What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? Southeast Asian
What continent do you live on? North America
What country and/or city do you live in? USA
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 27
How many hookup stories have you here posted before? None

Check Out Time

How long ago did this hookup happen? 7years

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? 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? Cute. About 5 feet, hazel eyes, brown hair, caucassian, heavy. She was visiting my city and responded to my post for oral sex. We emailed back and forth through the previous evening and she agreed to meet me in her hotel room just before her checkout time. We did not exchange face pictures, but had a fair idea of each other’s physical attributes. I was looking forward to meeting her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? As I wrote above, she responded to my post for oral sex. She was visiting for the night and we decided to meet at her hotel before she checked out. Some amount of planning since I had to get to her room at the right time.

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 knocked on her door and was a little nervous. You just never know what’s on the other side of that door. A cute brunette opened the door with a smile. She was dressed in a long summer dress with a light sweater with some hint of her clevage. I could see she had a bra under her dress. Later I learnt she was ready to take off immediately if things didn’t work out.
We exchanged pleasantries and I asked her if I could kiss her since I knew we were short on time. She said yes and we started kissing. Before we knew it, her sweater was off, then her dress and her bra. She had great breasts, with the pinkest nipples I have seen so far. She laid on the bed and I sucked on her breasts and her nipples as I rubbed her pussy through her panties. She had agreed to only receive oral sex, so this was all about her pleasure. As I rubbed her pussy she started rubbing my cock through my jeans.
I got down on the floor between her legs and pulled down her panties to reveal her shaved pussy. I spread her legs, then her lips, and slowly licked her pussy, starting with her clit down to her hole and back lapping up her juices with each stroke. I could feel her pushing against my mouth. I spent some time eating her out until she had an orgasm. She stifled her moans as she orgasmed. As soon as she was done, I inserted 1 finger inside her pussy. She was dripping wet. I took it out and offered her to taste her own juices which she willingly did. I then inserted 2 fingers and started fucking her with my fingers while I sucked on her clit. She came again, but this time did not hold back her moans and groans. Hearing her orgasm made me extremely horny ( not that I wasn’t already).
To my surprise she got up and asked me to stand up. She kneeled in front of me, undid my belt and pulled down my pants. She stroked my cock, squeezed my balls and then started sucking on my cock. I didn’t quite know where this was headed since this was not part of the plan. She continued sucking me for some time.

She looked up and asked me if I had brought a condom with me. Of course I had. She slid one on to my cock and laid back on the bed and asked me to fuck her. I gladly obliged. My cock was rock hard and swollen and easily slid into her dripping wet pussy. We fucked till we both came.

We were past the checkout time. Before we left, i licked her pussy once more. No orgasms this time, but we both enjoyed it. We got dressed and rushed out of the room to avoid being charged!!

I waited for her to complete the process, met her at her car and hugged her good bye. We were both happy we did it.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? Felt great. We texted for a few days, mostly sexual stuff reliving some of the moments. We both knew it wasn’t going anywhere and it just slowly faded away.

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

What were your motives for this hookup? Fun, pleasure, horniness

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? No one

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 whole encounter

What was the WORST thing about this hookup? It didn’t happen again

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

All things considered, how NEGATIVE was this experience? Not at all 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? I love casual sex. Over the years, I have figured out that I enjoy casual sex with multiple partners more than sex in a monogamous relationship.

What do you think about the Casual Sex Project? It is wonderful

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