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What’s your gender? Man
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? 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)? 20+
How many hookup stories have you here posted before? 1

Prime Real Estate

How long ago did this hookup happen? 1 yr

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 was same age as me, average height, a little on the thick/chubby side, massive tits, a natural red head with stunning blue eyes and a thick puffy set of lips that were made for sucking cock, appearance wise she really wasn’t my type but something about her smile and eyes did it for me. I knew her husband as an old co-worker and we stayed in touch after going separate ways and hung out from time to time. I’d known her for probably 10 years and always got a vibe from her but never paid it much attention, they’d always invite me to their annual Christmas party which is where I met another couple that I later found out were swingers when a friend was banging the wife. That was when I started noticing and suspecting things about her. Then the following year it was confirmed at their Christmas party, we had been drinking all night and I went for another beer from the basement, she cornered me and made her move, explained that they were swingers but they kept it a secret and usually didn’t mingle among their friends but she’d always had a thing for me and really wanted to suck my cock. As I stood there speechless she decided to go for it and blew me right there in the basement, taking my load and swallowing it all. When she got up she whispered in my ear about it being kept a secret and how next time I’d be getting more than a blowjob. She gave great head and I was certainly interested in finding out what else she was good at.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was about 6 months later, just another week day when I got a text from her She was a real estate agent and she was doing an open house nearby and she wanted me to come by. I told her I may not be able to make it to which she responded with an address a time and a note saying “Remember the Christmas party? This is going to be better.” I said fuck it and showed up as she was taking down the signs, it was a more high end neighborhood, she rushed me inside and locked the door then lead me upstairs to the master bathroom, which was huge and had mirrors everywhere, she wasted no time removing my pants as she told me how nice she thought my cock was and how badly she wanted to be fucked by it.

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? She gave it a few tugs before getting on her knees and sucking it till it was good and hard, she got up gave me a kiss then told me she liked it rough as she reached under her skirt and removed her panties, i reached down and grabbed a condom from my pants but she grabbed it from my hand and in an incredibly sexy tone says, “Normally I’d make a guy wear a condom but you’ve got a gorgeous cock and I want the full experience, especially the feeling of your hot cum squirting inside of me.” I paused briefly, but before i could speak she continues with “C’mon stud, I’m on the pill, I’m not asking you to knock me up, just show a girl a good time, it’s not every day I get fucked by a cock like yours,” she gave me a look that I couldn’t resist and I went for it pushing her against the counter as I hiked her skirt up. Her face filled up with excitement, I spun her around and leaned her against the counter, we locked eyes in the giant mirror, I teased her as I ran my cock between her juicy lips, she trembled, I reached around front and played with her clit which drove her wild. I continued to tease her for almost 10 minutes, bringing her close but not all the way, I was watching in the mirror as she closed her eyes panting heavily, then without much warning I knelt down slightly and with a quick push I buried my cock inside of her tight wet pillowy cunt, her eyes went wide as a long gasp escaped her lips. I didn’t give her any time to adjust and just started fucking her hard and deep, once she got past the initial shock you could tell she was really starting to enjoy it as she matched my thrusts, it didn’t take long and she was begging me to keep going and crying out I was going to make her cum, then she did, letting out a long moan as she got wetter and her walls began to tremble. She was struggling to stand but I was too close myself, I grabbed the edge of the counter tight and began power fucking that pussy, she moaned out “HOLY FUCK!” then it hit. I hammered a good four or five thrusts into her, each thrust pumping out a load of hot cum, there was a look of pure satisfaction on her face as I slowly pulled out. She stayed there leaned over the counter for several minutes before she could move, she pulled herself onto the counter and sat there catching her breather as my cum continued to leak out on the counter top, as I grabbed my pants she said she’d never had a guy make her cum like that before and if i was interested i could stop by an open house whenever I wanted to.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? She sent me a text the next day saying she’d never been fucked so hard she could feel it the next day but she loved it. We’ve hooked up a few more times and on several occasions we’ve just met up and she’d blow me in her car. No real feelings but the sex is good and she gives great head so I’ll stick with it until I get bored.

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), Just happened, I don’t know why, just went along with it, It was easy / convenient

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? 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? 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

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