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What’s your gender? Woman
How old are you? 35
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? Entertainment Executive
What’s your current relationship status? Dating casually
Religious affiliation: Jewish
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? open
How many sexual partners have you had in your life (including oral sex)? 19
How many hookup stories have you here posted before? 0

Taking the Leap

How long ago did this hookup happen? two weeks ago

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Group sex

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 and I had already hooked up three times prior to this encounter, and only just the two of us. I had never seen him in less than an undershirt, socks, and pants. I had just met him a week before on a dating app. Four days after texting with him, I unlocked my front door so he could let himself in, blindfold me, tie me to my bed and have his way with me for hours. I trusted him almost immediately and he made me feel incredible. I had never been with a woman, never kissed or touched a woman in a sexual way. I had only seen photos of her body and texted with her before the threesome.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? In three encounters, something had changed in me sexually because I trusted this relative stranger. So, when he was kissing me through the leather tassels of his flogger and fingering me and telling me about how it would happen that me, him, and another woman would engage in a threesome I feigned disinterest only because I was scared about what this meant about me as a person at my core. It was the unknown and I feared it.

But I was really enjoying being with him at this point and found him fun. He hadn’t steered me wrong, as he’d say. He was right, so I decided to go for it.

To entice and relax me, he started exchanging photos of her and me then connected us over text. I was aroused when talking to her, but she also comforted me in regards to my nerves and lack of experience. I flirted with her and teased him in the process. It was great build-up to the evening and definitely enhanced the entire situation. We made plans for him to pick me up and take me to her house. It was to be all about my pleasure. I would be blindfolded and restrained while they explored my body. The whole thing went down somewhat as he outlined it to me during our make out session.

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 we got to her door, he blindfolded me before we went in. He led me into a room where he took my purse and removed my jacket. He sat me in a chair and took off my shoes. All the while I could hear someone walking around, fussing with things, opening and closing stuff – just knowing someone else was in the room was making my heart pound. I was wet from the anticipation.

He started caressing my body and kissing me and then I felt her presence behind me. She started touching me and they talked about my body and she commented on how much she was enjoying my curves. She was shaking with nerves and giggling. I could tell she was really excited. I told myself to just have fun and go with it, took a deep breath, and started to use my hands to explore her body and try to get an image of her. Her body was completely different from mine. Not unpleasant, but a woman’s body in the context of sex really is so different than a man’s! I enjoyed kissing her immediately, again, her body and mouth were so different from his, it was incredibly arousing.

The situation was insanely erotic. They took me into the bedroom and I spent a long time – probably hours – tied to the bed while they played with me. At some point, he whispered to me I was getting a surprise. They undid my ankle restraints, then he took off the blindfold as he and she each took a foot and started sucking my toes. I saw her face for the first time and she was nothing like I imagined. I love foot play, it felt incredible.

At one point he guided my fingers into her vagina and her asshole. It all felt like mine, but a different shape and layout. I fingered her, but awkwardly. Every time I tried something on her, I was curious but so nervous. I enjoyed kissing her – I love kissing – so I used that to amp up for the more “advanced touching.” I tried to focus on touching her in ways I like to be touched, ways I wished someone would touch me, ways he touched me that I liked, and let myself get into it. I really enjoyed playing with her breasts and nipples. We really connected – she and I were kissing and grinding on each other and it felt very natural, much more so than I thought it would be. She was super turned on, incredibly wet and I was super turned on by how much she seemed to be digging my body and my touch. Throughout it, they both gushed about how much they loved my body. I felt like a queen.

She likes being spanked, too, so one of the best parts was when he bent us both over the bed and spanked us at the same time while she and I kissed and played with each other’s nipples. Spanking with floggers was also something he introduced me to just a few days before and just added to the fantasy of the situation. It was awesome!

Some of the non-sex felt the best, like three-way snuggling. It felt so natural. He thought that she and I would hit it off, but it definitely felt like the three of us were present and engaged in it the whole time. I would say he’s a sexual architect to design a situation that was this perfect.

They made me orgasm, but not without lots of concentration on my part. This was very overwhelming, as far as sex for me goes, and I was pretty in my own head even though I was really enjoying myself. I was trying to focus on pleasure versus the new way in which I was getting it. It was very free and felt great and was super exciting.

The craziest part was that she nor I touched his penis, he just focused on pleasuring her and I and getting her and I to explore each other. At the end, he asked when we’d do it again and we all agreed on the next 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 felt great about it the next day and was excited to see them both again so soon. We’ve been together several times since and plan to continue our little triad. I’ve since gotten to know her a little better and like her very much, which has improved the sex, I think. My hope is that we will always have great memories from this and can continue the sex as long as the three of us are happy and interested.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Discussed STI testing history, No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have, To feel more desirable, To feel more confident, Power / Dominance, Submission / Relinquishing power, Making new friends

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

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’ve told a few close friends. They thought it was a great story! Their reactions were all positive and they seemed genuinely happy for me in this time of sexual discovery.

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? Taking a leap to try something different and it being more fun and satisfying than I could have even imagined.

What was the WORST thing about this hookup? Nothing. I loved it.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. My perception of what turns me on and what I like is evolving with every encounter.

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? We joke that I should put his phone number at the end of this story.

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? Casual sex is healthy and fun. Our situation is totally taboo, but what I’ve learned from sharing it is that a lot more people are open to situations like this than you’d think. I wish people would talk more freely about sex and – when happening between consenting adults – we could just enjoy it without guilt.

What do you think about the Casual Sex Project? I think this is a great forum for people to share their experiences. I love reading people’s stories – it’s inspiring and makes me feel less like a weirdo!

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

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