This post is sponsored by Trust Massage Oil.
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? United States
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Graphic Design
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? 80% Hetrosexual/20% Lesbian
How many sexual partners have you had in your life (including oral sex)? 90+
How many hookup stories have you here posted before? 1
My first MFM
How long ago did this hookup happen? 13 years ago
What was your relationship status at the time? Single
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? I was a nineteen year-old college sophomore. I didn’t have a steady boyfriend but I had hooked up with four or five guys since I had started college. I had a sort-of girlfriend named Krystal. I say sort-of because we didn’t have much in common; she was a blond bouncy cheerleader type and I was sort of a sexy geek/nerd. I had helped her with a class we had together and she began to hang out with me. She had a boyfriend named Adam-a rich guy in his mid-thirties that I had never met. One week she said she and her boyfriend were going on a weekend getaway to a condo in the mountains. Her boyfriend had a guy friend-Jim-available and would I like to come along to make it a foursome. I said sure. I had never met the other guy either.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Adam was going to pick Krystal and me up on Friday afternoon. I went to the pick-up spot and Adam was there. He was a very handsome and sexy guy-dark hair, blue eyes. But he said Krystal had called to say her grandmother had been taken to the hospital and she had to go. She would drive up to the mountains later. Jim was also supposed to meet us in the mountains. So Adam and I got in his car (an expensive BMW) and took the two hour drive to the condo. I was very nervous but also very turned on because he was so hot. But during the trip we had a great conversation and by the time we got to the condo I was relaxed-and very horny. Jim was waiting outside the condo. He was also mid-thirties, with lovely dark curly hair and green eyes. Just then Krystal called Adam and said her grandmother had died and she wouldn’t be able to come to the condo. At first we all felt awkward but then Adam said we should just make the best of the weekend and suggested we go to dinner. We had dinner at a nice restaurant and I had several glasses of wine so by the time we left the restaurant I was pleasantly drunk and very horny. I wondered what would happen when we got back to the condo. I began to fantasize about having sex with both of them at the same time and I started getting wet. We walked by a little lingerie shop and they guys suggested we go in. They held up several sexy outfits for my approval. We were all laughing. I picked out a sexy outfit-black bra, panties, garter belt and stockings-which they bought for me. I now had a pretty good idea what would happen when we got back to the condo and I could hardly contain my excitement.
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 back to the condo I excused myself and went into the bedroom where took of my clothes and slipped on the sexy outfit they had just bought. My pussy was already dripping wet. When I went back out the guys were sitting on the sofa. They applauded and said how great I looked. I did a slow strip tease for them, taking off the bra and panties but leaving the garter belt and stockings on. I put on a little show for them of playing with my pussy, putting my fingers in it, and turning around to spread my ass.
I went over to where they were sitting, got on my knees, and helped them both take their pants off. Both of their cocks were hard and I took one in each hand and started stroking them. I started sucking Adam’s cock while still stroking Jim. After a couple of minutes I switched to sucking Jim’s cock. Adam knelt behind me and started rubbing the head of his cock against my clit and pussy. Then he put his cock inside me and started fucking me while I still sucked Jim’s cock. It felt so good that I started moaning. After he had fucked for a while he pulled out and I got up on the sofa on top of Jim and lowered myself onto his cock, ridding him while he spread my ass open with his hands. I felt Adam pressing the head of his cock against my asshole. I begged him to put it in me and he pushed his cock into my ass. I had done anal before but I’d never had double penetration. It felt so good that I started moaning and gasping loudly. It felt overwhelming, so much better than vaginal or anal alone, like I was being turned inside out. In just a minute or two I had a huge screaming orgasm. This seemed to spur the guys on because they started pounding me even harder until I had a second orgasm. I begged for a break and lay curled up on the sofa for a minute until Adam put me on my hands and knees and started fucking me in my ass again, doggy-style. Jim crouched in front of me and I took his cock in my mouth and he started fucking my mouth. I played with my clit until I had a third orgasm, squirting a little this time. Adam started fucking my ass really hard until he had an orgasm and filled my ass with his cum. Jim pulled his cock out of my mouth and started stroking it until he shot his cum all over my face.
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? I was very drunk and tired so I crawled off to bed and fell asleep quickly. I slept until noon the next day. When I woke up the guys had prepared breakfast in bed for me-so sweet! We hung out in bed together until the evening when we went out to dinner again and then came back to the condo for another great threesome with more DP for me. We had one more fuck session together Sunday afternoon and then went back home.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) IUD (Intrauterine device)
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Intoxication
How intoxicated were you? Drunk/high but not wasted
What substances did you consume? Alcohol
How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it
What substances did your partner(s) consume? Alcohol
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? Somewhat
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 anybody about it, including Krystal. But she figured out what happened and was very angry, screaming at me and calling me a slut in front of other people. I finally told her yes I had fucked the guys and they liked me better than her. We never spoke to each other again but she’d always glare at me whenever she saw me. I also never heard from either of the guys again which hurt me a little at first but I moved on and got over it.
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? A little bit
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? The sex was fantastic. I loved having double penetration for the first time.
What was the WORST thing about this hookup? The shit Krystal gave me afterwrds.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? This was the first time I had sex with more than one person but I’ve had quite a few threesomes and group sex experiences since then.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little 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 very much enjoy casual sex, including friends-with-benefits and group sex. I’d like to see women be able to express their sexuality openly without being judged or labeled a “slut”. It’s very unfair how women are held to a different sexual standard but men are allowed to be very sexual and are even admired for it-look at our new president-elect! It’s so unfair to women!
What do you think about the Casual Sex Project? If it helps change people’s attitudes, I think it will be great.
You have a hookup story to share? Submit it here!