by Jean
What’s your gender? Man
How old are you? 28
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Moscow, Russia
Highest education received: High school diploma
What’s your occupation? Lawyer
What’s your current relationship status? Engaged/Married (monogamous)
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 18
How many hookup stories have you here posted before? 3
Secret Passage
How long ago did this hookup happen? 4 years
What was your relationship status at the time? Single
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? My friends Natalia and Robert are a wonderful couple. Natalia was 38 at the time and her husband is a few years older. She is a beautiful woman and she looks much younger than her real age. Her body is very slender and sporty, and her legs are just astonishing. She particularly likes horse riding and skiing, and I could only dream about how great sex would be with such a woman.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The three of us went on a ski trip in Switzerland. I was single then, so I was hoping I could hook up with some girl there. We spent a week skiing during the day and feasting at night. Everything was great, but I wasn’t successful at finding a hookup. So I gradually abandoned that idea. One day, something went wrong with Robert’s boots, so we returned to apartment earlier than usual. He went to workshop to fix the boots, and Natalia and I decided not to continue skiing as the weather was deteriorating. Natalia said that she was going to clean up the mess in their room.
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? When I was resting in my room I noticed a closed door behind a cupboard. I saw it before, of course, but didn’t have time to examine it. I pushed aside the cupboard and opened the door. It led to Natalia and Robert‘s apartment. Natalia was very surprised when she saw me and said that she thought the door hadn’t been operational. She sat on the bed as we were talking about some nonsense. She only had panties and a shirt on, and I could see her boobs through the shirt as there was no bra, and of course, I could see her beautiful, fantastic legs. I only had a t-shirt and pants on, without underwear, so my cock was free to jump up. I sat beside her, put my arm around her waist and kissed her. She answered me and put her hand on my cock. In a moment, without a word, we were completely naked. She was lying on her back and I was between her legs. I pushed towards her, but she wasn’t wet enough so I managed only to put my cock’s head between her pussy lips. Then she leaned forward, pushed me a bit and took my cock in her mouth. She sucked it for a while then laid back, took my cock in a hand, directed it inside her, and this time I went in smoothly. I instantly started pounding her at high speed. I lost my head completely, I was in heaven. Suddenly she stopped me: “Shh! Someone’s coming!” I jumped up, grabbed my clothes, and went towards the “secret” door, but the footsteps went away. We smiled at each other. I was somewhat confused, but Natalia approached me and pushed my shoulders down so that I sat on a chair behind me. She sat on my cock and started riding. Man, that was a ride! She is the greatest cowgirl I ever met; I’m sure that horse riding has much to do with it. I think she came at least twice, and I felt that my orgasm was also near.
“Are you on the pill?” I asked. “No,” she replied so I grabbed her hips and tried to take her off, but she moved my hand away, slid down on my dick, and said: “Cum inside me, I’m not fertile.”
I was quite surprised, but couldn’t object. My cock started contracting so wildly that she cried as she felt it shooting my semen in her vagina. After ejaculation stopped, we sat calmly for a couple of minutes, completely exhausted, my cock still inside her, and kissed. I thought that I could reload and repeat, but we herd footsteps again. “Fuck,” she whispered and jumped up, holding her pussy with a hand and putting her clothes on. I slipped through the door. From my room I heard that Robert came back. They were talking calmly so I was hoping he didn’t notice anything. When we went to dinner together, we all acted like nothing happened.
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? A couple of weeks after we returned to Moscow, I met Natalia for lunch. She said that Robert guessed about our affair, but took it calmly. It seemed like her husband officially let her fuck with me! It was fantastic. Immediately upon hearing it I took her to the WC and we fucked. We have been dating for about a year, although we are trying to keep some discretion as to not annoy Robert too much. Once after a night of passion Natalia told me that she has cured and was pregnant!
“Robert is happy, he always wanted another child,” she said (they had one already).
“Who is the father?” I asked carefully.
“Robert is sure it’s him.”
“And what do you think?”
“It doesn’t matter.”
“Don’t you want to make a test?”
“I don’t want to disappoint him,” she smiled.
Of course we stopped dating after that. Now Natalia and Robert have two children and we all still remain friends.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Fertility awareness (days counting, temperature)
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)
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 didn’t tell anyone but our mutual friend guessed about it anyway. They reacted positively, but disapproved of the adultery.
How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)
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? Natalia is an incredible lover. I think that skiing and horse riding are the best sports to work out perfect legs, and a woman who is good at horse riding is also great at cock riding!
What was the WORST thing about this hookup? I was somewhat concerned about fucking my friend’s wife behind his back.
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 would like our society to become more open towards different types of sexual relationships.
What do you think about the Casual Sex Project? It’s great that I can share these stories and tell about those wonderful moments while preserving everyone’s anonimity.
You have a hookup story to share? Submit it here!