What’s your gender? Woman
How old are you? 26 tomorrow
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? SoCal
Highest education received: High school diploma
What’s your occupation? Model/Actor
What’s your current relationship status? Dating casually
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly gay/lesbian
Any other term(s) that describe your sexuality or sexual identity? Attracted to women mostly, exclusive romantic preference for women
How many sexual partners have you had in your life (including oral sex)? 47
How many hookup stories have you here posted before? several

Seduced, Orgasmed, Wanted It Again

How long ago did this hookup happen? six years

What was your relationship status at the time? In a relationship (open)

How would you best classify this hookup? Seduced by an older woman leading to trysts for past six years.

How long did you know the person before this hookup? For less than 6 months

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? She was in her early 40s. Thin. Long legs. Beautiful face. Dark brown hair (then). I met her at a party – she and her husband, a producer, had at their place in the hills. I had on a tight black dress, showing off, and she was checking me out. There were rumors about her sexual preferences and all but honestly there are rumors about everybody here so whatever. She and I talked, and I loved her sense of humor and intelligence. I wasn’t particularly attracted to her. I mean I was 19 and at the time had a girlfriend who was like 21. The oldest girl I had ever slept with was maybe 30 and I didn’t even enjoy fucking her (long, different, story but not for this site). But she, X, was SOMEWHAT attractive and during the course of the evening I began to feel she was into me a little – which was flattering because she was rich and her husband was important, etc….when a woman that interests me is into me that does turn me on, and so when I went home that night I was thinking would I fuck her, would she call me, should I call her, was I a slime ball (I mean motivated by her money and status).

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Well, a few days later she did text me and ask me for a “drink” in SM (she knew I lived there). I said sure right away. So we met and talked about the business and it was cool, not awkward and I found myself liking her quite a lot. She had a white blouse on unbuttoned way down and I kept looking at her chest and praying her boobs were real. Not that I expected I would find out. We had lunch a couple of times and then she invited me over to watch movies one night. She added that her husband was in New York…I think she wanted me to know this wasn’t a threesome invitation (which even by then I had gotten maybe fifty times).

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? We watched a movie in their media room, sitting next to each other in a comfy sofa. I was in jeans and a button up sweater and had kicked off my heels. No bra. She had on white slacks and a blue blouse and looked really good. I know what happened next because I kept a journal at that time. (I have often wished I kept keeping one.) There was a little silence between us — we had been jabbering, like usual — and she softly asked me if she had permission to kiss me and said “I want you to say no if you’re not feeling yes”. I just nodded to her and raised my chin a little and we kissed, and it was rather sweet. We got into it more and made out, kissing harder, and I started to get VERY turned on and I could tell how much she was getting into it and we started to French kiss and she ran her hands over my chest and felt my breasts under the cotton and cupped my boob with her hand and felt my nipple through the fabric…we were groping on the sofa now and I told her I wanted her and she pushed me down on the sofa and unbuttoned my sweater and sucked on my breast. I have really long nipples when I’m turned on and she said something about it I didn’t catch and put her hand between my legs and I pushed my hips as she rubbed me. I tried to change position but she kept me down and I remember thinking oh, ok, I’m gonna surrender here, which I did. She unbuttoned her blouse and pushed her bra up and leaned down for me to take one of her boobs with my mouth and she groaned a little. Then she said, “Let’s go to bed,” and we did. She undressed me and pushed me into her bed and admired my hot body (if I say so myself) and honestly, when she got naked, I thought she was pretty hot…breasts that were a little small, flat stomach, little runway patch, beautiful pussy (I’m an expert on beautiful pussies).  She took charge, I surrendered, and she gave me incredible oral and I came really really great, and then she told me to go down on her and I loved her smell and wetness and she came too (and also complimented me on my eating out skills). It was not at all a booty call, and it was pretty sweet – very intense and satisfying. We talked some more and then made love again and I liked the way she fucked me with three fingers and stroked my g-spot and I came when she put a fifth finger into my anus, right on the tip. It got a little kinky then, as she told me to watch her while she got herself off. So we fucked most of the night.

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? I slept over and she had the maid bring in breakfast. (yeah, I know, wow). Before breakfast we talked about our sexuality and she told me a lot about her marriage to her husband (open, separate bedrooms, threesomes once in awhile) and how she had always been bi but generally preferred girls now. She enjoyed hearing about girls I had had sex with and we both got turned on and after breakfast fucked again. So, the last six years have been interesting with her. Off and on we have maintained our sex connection, even this year when she turned 50, and she has been a great mentor all the time. Sometimes she was having a serious relationship (a younger guy, a young woman, a female politician) and sometimes I was, but we are really good friends and she has helped my career; she is still one of the greatest fucks a girl could hope to have.

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, Thought it was an important experience to have, Material rewards (gifts, money, drinks, dinner…)

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? Somewhat

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? Nobody at the time. A couple of friends know about the relationship.

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? Great sex along with intimate friendship. Most casual sed isn’t like that.

What was the WORST thing about this hookup? Nothing at all.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I added this to the site as I was thinking about my causal sex experience which has often lacked emotional intimacy and has come to seem empty as a result. (I am dating a girl I am falling in love with right now and fear my sex addiction will destroy any chance for happiness btw). But my experiences with X have been positive, and thinking about her and me is a good balance to my recent negativity.

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? She does sleep with plenty of girls and the occasional guy, and we did have a threesome with her husband a couple of times, but I think I am a special person in her heart, and knowing that makes me smile as I write this.

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? Jeez I don’t know. Sex is an incredible drive. I just love to fuck. I just love to taste a girl and make her want me. But love…well. Love is what I want even more, and I don’t think casuals sex fits into that.

What do you think about the Casual Sex Project? Better than a therapist.

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