My First One-Night Stand



What’s your gender? Woman
How old are you? 32
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: College degree (eg., BA, BS)
What’s your occupation? Graphic Design
What’s your current relationship status? Dating casually
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? 80/20 Male to Female Bisexual
How many sexual partners have you had in your life (including oral sex)? 90+
How many hookup stories have you here posted before? 0

My First One Night Stand

How long ago did this hookup happen? 13

What was your relationship status at the time? Single

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? He was a distinguished older guy, about 50, dark to grey hair, very well dressed and obviously rich and powerful. I was very impressed by his self confidence, his sophistication, his piercing steel blue eyes and knowing smile. I was sitting next to him on a cross-country flight. I was 19 and a college sophomore. It was the first time I had traveled alone. I was returning from a conference on the West Coast I had attended connected to my academic major. We struck up a great conversation on the plane as he asked about my academic and career plans. He knew somethings about my chosen field and gave me advice and insights. I found him very attractive and was getting aroused during the flight.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We both had to make separate late-night connecting flights in a major East Cost city. It was February and the city was in a blizzard. Our flight managed to land but we discovered that all other fights that night were cancelled. I looked around the terminal at people trying to sleep in chairs and on the floor and faced the prospect of a long sleepless night. Just then the man asked me if I’d like to share a hotel room with him. I was stunned but managed to say yes. He made a few phone calls and soon we were in the dark backseat of a cab traveling through a swirling snowstorm.

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? In the back seat of the cab he kissed me and slid his hand up under my skirt and began to caress the crotch of my panties. I was instantly wet and almost had an orgasm in the back seat.

A soon as we got in the hotel room (it was an exclusive five-star hotel), he took me in his arms and kissed me, our tongues intertwining. I melted in his arms. He lay me back on bed, pushed my skirt up, pulled my wet panties off (I was wearing thigh high stockings), spread my legs, spread my labia with his fingers, and began to use his tongue on my clit and cunt. I moaned deeply and arched my back, spreading my legs wide for him. He slipped a couple of fingers into my wet pussy while his tongue darted around my clit. He kept this up while I moaned and gasped for air. My legs started shaking uncontrollably and I had a tremendous orgasm, crying out loudly.

After I had recovered, I dropped to my knees by the bed while he stood before me. I unfastened his pants, pulled them down, and took his semi-erect cock in my hands. I began to suck his cock while stroking it with my hands. His cock was soon rock hard and I got it good and wet, taking it deeper in my mouth while he ran his fingers through my hair.

I stood up and took off my clothes and helped him undress. When I was naked, I lay down on the bed and spread my legs up and back. He knelt between my legs and rubbed the head of his cock against my pussy, then slowly slid it in as I moaned in delight. He moved slowly at first but picked up the pace, soon pounding me hard while I moaned and gasped. He lowered his mouth and kissed me while he fucked me. After several minutes, he turned me over and I got on my elbows and knees, my ass high in the air. He knelt behind me and slid his cock back into my pussy. He began fucking me really hard while I reached back and began to finger my clit. In a minute or two I had another orgasm and squirted on the bed. He paused a minute and began to fuck me again until I had a third squirting orgasm. I collapsed on the bed, panting for breath. Then I rolled over on my back while he straddled me. I took his cock in my mouth and began to suck it while stroking it with my hand. He leaned forward and was soon fucking my mouth. After about a minute, he groaned deeply and filled my mouth with his cum. I swallowed all his cum and licked his cock clean. He lay down beside me, wrapped his arms around me as a curled against him and we kissed deeply. I fell asleep in his arms.

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? The next morning we got up early and hurriedly got ready to leave the hotel. Our flights left early. In the cab on the was to the airport I sat curled in his arms. We were both silent. I wondered when he would ask for my phone number. In the terminal we had to go in different directions to make our flights. He took my chin in my hand and kissed me deeply, warmly, said good-by, and turned to walk away. I was stunned for a moment but then began slowly walking to my gate. On the plane I realized that this was the way it had to be, that it would be too complicated and ultimately painful to try to stay in touch or have a relationship. I realized it was my first one-night-stand. Suddenly I felt like I wasn’t a kid anymore; I had become an adult.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) IUD (Intrauterine device), I don’t know if my partner was on any (other) method

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

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? I don’t know / I’m not sure

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 didn’t tell anyone about it.

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 sex, the intimacy, becoming an adult.

What was the WORST thing about this hookup? Nothing.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was my first one-night stand but not my last. I’ve had many casual sex encounters since then. It made me realize that sex could be separated from emotional commitment and just be enjoyed on its on. That was an important lesson and has let me to fully posses and enjoy my sexuality.

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 have very fond memories of it and I’m very grateful to the guy, though I’ve never seen or spoken with him since.

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 have a very high sexual drive and casual sex is a very important part of my life, maybe the most important. I need more than one sexual partner to satisfy me and I don’t want the baggage and drama of unrealistic romantic expectations in my life. I’ve had sex with many men and some women over the past fifteen years, including threesomes, group sex and gang bangs.

I would like to see women stop suppressing their sexuality, take control of it, acknowledge it, and fully enjoy it. I would like to see a world where women can enjoy multiple sex partners and situations on the same level as men, where they no longer be slut-shammed because of their sexual desires.

What do you think about the Casual Sex Project? I think this will be wonderful if it helps society acknowledge and accept the positive role casual sex can play in helping women and men express and enjoy their sexuality.

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