What’s your gender? Man
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? UK
Highest education received: Some college (not currently in college)
What’s your occupation? Lecturer, Training
What’s your current relationship status? Single
Religious affiliation: Christian
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)? 8
How many hookup stories have you here posted before? 1
Sexy Flight Attendant
How long ago did this hookup happen? 4 years
What was your relationship status at the time? In a relationship (monogamous)
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? This girl was 5 foot 7 and a half inches tall, long blonde hair, blue eyes and the most perfect body I have ever seen. I’d met her as she was my housemate who I moved in with when I moved jobs to a new city. As soon as we met I was extremely attracted to her and I could tell that she was attracted to me too. I was flattered as she was really stunning – the sort of girl who turns heads wherever she goes. The problem was that I had a girlfriend at that time so I tried to avoid getting involved with this stunning gorgeous house mate, but it was so hard. Eventually after a couple of years of sexual tension between us I couldn’t resist her any longer, so I broke off with my girlfriend and my housemate and I were now together.
My housemate said to me that she really liked me, but she only wanted a Friend With Benefits relationship, so I agreed even though I wanted more. She wanted to wait 2 months before we had sex after my break up with my girlfriend as she didn’t want to rush anything after I had just broken up. Those were the hardest 2 months but they were worth the wait!
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The night we first ended up having sex was just like any other to begin with. We were cuddled up together watching the television. I was caressing her arm gently as we watched the program. Eventually I became aware of the fact that she was moaning gently and I looked down to see that my arm was gently brushing against her nipple as my hand was caressing her arm. She stood up and grabbed my hand and took me upstairs to my bedroom and she led me silently to my bed. She sat down and undressed herself at one side of the bed, as I undressed at the other. We lay together looking at each other and I started to caress the curves of her body. I felt her hand slowly move down to my cock and she put her hand around it. I felt like a king when she said, “You never told me how big you were.” I was so happy to be given this compliment.
We started to play with each other, but she would not let me kiss her nor let me lick her pussy but asked me to fuck her now. I was trembling with excitement, in anticipation of fucking this gorgeous woman. She lay on her back and opened herself to me and I was presented with a neat tidy pussy. What I’d been waiting for for nearly 2 years was finally happening. I rubbed the tip of my cock upo and down the entrance to her vagina to heighten the tension and then slowly pushed myself in. She grimaced a little bit and told me to slow down. I’m very thick and she found it stretched her a lot. Patiently we let her pussy get accustomed to my girth as I slid deeper and deeper into her until we ended up fucking.
She was extremely tight almost to the point of being too tight if I’m honest, but the feeling of fucking this stunning girl was like having all my Christmases at once! I can rather quickly as she was so tight. Later that night I took her doggy style and was presented with the sight of the most beautifully shaped waist and ass I have ever seen in my life right in front of me. I bottomed out inside her and fucked her as long as I could manage with her having such a tight pussy. After I had came she lay flat on her stomach with her legs close together and I sensed she wanted fucked in this position too! I’d never had sex in this position but I slid inside her and we made love like this for a few minutes like this. After this she went to her room.
We had a Friends with Benefits relationship for a few months with some very erotic adventures. The sex was done without any love or kissing so it was very strange really. But she has definitely been the most beautiful girl I have ever slept with. I had fantasies to fuck her in her Flight Attendant uniform but it never happened.
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? Over the 4 or 5 months that we had this relationship she gave me head a few times, we had missionary position, doggy, her on her stomach, sex on a balcony of a hotel, cowgirl. I never got to kiss her or lick her pussy. In this respect our sex life was very strange. It was clinical sex without any love from her. Eventually she ended the relationship because she saw it wasn’t satisfying to me – but that broke my heart as I was infatuated with her.
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? We had sex on and off for the next 4 or five months. I still love her deeply but we no longer live together and she now lives in a different city. We keep in contact and she considers me as a brother or best male friend.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, Making new friends
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? My best male friend. He was happy for me.
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? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? It was a great boost to my ego having sex with one of the most beautiful girls I’ve ever seen.
What was the WORST thing about this hookup? Desiring her so much, but her not wanting a real relationship with me.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me enjoy the chase of a beautiful woman. It was also a great boost to my ego as I’d pulled a real gorgeous girl and she told me that I was the longest and thickest cock she had ever had. She’d had many lovers in the past so I knew that was a compliment indeed. Since then I’ve been sexually very confident in myself
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? The only negative thing about this hook up is the fact that all girls I meet up with now are uglier and normal in comparison to her. This has led to me finding it difficult to find anyone attractive enough to interest me. It would be a bit like having a Rolls Royce car then trying to be happy driving around in a tiny old rusty car afterwards!
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? Its made me much more open to the possibilioties
What do you think about the Casual Sex Project? Good idea
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