What’s your gender? Man
How old are you? 31
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
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 4

My First Threeway

How long ago did this hookup happen? 10 years ago

What was your relationship status at the time? In a relationship (monogamous)

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 dating Rachel for about 3 months at that point. She was 19, had long dirty blonde hair, skinny and toned frame, nice a cups and just gorgeous.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were invited over to my friends place to drink with him and his Samantha. We played a lot of board games and watched some movies. My friend and his gf were way drunker than us as they had been drinking before we got there. I heard the girls giggling next to each other and looked to see what was going on. The girls had started to make out on the couch. Nothing to heavy just kissing. The girls then asked if we wanted to have a 4 way. My buddy and I said no to that as we didn’t want to see each other naked. Samantha then suggested maybe we switch partners for the night. My buddy asked me and I was cool with it. Samantha grabbed my hand and brought me to the bedroom.

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? Sam was 20 shoulder length brown hair and brown eyes. She wore glasses, was around 130lbs, had D cups and a lot of curves. She pushed me back on the bed and undid my belt. She confessed to me she and Rachel had talked about doing this for a while. Sam pulled out my hard cock and stroked it a couple times. Sam then took the full length into her mouth and down her throat. I was surprised at her skills and she made eye contact as she did this. I just laid back and let her work on my cock. After about 5 minutes the door to the bedroom opened and Rachel walked in. Sam stopped sucking and asked if she should stop. Rachel said no to continue. She said that she had been stroking my buddy and he had cum already and couldn’t get hard again. Rachel asked if she could join in and Sam agreed. The two began to make out again and I was left to watch. I didn’t mind as it was hot watching these two. They pulled at each other’s clothes and were eventually naked. Sam pushed Rachel onto the bed and got between her legs and began to eat her. I got off the bed and got behind Sam. I wasn’t going to pass up this chance. I rubbed my cock up and down her pussy. I felt Sam push me away. I then noticed she had a tampon in. So much for that idea. I then began to look around the nightstand and found a bottle of Astroglide. I lubed up my cock and put some on Sam’s ass hole. Sam jumped a little when I did that and looked back at me. She said she had never done anal before. Rachel told her to just relax and let it slide in. Sam watched as I point my cock against her hole and began to push. It was super tight and my head popped in. Sam moaned as it did but also winced in pain. Rachel grabbed Sam’s head and pulled it down to her pussy. I slowly made my way inside her ass. It was incredible. Rachel had an orgasm shortly after and she told me to pull out. Rachel pushed me on the bed and Sam and her took turns giving me head. Sam tried to show her how to take the full length and Rachel almost did. I told them I was going to cum. They pulled me to my feet and both got in front of me with mouths open. I came quite a bit and got some in both their mouths. Sam then kissed Rachel and left us in the room. We talked about what had just happened and the only regret I had was I didn’t get to try her pussy. Rachel snuggled up next to me and we fell asleep.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? No

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? When I woke up in the morning I had to use the bathroom. As I walked by my buddies room I heard moaning and figured him and Sam were having sex. I went in the bathroom and heard the shower running. I struggled to pee with my morning wood. I looked over at the shower and could tell by the outline that Sam was in the shower not Rachel. I walked over and opened the door to the shower. Sam was there all lathered up. I took down my boxers and stepped in. She smiled and took my cock in her soapy hand. She gave it a few quick slippery jerks and then rinsed it off. She said Rachel was having sex to make up for last night. I asked if we could since we were in the shower. She didn’t answer just turned around and bent over a bit. I spit on my cock and rubbed it up and down her pussy this time there was no tampon. I pushed inside her and it was super tight. It lasted about 5 minutes before she came. I then shot my cum inside her. She said she had never let anyone cum in her before and not to say anything. I pulled out and we showered together.
Me and my buddy broke up with the girls around the same time a few months later.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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