Pool Sitting

by Daven

What’s your gender? Man
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Virginia
Highest education received: Some college (not currently in college)
What’s your occupation? Contractor
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)? 7
How many hookup stories have you here posted before? 0

Pool Sitting

How long ago did this hookup happen? 12

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

How would you best classify this hookup? Fuck-buddies

How long did you know the person before this hookup? For more than 3 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? She was 5’10” with beautiful, long dirty blonde hair, and was fit with an awesome butt. We had several risky fucks several years before.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One of her neighbors had hired her younger sister to feed the cats and other house chores while they were gone. They also had a pool. We decided to have a little pool party at night with no lights and possibly no clothes. It was going to be my girlfriend, two of her sisters, and a friend of mine who is also a girl.

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 had to work so they started before me. According to my girlfriend, they were all topless from the start. When I arrived, I let them know I was coming through the gate. My friend put her top back on while my girlfriend’s sisters stayed topless. It was pitch black so I couldn’t see anything that was in the water. I got in with trunks on, and we all talked and had a few beers. Eventually, I had my girlfriend in the water, with my arms holding the side of the pool. She was facing me with her arms around me. We kissed a few times and continued to have conversations with her sisters and my friend. I had a raging hard-on and my girlfriend bumped into it and gave me the “hmmm” sound as she clearly approved. Then she said her arms were tired and wanted me to support her. I raised my knees and she spread her legs so she was resting her thighs on my knees. While talking to her sister, she slid her hand into the water and stroked my hard cock in my trunks. I dropped one hand in the water and caressed her breast. We continue to converse the whole time. I lowered my hand to her pussy and uncovered it. She pulled my cock out through the pants leg and slid her hips towards my cock and rubbed it on her clit. We maintained our above water composure. While, underwater, she was slowly grinding on my shaft. I lowered my hips and my tip was snug in her opening. She stopped moving and applied her pussy the head of my cock but it would not be that easy for it to go in.

She let out a little “ow” and the subject of the conversation quickly became, “What are you guys doing?”. She said it was just a leg cramp and pulled away. She continued to talk to her sisters and their subject was redirected to what they have done with their lovers. She turned around and her body raked my still hard cock. Her back was to me as she began to pin my cock against me with her lower back. I leaned back and dropped my body lower into the water, my cock slid down in-between her beautiful ass cheeks. My tip grazed over her rear entry, she moved her body slowly to tease me. We both knew that my cock was not going to be able to make the journey today. I lowered a little bit more and my cock sprang out straight under her. We moved slowly until she raised her rear and my cock slid in-between her legs. She slid her hand into the water, grabbing my tip and pushed it to her heat.

Grinding slowly on my shaft a could feel her rubbing her clit as my cock would rub it slowly, she would rub her clit hard every time my cock would disappear between her legs. Suddenly she squeezed her legs tight. She was orgasming and with that, I pushed through her tightly squeezed cheeks to have my cock head be raked over by her knuckles. It was immaculate and my cock started pulsating being held so tight she could tell I was ready to release. She squeezed as tight as she could and grabbed my tip, rubbing, pulling and squeezing until she felt my cum rush through, running between her tight ass. She fully released my tip allowing full flow but grabbed my shaft tight and turned to face me. My cock was still fully erect and she knew it had more to give. Stroking deep and strong, with a tight grip, my shaft was pulling out from my groin. After a few minutes my cock, swelling to it’s maximum. My cock wanted to fought back the only way it could, with a second wave of orgasmic pulsing. My cock, swollen and solid, flexed out pushing her grip back. She stopped mid sentence, as she was talking to her sisters, to let out an “oh my” and played it off as there was a hot jet hitting her. It traveled with great pressure down my shaft to the head of my cock. She tried to block it with her clit, now on the mouth of my cock. When she push her hand back into my balls to opened the mouth wide and no matter how hard she pushed her clit on it, the full load broke through, letting her clit to be hit by my load. Because of that, she released a second orgasm. As she finished cumming, her hand released and the last few loads when through. My cock fell limp in her grip. Her hand thanked my balls for the second orgasm with a safe cupping for a few minutes. She put my cock back and we got out. Her sisters asked why I was so quiet. I told them I was distracted and they laughed.

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 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)

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? Not at all (no alcohol or drugs)

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

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