The Bachelor Party

by Taylor

What’s your gender? Man
How old are you? 42
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
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)? 40

The Bachelor Party

How long ago did this hookup happen? 15 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? One-night stand

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 just met Stacey that night at the bar. She was attractive, with a cute smile, lovely green eyes, and bright red hair. She was about 5’6”, average build, and nice size tits. When I first saw her I was definitely attracted to her.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My brother was having his bachelor party in the city that we grew up. It was him, four of his best friends, and I that made up the groomsmen and the bachelor party. I was reluctant to go, but my wife told me to go have fun with my brother. I wasn’t really in the mood to party all night, so I got myself a separate hotel room from them.

We began the night at an Irish bar and restaurant. After 3 drinks there and realizing the only women to flirt with were the waitresses, we tried the next bar down the street. It was a crowded 3-floor club. We got our drinks and ran into a bachelorette party. That’s where I met Stacey. She was there with her sister-in-law and her friends. Our two parties hit it off and began hanging out together. I began talking with Stacey and she was in a similar situation as me, married, a young child, our spouses pushing us to go out and have fun and as the more we talked we both admitted our sex lives sucked.

The club was getting crowded on the first floor, so Stacey and I went upstairs to the second floor where there were couches to sit. We sat apart at first, but continued to get closer and began touching each other’s arms and legs. I leaned in for a kiss and she jumped back, saying she couldn’t. We went back downstairs with the rest of our parties and they were doing shots. After a few rounds, the parties decided to head to the dance club. Stacey said she needed to go relax and asked me to walk her back to the hotel.

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? As we got in the hotel, I asked her what floor she was staying on. She said she was going to what ever floor my room was on. We got in the elevator and began kissing on the way to my floor. We entered the room and kept kissing again as we made our way to the bed. We slowly peeled our clothes off. I began fingering her as I sucked on her tits. She was giving perfect direction on how to get her off. I went down on her and finished her off for orgasm #1.

We laid on the bed kissing as she recovered. She began stroking my cock. When it was nice and hard, she went down and began sucking me expertly. I asked her if she enjoyed 69, and she said yes and positioned herself on top of me. We stayed this way a while, taking turns driving each other crazy with our oral skills. I couldn’t take it anymore and took her to orgasm #2. She laid back on the bed and I entered her in missionary. She commented how nicely I filled her up. I got into a nice rhythm of fucking her pussy. I tried a few angles and leg positions, finally putting her legs on my shoulders. I got into a good rhythm and felt my cum building. I asked her where I should cum. She told me deep in her. That was too much and sent me over the edge and I erupted in her.

We laid there for a few minutes and then after a few kisses and tugs on my cock I was rock hard again. She climbed on top, then as I sucked on her tits. We switched through various positions from doggie, to missionary, to standing to her finally bent over the table in the room. She had a strong orgasm #3 and she dropped to her knees and began as she sucked the hell out of me for my second orgasm. As I told her I was going to cum, she pulled my cock out of her and let it shoot all over her face.

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? We both took a quick shower together and climbed back in the bed. We made out some more, but we were both very tired and very fulfilled. We awoke the next morning and began another oral session. We didn’t prolong it as much as the night before, but we both got our final orgasms.

She left and I was nervous that my brother would say something, but apparently, he ended up with one of the other girls from the bachelorette party. I felt guilty on the drive home that I had fucked this random lady. I have fond memories of Stacey as she was my first affair partner as a married man

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

What were your motives for this hookup? Attraction to partner(s), Intoxication

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol

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

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Somewhat

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 told my brother about it, when I went to his hotel room and saw a few a bachelorette party was still with them.

How would you best summarize people’s reactions about this hookup? Mixed (Some positive, some negative)

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? That I cheated on my wife, when she told me to have fun.

What was the BEST thing about this hookup? Her amazing oral skills.

What was the WORST thing about this hookup? Not getting her information to see if we could hook up again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope

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

All things considered, how NEGATIVE was this experience? A little negative

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