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What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 25
How many hookup stories have you here posted before? 0

The Other Guy And A Broken Condom

How long ago did this hookup happen? month

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

How would you best classify this hookup? Friends-with-benefits

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 is my friend’s girlfriend, she is about 5’4″ average weight, few extra pounds but a nice body, brown hair, freckles, big tits, and nice legs. We’ve known each other roughly 5 years, and we’ve always had a bit of chemistry, we became very close as if we’d known each other our whole lives. Initially, they approached me with a proposition, they’d been together 7yrs, they were in their mid 20s and things had become stale in bed, they wanted to spice things up and my friend had been suggesting a threesome with one of her friends for years so she finally agreed to set it up on the condition she got a threesome of her own but with another guy, and the guy she wanted was me, we set it up and did it, me and her connected on a whole new level and the sex was amazing. Shortly after she approached me again, they’d decided that with their relationship they hadn’t gotten the chance to experienced sex with many other people so they decided to try an open relationship, however she wasn’t as eager to hook up with randoms as he was so we agreed on an arrangement where me and her could be friends with benefits, the only rules were that it had to be kept a secret and we used condoms. Pretty soon we were like high school kids and met up any chance we got.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Friday night and we’d been chatting all day, my friend was going away for the weekend and she was horny like always and wanted to meet up after work. She’d had a late shift and went to the gym afterward then showed up around 9pm. I was ready to go as soon as she got there but she insisted that she needed a shower first, i gave her a few minutes then went and joined her, we fooled around and made out in the shower for a while, although we were just supposed to be friends with benefits, there was no denying lines became blurred at times as some of our hookups became more intense and passionate. We finally hopped out of the shower and moved 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? I laid her down then got my face down between her legs to devour her sweet juicy pussy, I absolutely love eating pussy and much to my surprise she’d never had a guy go down on her before me, my friend was strongly against it and the first time I did she was very hesitant and unsure if she’d like it, one orgasm later and she loved having me go down on her. I licked, sucked, and fingered her till she was clenching my head between her thighs and clawing at my scalp, when she calmed down a little she reached into my night stand and tossed me a condom, I was pretty worked up and suggested she give me head first because I wasn’t likely going to last long, she pulled me up gave me a kiss and said, “I don’t mind, I just want you inside me”, so I slipped the condom on, spread her legs and took her in the missionary position, she wrapped her legs around me and we made out very passionately as I fucked her, I was picking up the pace as she clawed at my back, then i realized despite the ultra thin condoms things were feeling a little too good, I slowed down and pulled out a little and noticed the condom bunched up at the base of my cock, I stopped and she asked what was wrong, I told her the condom had broken and I needed to get another, she let out a moan and said, “Just a little longer baby I’m so close”, I told her I’d slip a new one on and be back at it, she pulled me back in with her legs and a whispers in my ear, “I want to feel you cum inside me”, I looked in her eyes and began thrusting again, I started going faster and harder until I felt it start to build, then with a series of quick hard thrusts I let out a groan as I erupted inside of her, she squeezed me tight and moaned mumbled gibberish like never before as she came. We laid there catching our breath and she finally said, “So, I know we’re supposed to use condoms, but I’ve never had an orgasm like that before so I won’t say anything if you don’t”, with that said we started going at it again and again and again before calling it a night.

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? The next morning she woke me with a blowjob, we had a shower, discussed how we’d decided to break the rules and how we’d handle it going forward. We’ve continued to have sex with no signs of stopping anytime soon.

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

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection

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

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

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

What was the BEST thing about this hookup? Ive wanted to fuck her without a condom for a while

What was the WORST thing about this hookup? nothing

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

All things considered, how NEGATIVE was this experience? Not at all negative

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