My First Threesome

by Jewels

What’s your gender? Woman
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? NJ
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Banker
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 10
How many hookup stories have you here posted before? None

My First Threesome

How long ago did this hookup happen? 10 years ago

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

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 had been in a relationship with my live-in boyfriend for 4 years. We always had an amazing sex life in part because he was HUGE. And, also in part because we were very experimental and fucked constantly. At least twice a day. Since we had moved in together, my best friend Sarah had been getting a little irritated that I had been spending so much time with him.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day, Brad was at a Boxing match so Sarah and I were drinking wine at my apartment for girls night. We were discussing some new ideas about how to keep things spicy. Sarah and I ran cross-country together and she has an amazing body. She’s toned and tan with most piercing blue eyes. She’s drop dead gorgeous. Brad came home right as we were discussing perhaps a threesome. I could see Brad look from her big tits down her firm stomach. Watching him started to turn me on.

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? I slowly climbed on top of her and started kissing her lips, neck, licking down to her tits. Then I started sucking her tits. I could feel her pussy starting to drip on my thigh. Brad came to the head of the bed standing over us and put his dick in Sarah’s mouth. She started sucking. I pulled Sarah’s shorts off (no underwear on) and went down on her. I started licking her and sucking. It was my first time but, as soon as I put my fingers up her pussy and sucked she started squirting away. I flipped her over and licked her ass using her cum with my finger to loosen her ass. I wanted to cum before Brad did. So I had him lay on his back and eat her ass while I rode him until right before I came. Then he flipped Sarah back over and put his huge cock in her ass. She felt him go in and said, “Jesus he is bigger then you said.” It took a while to get it in but she finished me off sucking my clit so hard while I grabbed her hair in the meantime. She shoved her fingers up my pussy right as she licked my clit and I came everywhere. As Brad finished up in her ass I sucked her clit holding her thighs. He came but, Sarah didn’t cum again.

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? Oh it was pretty awful for her. She told her boyfriend and he was not ok with it. But, we were fine. We grew apart after a while.

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

What were your motives for this hookup? Fun, pleasure, horniness

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

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? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

Did your partner get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Somewhat

Why do you regret this hookup? I don’t regret the hook-up just the consequences for her. Bad timing.

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