What’s your gender? Man
How old are you? 43
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Northeastern US
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Finance
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30-35
How many hookup stories have you here posted before? None

Great Adventure

How long ago did this hookup happen? 22 years

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? Lauren was about 5’0 and was 100 lbs of 18-year-old hippie power. She had pretty small breasts, which were each decorated with a silver nipple ring. Her long brown hair easily reached her mid back and was often braided. I met her when she started hanging out with her older brother, who was not really a friend of mine, but more of an acquaintance. She and her friends came to the apartment I was living in with another friend because we partied all the time. She was fun and flirty and was not all that ashamed of sleeping with quite a few people. From early June to the Fourth of July she had slept with at least 3 different guys and those were just the ones I knew about from our crew. On the Fourth, I became the 4th guy for her from our group in a 5 am LSD fueled sex marathon.

Chris was an old friend I reconnected with earlier that summer, and we hung out almost every day from June until September when he returned to school. He was about 5’9, thin, and had brown hair. I got along really well with both of them!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I had been out the night before and taken mushrooms with a girl. The whole night was hot; we flirted, we kissed, and it seemed sure sex was in the future. That is until her friend freaked out and convinced another girl that she should freak out too (not worth the explanation). As a result, they convinced the girl I was with that they should all go home. Lucky me!

I made a questionable decision and drove the 45 minutes home after the peak effect of the shrooms had passed. Tired and amazingly horny, I quietly climbed the stairs to our 2nd-floor apartment so I didn’t wake anyone at about 5:30 in the morning. The apartment was completely silent as I stood at a window drinking what I thought was one last beer before bed. Just as I noticed that I was near the end of my beer, I heard a voice in my bedroom behind the closed door. Was someone on the phone? It wouldn’t be the first time. My friends knew my bed and phone were open to them if I wasn’t home. I walked towards the door to see who it was and opened the door expecting to see a forlorn friend agonizing on the phone with a lover. Instead, I saw Lauren’s incredibly cute, naked ass in the air and her head in Chris’ lap. She quickly stopped sucking him and dove her head into the bed while fumbling to pull a sheet over herself, both of them laughing all the while. “Sorry man,” was all Chris said, and Lauren stuck her head out of the covers to add, “Sorry. But I am so glad it’s you and not Jeanine.” Jeanine was Lauren’s equally promiscuous friend who for some reason found it necessary to chastise Lauren for sleeping around, meanwhile, Jeanine did the same thing! They added, “We did shower before we got in bed!”

I laughed and said that it was fine and it had been that kind of night and explained the horrendous cock block I experienced. Then, I added those fateful words, “And seeing you two doesn’t help blue balls!” I was planning to just walk out and crash on the couch when Lauren shocked me. “Should we let him join us?” she asked Chris. He said it was fine and asked if she was thinking we would go one at a time, or double team her, and she replied, “2 guys is a fantasy.”

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 all just kind of nervously laughed and shrugged at the realization that we were about to have a threesome! She went back down on him in doggy style position, and I started using a finger on her which drove her instantly crazy. My horniness got the best of me and I couldn’t resist Laurens soaking wet lips. I gently licked her, slowly working my tongue towards her clit and teasing it with soft licks and gentle sucking, followed by sliding my tongue inside her. I alternated my mouth and fingers and at times used both as I slid under her. I then slid out from under her, planning to fuck her, but then impulsively I did something I had never done before, I licked her asshole, sucked her asshole, then rubbed my slick finger over her asshole. She moaned her approval and just as I did when we hooked up on the Fourth, I slid a finger gently inside her, eventually all the way. I was standing next to the bed, fingering her ass and rubbing her clit. I had my shirt off already, and as she sucked him, she reached down and pulled my shorts and boxers off and stroked me. Without a word being spoken, she swung over and took me in her mouth. I grabbed a big handful of her hair and helped her work her head up and down on me, followed by holding her head in place and fucking her mouth. She handled me almost flawlessly with only one little gag. Chris got behind her and slid inside her with his long dick. She took a deep breath as he entered her deeply and it felt great when she would moan, gasp, and claw her nails into my hips and ass as he worked it all in her. We asked her if she was enjoying it and she replied, “Do not stop.” We asked if she wanted Chris all the way in her, and she moaned, “mmmhmmm” as she sucked me. We slowly got to the point where he was all in and she had me completely in her mouth and I said, ”You have every inch of dick inside you right now.” I then moved her head up and down a bit so she’d get going on me, and Chris began fucking her. After about five minutes we switched, fucked for maybe five minutes and switched again with her on her back sucking me and him fucking her spread eagle. He went to work on her and fucked her really hard and fast for 5-10 minutes, ending by shooting his load all over her landing strip and stomach. I lasted a few more minutes before grabbing my dick and stroking it in unison with her as she sucked me. I knew she liked that from our previous hookup. I released in her mouth and asked her to keep going until I said stop. When the sensitivity became unbearable, I asked her to stop, which she did and then slowly licked my balls for a minute before it ended. She put in a t-shirt and her g-string and took me up on the offer to crash with me. Chris slept on the couch for a couple of hours before going home. Lauren and I had sex again when we woke up, and many more times over the next couple of months, but that was the only threesome with her.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Marijuana, hashish, Hallucinogens (LSD, mushrooms, DMT…)

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Marijuana, hashish, MDMA, ecstasy, molly

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 talked about it with a couple of girls I was with after that when we discussed previous sexual encounters. One loved it, and one said she had no interest.

Do you regret this hookup? Not at all

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