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What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
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)? 20+
How many hookup stories have you here posted before? 0

Last Minute Christmas Party

How long ago did this hookup happen? last night

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than three 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? M is my friend’s girlfriend but they have an open relationship, and I’m her FWB. She is 25, about 5’4,″ average weight, few extra pounds but an otherwise nice body, brunette hair, gorgeous blue eyes, big D-cups, nice legs, and a small but nice ass. I’ve known them both about five years, and we’ve been pretty close since we first met. She is a total sweetheart girl next door type, so I was a little surprised when a couple of years ago she approached me and said they were in a slump and looking to spice things up with a threesome. We set it up, and it was wild. She was an absolute freak and loved every minute of it. Shortly after, they decided to try an open relationship. She wasn’t much for sleeping with randoms, but they wanted to keep things quiet and not sleep within our group of friends. However, given our threesome and the strong sexual chemistry we had, we all agreed M and me could be FWB. We’ve maintained a regular friendship outside the bedroom but behind closed doors we’ve been fucking on a regular basis for a couple of years now. Truth be told, I probably fuck her more often than her boyfriend does.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? They are a somewhat dysfunctional couple that insists on staying together for unknown reasons. She had a company Christmas party, and he’s not one for social gatherings, so he had no intentions of going. Her, on the other hand, loved such events and seeing as she had checked off the plus one box after being unable to get him to reconsider, she finally asked if I wanted to go as her date. I didn’t hesitate to accept because not only was it being held at a fancy hotel-casino with a big dinner and open bar, but her company was paying for hotel rooms, so we were certainly going to be fucking each others’ brains out afterward. I very rarely get to see her dress up, she is more of a laid-back casual dresser, so when I picked her up, my jaw dropped. She had her hair done up, fancy earrings, a diamond necklace, a little black dress with a lot of cleavage, and black high heels. We got to the party and made the rounds. She introduced me as just a friend who was filling in for her BF who “got called into work.” We had dinner, socialized, and started to have drinks and enjoy the activities. She doesn’t usually drink, and I could tell with each drink she was getting more and more horny. We were sitting in a booth with one of her co-workers and her husband when she grabbed my hand under the table and placed it on her inner thigh. I glanced at her, and she just smiled. A few minutes later the couple asked if we wanted to join them out in the casino, M declined then once they were gone she leans in and says “I think we should go upstairs for a while so I can suck your cock.” I wasn’t about to say no, so we made our way up to the room. We had the elevator to ourselves, and her hands were all over me. We finally got to the room, and she went for my belt, dropped my pants and sat me down on the bed.

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? She dropped to her knees and inhaled my swelling cock. Her blowjobs were like no other. She took pride in her ability to suck a cock and admitted nothing turned her on more than having a cock in her mouth. She didn’t need any guidance, you just sat back and enjoyed the warm wet feel of her mouth sliding up and down your shaft. As usual, it didn’t take her long to get me to the point of no return. I warned her I was close, and she picked up her pace and started stroking with one hand and massaging my balls with the other. I grabbed the edge of the bed and let her have it. My hips were thrusting uncontrollably as my cock swelled and unloaded spurt after spurt of hot cum into her throat. I let out a sigh and fell back onto the bed as she sucked me clean then got up and went to the washroom to fix herself up.

We returned to the party downstairs for a while longer. Everyone was too drunk by that point to even notice we had left. We continued to drink and socialize, but after an hour or so, I was hornier than ever. Once we were able to get alone for a second, I didn’t have to ask twice if she was ready to return to the room. We quickly made our way back upstairs, carefully avoiding any of her co-workers along the way. We stumbled into the room with our hands all over each other. I went to remove her dress, but she stopped me and said, “I don’t get to dress up too often, so I want you to fuck me in the dress once.” I dropped my pants, and she reached up her dress and removed her thong. I laid back on the bed as she crawled on top, ready to take me, but I wanted to make her wait a little longer, so I cradled her bum and yanked her up towards my face. She leaned forward and positioned herself over my face. She had a thick juicy natural camel toe pussy that I could bury my tongue in for hours. It was something her BF wouldn’t do, so when I’d eat her out, she’d go wild. I licked and sucked her juicy slit until she was grinding against my face and her juices were running down my chin. I finally pushed her off, yanked her to the edge of the bed, hiked her dress up, and bent her over. I was rock hard as I slid my cock through her dripping pussy. She reached between her legs and guided me in. Once I felt my head slide inside and feel her warmth, I couldn’t help myself, grabbed her hips, and thrust myself all the way in. She let out a gasp and began to meet my thrusts. Then, I fucked her ruthlessly as her hands clenched the bed sheets. I held nothing back as she got wetter and wetter. She begged me not to stop as she got closer to orgasm she began moaning then lost control as her pussy trembled and squeezed down on me. She collapsed to the bed and went limp just as my orgasm hit, pumping a load of hot cum deep inside her. I pulled out and stumbled back taking a seat in a chair in the corner. Neither of us spoke as we caught our breath. She laid there limp over the edge of the bed, legs still apart as my cum leaked out. She finally got up and removed her dress then laid down on the bed motioning for me to join her. I walked over and let her suck me clean and get me hard again. I then crawled between her legs and slid my cock back into her warm gooey cum-filled cunt. We fucked a few more times before passing out. I woke up the next morning with a raging boner and her naked body clinging to me. We very rarely spent the night together, but I enjoyed waking up with her. She woke up shortly after and eagerly took care of my morning wood before we shared a shower and checked out.

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? It’s not the first time we’ve hooked up or spent the night together, so things were normal for us, except for her being admittedly a little sore, as she’s not used to taking me that many times in one night. I enjoy fucking her and always look forward to doing so again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Intoxication, It was easy/convenient

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

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? As per our agreement, we don’t discuss our arrangement with people.

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? Not at all

What was the BEST thing about this hookup? I always enjoy getting her for the whole night

What was the WORST thing about this hookup? We were pretty drunk, so we didn’t fuck as many times as I would have liked.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

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