessly answered yes. I was tight after that and he came again shortly after I did. We showered after that and went to bed.

When we woke up the next morning, we started again. He went down on me for a bit, then we switched and I sucked his dick, choking him and pushing him back down when he tried to get up. I had him close to coming before he stopped me so he could fuck me. We had sex in missionary, and he slapped my face a few times (something that turns me on like crazy) and choked me. He came first. I was feeling good and lied down to try to make myself come. I got frustrated after a few minutes of not coming, and he was hard again, so we fucked for the fourth time. I was lying face-down on the bed with a pillow somewhat under my hips with him fucking me from behind. (I was close to orgasm before this using my vibrator while he bit my inner thighs. My vibrator started to die, though, so I quickly plugged it in and he began fucking me.) After a few minutes of him hitting the right spot, I decided my vibrator was charged enough for me to use it. I held it against my clit and told him to stop moving so I could circle my hips around on his dick. I was feeling incredible at this point and realized I was close to coming. He started fucking me again, stimulating all the right areas. I was moaning loudly then and said: “Don’t stop.” A few seconds later, I felt that incredible build-up and release of orgasm as waves of pleasure washed over my body and my pussy contracted on his cock. I was breathily growling as I enjoyed the sensation, and he reached around and put two fingers in my mouth to suck on. I was in a state of total bliss after that. It was one of the most intense orgasms of my life. I would almost do unspeakable things if it meant I could feel it like that again during sex. I was high on endorphins, so I don’t remember exactly how/when he came, but it wasn’t long after I did.

I realized he left bruises and hickeys on my hips which turned me on a lot. I was a little surprised at the bruises. He definitely grabbed me hard, but I didn’t think it was that hard. We’d talked about it before, and I told him I’m curious about him leaving bruises, but I don’t think he did it intentionally this time. Before this, I hadn’t experienced that. I’m definitely into it now and want him to bruise my inner thighs in the future too. I’m a bit of a masochist…

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? We got a shower, got ready, and spent the whole day eating and shopping. It was a nice break from finals week. I’m optimistic that we’ll continue to have great sex. He’s very patient and wants me to come every time and gladly assists where needed.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

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? A little tipsy/high

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 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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? A close male friend. He was proud of me for coming so many times and was surprised that I gave road head without having a car accident lol.

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Having good sex and several orgasms. Spending time with someone I enjoy. Getting to hang out in a different city for a bit.

What was the WORST thing about this hookup? That we only got to fuck 4 times. We both have high sex drives, so we could definitely go all day/night if we had the opportunity. I also didn’t sleep that great (he snores!).

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I constantly analyze and consider casual sex in the back of my mind; this experience hasn’t forced any major thought shifts.

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’m still impressed I had so many orgasms! It’s usually impossible for me to come with a partner.

On the drive home, I gave him road head on the interstate (so dangerous when I think about it now) and he came in my mouth – almost missing our exit as he did! It was fun, though. I masturbated the other night to this whole experience and had several orgasms. I’m still buzzing from all the pleasure I’ve experienced this week. I’ve seen him again twice in the past few days and we have dinner/sex plans this weekend.

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 think it’s really important, and those of us who decide to have (and consent to have) casual sex shouldn’t be judged so harshly by society.

What do you think about the Casual Sex Project? Fun place to read and share!

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