What’s your gender? Man
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? Portland, OR
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Company VP
What’s your current relationship status? Single
Religious affiliation: Christian
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)? 22
How many hookup stories have you here posted before? A few
Post Breakup Sex Binge With 2 Girls
How long ago did this hookup happen? 2 Weeks Ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? Just met that day
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 had two partners that weekend. The first was Q, a tall, thin, lanky blonde with small B cup breasts. I had just met her that day at the bar. Initially I was not that attracted to her.
Q introduced me to her friend M a little later in the night. M was a few years older, short and curvy with large D cups and physically much more my type. I was instantly attracted to her and got hard looking at her considering how she was dressed.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? A little background is important here. Just before the holidays, I had gone through a really nasty breakup with my fiancée. I had been with her for six years and realizing she was never actually going to want to get married or start a family I decided to break things off with her. That had meant packing up and moving out and going to a new place.
Dealing with it since I had mostly been sulking in a perpetual fowl mood and drinking a bit more than I should have been. I was far from ready to start dating again and went to the bar that night to drown my sorrows and I was tired of being alone. If the possibility arose I was maybe going to take someone home or go home with a woman.
I was two drinks in when Q came up and offered to pay for my next drink. I haven’t dated in a long time and have average looks and am used to only occasionally having interest from women. My initial thoughts were she’s cute and I am lonely and why not share a drink with her. We chatted and talked for a little bit but I wasn’t feeling it and was sitting there thinking she was a little flat chested for my tastes and the age difference also turned me off a bit. I prefer someone a bit closer to my own at this point.
That was when M came up and Q introduced us. M was wearing a pair of tight jeans a crop top that showed her midriff. The shirt was probably a size too small and her boobs were nearly busting out of it. Her I was very attracted to and started chatting her up right away. I was a bit buzzed at this point but eventually talked her into going back to my place and Q invited herself along.
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? Since I was pretty buzzed, I got us an Uber. I was grabbing and kissing on M pretty good at this point and Q was watching and I started to wonder a bit what this girl’s deal was. We got back to my place and I moved M towards the bedroom and took her top off. I pinned her against the wall and was making out with her and grabbing at her now exposed massive boobs. She finally stopped me and told me not to forget her friend. Initially, I was a bit confused but M was ok and encouraged me to move to Q.
I started to make out with her and quickly stripped her out of her clothes and bent her over the bed with M encouraging me the whole time to fuck her good. I pushed into Q and put my hands on her waist and began to fuck her with M hanging off of me and kissing on me a bit. M stepped back as I fucked Q and I noticed she was playing with her boobs and touching herself. It turned me on a bit and I fucked Q until the urge to be with M was overwhelming and I slid out of Q and into her. I pushed her down on the bed and fucked M until we both came. I didn’t pay her much heed but in one quick look Q was also playing with herself and watching.
It was late and I was pretty tired at this point and quite wasted from the drinks but I did have sex with each with Q and M one more time that first night while the other watched. At my encouraging, they did make out and feel each other up for a few minutes but they didn’t really seem to be that into each other.
In the morning, I awoke with M lying face down next to me naked. A quick check told me she was not coming around for a while and that she was quite inked up something I had not noticed the night before but liked. Not being a jerk I was not going to wake up a hungover girl and run her off. I went to my kitchen to make coffee and found Q naked asleep on my couch and thought to myself that girl has a pretty nice ass on her.
The coffee stirred her and Q asked me for some. She said my bed had not been big enough for the three of them and she could tell I was more into M which was fine so she had moved out here. I actually noticed she was quite fit and had the beginning of a six pack on her stomach. I decided to fully embrace whatever was going on here and kissed her and we made out for a few minutes until she pulled my boxers down and began to suck my cock. She licked and sucked and deep throated a bit and was quite good at it and made it take about ten minutes before I came in her mouth.
Q got up and used the bathroom and came out and sat down on the couch and pointed at her pussy and said my turn. I admire she was direct enough to ask for what she wanted and started licking her pussy. I am not some oral god or anything and honestly am not a huge fan but will do it for women when asked or the mood is right. I took my time with Q and after a few she started to moan a bit and mutter “Oh fuck, oh fuck.” When I stopped, she said, “No keep going.” She started sweating a lot and moaning quite loudly and screaming a bit and I was glad I didn’t have any neighbors close and was a bit surprised M didn’t wake up. She was sweating profusely at this point and her eyes rolled back in her head and Q came and she turned really red and her tongue was hanging out of her mouth. I had never seen a girl orgasm like this and it went on for a few minutes until the point I could tell she was getting uncomfortable and not really enjoying it anymore. Finally, she stopped and told me she had not expected to cum like that and had that once in a while she has multiple orgasms together like that and that it was very intense. She asked to use my shower and I said only if I could join her and that was just some kissing and grabbing a bit.
I went to my room and found M awake finally and I joined her in my bed. I spent most of the rest of the weekend in bed with M watching TV, chatting, drinking, and fucking whenever the mood struck us. Q spent most of the rest of the weekend watching TV in my living room naked drinking and getting high. I did have sex with her again Sunday morning at M’s urging and I think I heard her playing with herself one time when I got up to use the bathroom. I have to say I did enjoy both but being honest I liked M more and hit it off with her more I think. I finally had to run both girls off on Monday morning when I left for work and I was still wondering what these girls’ deal was.
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 was sore and my cock hurt but I had been there before after a weekend in bed with my ex. I had cut loose and enjoyed myself and was happy. M and I had exchanged numbers and texted back and forth mostly with her sending me dirty pictures. I found a bra in the couch that from the size had to be Q’s. I also was missing a tablet and my daughter said she was missing a few pieces of her jewlery and i realized M and Q ripped me off. I finally decided to have coffee with M on Saturday morning and the woman that arrived was far different than the one I spent the weekend with. She was sober and dressed in a dark suit and skirt and had glasses on, someone who was very much my type. I talked to her a bit and she told me that she and Q were office workers at a small company in town and roomates for the past few years. She told me they were hard working professonals and every once in a while like to just cut loose and party. I asked and found they were not a couple but had gotten high and fucked one time. She told me they had found they do enjoy watching the other have sex. She told me that night they had been looking for separate partners but had both taken an interest in me. I comfronted her about the missing stuff and she told me that Q can get a bit klepto when she is high and she could get my things back. She also told me that I had been out of condoms and she had let me finish inside her once and that she had quite enjoyed that and that she was on birth control so it was not an issue which made me feel better. We ended it with her telling me to call her if i wanted to see her or Q or both again and she was not opposed to the idea of dinner or some kind of a real date. I really like her but I am not sure if I want to see M again.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Intoxication, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Making new friends, Peer pressure, Didn’t want to disappoint my partner, Boredom
How intoxicated were you? Completely wasted
What substances did you consume? Alcohol
How intoxicated was your partner? Completely wasted
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? Wasn’t really sure how to tell anyone about this one or if people would even believe me
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
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? A little bit
Why do you regret this hookup? Not sure getting drunk and taking two strange girls back to my place was the best idea
What was the BEST thing about this hookup? Alot of great sex with two different women
What was the WORST thing about this hookup? I would have to say it was Q stealing from me
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It had been a long time since I had been with anybody other than my ex-fiancee and has sex without alot of emotional conntection. This has opened me up to the idea of casual dating and multiple partners for a while and taught me that women can be very kinky. I did want to add i felt much better about myself and the best i have since the breakup after my weekend with M and Q.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? Wanted to add that for safety and health reasons if you are in a similar situation or any kind of a threesome to switch condoms when you change partners to avoid spreading disease all though M told me they were both clean.
You have a hookup story to share? Submit it here!