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by Squeedy

What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: High school diploma
What’s your current relationship status? Engaged/Married (monogamous)
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? 4

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How long ago did this hookup happen? 9 years ago

What was your relationship status at the time? Live-in girlfriend, but she shared me.

How would you best classify this hookup? Group sex

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? CC, who is my part-time live-in girlfriend of 5 years. She was very well built and pretty. She had super nice, big tits and an ass that was simply beautiful! No one ever turned down a chance to see her body! The other person was JJ, CC’s best friend. I had known both all my life. JJ was also blonde, and even with clothes on, her body rocked it! She was more petite than CC and had very well proportioned tits and a very cute little ass!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Well, CC and I had a propensity for bringing women to the house and showing off my dick. CC loved to tell people about me and how they should see me naked. She would let women give me blowjobs and we would do everything, but she didn’t want me fucking them. I mentioned how pretty JJ’s tits looked and that I would love to see them, so CC started telling her she should show me her tits and she should see my dick every time they talked. I asked CC if JJ ever did show me her tits if I could suck on them and she said if JJ didn’t mind then she didn’t mind, but she made it clear she wouldn’t allow JJ to give me a blowjob because of their relationship.

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? One Saturday morning, I was still in bed and I knew CC planned out that JJ was coming over that morning and they were going shopping and then JJ was dropping CC at her mom’s. I woke up when I heard JJ tell CC “oh good lord I’ll go show him my tits!” She came into the bedroom with her shirt and bra pulled up and tits out, shaking them! They were gorgeous! CC said: “now come in here and show her your dick.” I sleep naked so I just got up and went in the living room. The look on JJ’s face was priceless and CC was just sitting there laughing saying “I told you”. I went over to the couch and started rubbing on CCs tits and she started getting naked. I told JJ I wanted to suck on her tits and started rubbing them then put my hands up her shirt. At that time, CC was completely naked and leaned over and started giving me head. JJ took her shirt off and I started sucking her tits. So I was sucking another woman’s tits and she watched me getting a blowjob as I was asking her how wet her pussy was. I let CC know I was about to cum so she stopped and it all happened simultaneously: I stood facing JJ, CC started jacking me off as hard as she could and JJ leaned back and I came all over her neck and tits.

How sexually satisfying was this hookup? Very

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? After JJ dropped CC off at her mom’s, she came back. She knew I was going to be working around the house. I saw her pull up and I got so hard immediately. She had an awesome body! I went in the back and took my clothes off and opened the front door with a fully hard cock. JJ walked in and started pulling her clothes off and told me she wanted me to fuck her like she had never been fucked before. She dropppd to her knees and sucked my dick for a few strokes I leaned down and ran a finger across her pussy and told her to bend over the couch. I grabbed onto her ass and started fucking her! I think she came 3 or 4 times as I pounded her as hard as I could! We fucked for about 20 minutes. When I told her I was ready to cum, she swung around and started sucking me off until I dumped my load down her throat!

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? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

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

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

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

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I personally love sex with nsa. I love seeing other people’s bodies and feeling the pleasure.

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