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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? 3

She Was Just As Trashy As Her Apartment

How long ago did this hookup happen? 4yrs

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than 6 months

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? At the time she was just some bimbo that my buddy was banging. She was 24, average height and weight, platinum blonde hair, pale white skin, fairly nice legs, not much of an ass but natural tits so big they made double D’s look small, face department she wasn’t that great, wore a lot of makeup due to bad complexion, usually wore bright red lipstick, black framed glasses and almost always wore dresses or skirts with her tits hanging out. She was a single mom with no baby daddy in the picture, no job, and her father’s credit card. For the first few months I’d known her I had a girlfriend and she didn’t seem to pay me much attention, then I broke up with my girlfriend and things changed. Suddenly, she wanted to hang out and started getting a little too friendly, she was very suggestive and liked to share information most people kept private, like how much she enjoyed anal or the fact she got an IUD after the kid because the pill was too much effort and she really liked feeling a guy come in her so condoms were out of the question. In all honesty, I didn’t find her all that attractive and I was pretty sure that she was a whore.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Saturday and she’d asked if I could help her pick up a TV stand later that night, normally my buddy was around any time I saw her but he was working that night. She texted me an address and said to come by around 8 PM. I showed up and thought for sure I was at the wrong place, it was some old shithole apartment complex in some ghetto neighborhood. I texted her and it was the right place so I went up, she let me in and told me to hang out for a bit while she finished getting herself ready. I asked about the kid and she said her dad was watching him for the weekend. I grabbed a seat on the couch and maybe ten minutes later she came walking out all dolled up as usual in a short red dress with little spaghetti straps that were being tested as her tits almost spilled out, she walked right in front of me, closed the patio curtains then spun around and gave me a look. I stood up thinking we were going to leave but she stepped towards me and said, “So there’s actually no TV stand”, I gave her a confused look and asked what we were doing then, she gave me a smile placed a hand on my chest and said, “Well, i was kind of hoping you’ll fuck me”, it took a minute for me to come up with a response, I asked about her and my buddy, her hand slid down and released the button on my jeans then she said, “He just fucks me, but you can too”, her hand slid into my pants and felt me up, her eyes were filled with lust as she explained that my ex had shared some details about me having a rather large cock and since I’d become single she couldn’t stop thinking about finding out for herself just how big it was. I was starting to get hard as we stared at each other in silence, she pushed my pants and boxers to the ground as my now fully erect cock sprung up between us, she grabbed it firmly and bit her lip and said, “Well stud, seeing as your dick is hard I take it you’re going to fuck me?” I just gave her a nod as she pushed me back down on the couch.

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? With my pants around my ankles she straddled me on the couch, reached under her dress and held my cock as she lowered herself, I felt my head spread her lips and slide into her warm cunt, her eyes rolled back as she gasped and moaned the more she lowered herself onto my cock, once she was all the way down she kissed me and said, “Oh god she was right about you having a nice cock”, she started riding me slowly, I gave the top of her dress a tug and those massive tits spilled out, I buried my face in them and sucked and pinched her hard light brown nipples as she began riding me harder and faster but I kept sliding into her shitty couch so I got her up and bent her over the arm, flipped her dress up grabbed her hips and without warning slammed my cock back inside her. She was so wet her juices were running down her pale white thighs, then without hesitation i shoved my cock as deep as i could and sprayed her insides like a fire hose, my cock and balls just kept throbbing, there was so much cum it spilled down her thighs when I pulled out. She laid there motionless slumped over the arm as  walked back and sat on the couch in front of her, she caught her breath, reached out and began stroking my cock, it only took a few seconds and I was ready to go again and that’s when she said, “You can fuck my ass if you want”. She reached back and spread her cheeks, I slipped it into her cum filled pussy a few times as I fingered her asshole, I grabbed my cock and began pushing against her tight little hole then without warning the head slipped in. She was gasping as I pushed in further, I was about halfway when she told me to stop. She asked me to pull out and we went to her bedroom to grab a bottle of lube from her nightstand and assumed the position on her bed. I gave her ass a squirt, fingered her a few times and went for my second attempt, she white-knuckled the bed sheets as I pushed in this time giving her the full length, it didn’t take long before she was begging for me to fuck her harder, I wanted to see her tits again so I flipped her onto her back, yanked the dress off and slipped back into her gaping ass, she rubbed her clit frantically as I jackhammered her asshole, we were both getting close and hers hit first, she convulsed violently squirting a little, I held onto her legs trying to keep my dick in her ass, she clenched almost like she was milking me and i came in her ass.

We laid on the bed and clock on the wall said it was just after midnight, she just laid there panting, legs spread with my cum leaking out of her. I looked in the nightstand drawer where she’d gotten the lube and there was a big rubber dick with balls, it was maybe five inches long and five inches around. I asked if she wanted to go a third time, she just looked at me and asked if I was seriously able to go again, I told her I was I’d just need a few minutes, she reached over and started stroking it again but I wanted a little more so I grabbed her head and she shot me a look and pulled away and said, “Nope, not happening, only whores suck dick”. I had to laugh a little and asked if she wanted to be fucked one more time, she nodded so I looked at her and said, “Well, be a good little whore and start sucking”, she glared at me but leaned in and began giving me head, despite her objections she was no stranger to having a cock in her mouth, she gagged, slobbered and handled my balls like a pro. I grabbed the dildo and told her to get into the doggy position, with the lube and cum the dildo slid into her ass with ease. I fucked her ass with it for a few minutes until she looked back and asked for the real thing, so I got up behind her pushed the dildo balls deep into her ass and slid my cock across her lip, she shivered then looked back and asked what I was doing and why the dildo was still in her ass, I smiled and told her I was gonna push her limits then slid my cock into her pussy, I went balls deep with a thin wall between myself and the dildo she clenched the sheets and gasped, I leaned in and whispered in her ear asking if she wanted to keep going, she nodded and moaned out, “Oh god yes, keep going”, with the dildo in her ass she was incredibly tight as I held nothing back on her pussy. It only took about five minutes and she was crying out she was close, then it hit like a freight train she lunged forward letting out a massive geyser-like squirt and fell to the bed convulsing uncontrollably, I was close so I slid the dildo out and thrust my cock into her ass, every muscle in her body was going crazy and it only took a few thrusts for me to finish.
It was a little past one in the morning, I went grabbed my clothes from the living room and left.

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? It felt good in a strange way and i really wasn’t surprised with how far she let me take it. I really had no expectations she was a one night stand for me. It was a little awkward when her and my buddy started dating a couple months later all the while knowing she’d let me fuck her like a whore. After they were dating she tried getting me to fuck her behind his back, I turned her down and she got a little bitchy after that.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) IUD (Intrauterine device)

What were your motives for this hookup? Fun, pleasure, horniness, Boredom, 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? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? MDMA, ecstasy, molly

How wanted was this hookup for you at the time? I don’t know / I’m not sure

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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? A little bit

Why do you regret this hookup? My buddy has been with her for a while now and is unaware I fucked every hole she has as well as DP’d her with a dildo and pumped three loads into her during a one night stand.

What was the BEST thing about this hookup? She proved my suspicions to be true in a very pleasurable way

What was the WORST thing about this hookup? Knowing i’ve had wild nasty sex with a chick my buddy now considers his girlfriend and knowing she tried to cheat on with him with me. I have no doubts shes fucked countless guys behind his back.

All things considered, how POSITIVE was this experience? A little positive

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

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