Girlfriend’s Roommate

by Alex

What’s your gender? Man
How old are you? 34
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Some college (not currently in college)
What’s your occupation? Law enforcement
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 31
How many hookup stories have you here posted before? 0

Girlfriend’s Roommate

How long ago did this hookup happen? 2 years

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

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? Rachel was white and about 5’8. She was thin framed with nice curves, and was very attractive. She had long red hair with blue eyes. She had this wholesome look, but you knew there was a slutty girl behind her perfect smile. She had large C tits with cute pink nipples, and she had long legs that led to a nice round ass. Rachel was my girlfriend’s roommate and they knew each other for a few years before I came into the picture. Well, I was always at their place because I had just started dating my girlfriend and we were in that honeymoon phase where we were fucking constantly.

Rachel didn’t like that I was always there and was very open about it. So my girlfriend tried to smooth things over and invited Rachel out with us. On the day we were all going out, I walked out to the living room to see Rachel in a short blue dress. She was already drinking and was a little tipsy. She was sitting in a way that showed off her entire sexy leg all the way up to a little piece of ass cheek. I felt my cock twitch. I sat down on the couch opposite of her and watched her put on her heels while she sat. When she would lean forward I had a great view of her prefect clevage. She looked up to see me lusting after her body. She smiled and asked if I could help fasten her heel strap. I was eager to do so. As I approached her, she extended her long leg with the unstrapped heel towards me. She pressed her shoe against my crotch to hold it in place while I fastened the strap. She knew what she was doing and flashed a playful smile. She flirted and complimented me while I worked. She switched legs, but returned her foot back to my crotch. I had a great view. Her legs were long and smooth and her tits were on display in the dress she was wearing. I got cocky and caressed her calf. This surprised her and then she gave a mischievous smile. Before anything else happened, we heard my girlfriend coming to the living room. We acted normal and nothing else happened that night. She must have been drunk because in the following weeks she expressed her disdain for me being at their place all the time which led to a huge argument between her and my girlfriend. We avoided each other until the night we fucked.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So one night my girlfriend was called into work. On those nights, I stayed in my girlfriend’s room and kept away from the common areas and from Rachel. My girlfriend was gone for about 2 hours when I heard a knock on the door. It was Rachel. She asked me through the door if I wanted to have a beer and talk things out. She wanted to apologize for being a bitch to me, and I said “sure”. We met in the kitchen, drank a few beers, and smoothed things over. We made peace. She then invited me to her room to play Uno. I didn’t think much of it, and followed her to her room. We sat on the bed, drank, and played uno. She would take a hit of a joint at random times during the game. Then she got up and went to her bathroom to change into some sweat pants. I could see directly into the bathroom from where I was sitting. She look at me snd said, “you don’t mind, do you? ” I shook my head and said “no” . She then pulled down her jeans and panties. I could see her nice round ass. She turned toward me while she put on her sweat pants. She was very casual about it. I got a good show of her nice shaved pussy. I was sporting some wood. We continued to play like nothing happened. She then aaked me if I was a tit or ass man . I told her I’m a tit man. She took a hit from her joint and said that I would like hers because they’re not D’s or DD’s. I told her I’m an equal opportunity tit lover. So she stood up and lifted up her top and asked, “what do you think?” I responded with, they’re definitely a mouthful. She smiled and said, “yeah?” She then grabs a pack of cigarettes and walks towards the window I was sitting by. She opened the window, lit up her cigarette, and sat on the nightstand next to me. I was sitting on the edge of the bed right next to the nightstand. She smoked her cigarette and began to apologize for her bitchy behavior the last few weeks. I told her don’t sweat it. She then put her hand on my thigh and said, “no, I’m really sorry.”

At this moment, my cock was about to rip through my jeans and it was very obvious that I was hard. I go for broke and and laid on the bed. You could see the outline of my hard cock through my jeans. She put out her cigarette and sat on the edge of the bed with her back toward me. I felt her hand rubbing my thigh. I started caressing her back under her shirt. She moved her hand and then she was rubbing my cock and thigh over my jeans. Meanwhile, she was repeating “I shouldn’t be doing this,” which made me harder because she was saying it while she unbuttoned my pants to pull my cock out.

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? While she was trying to free my cock, I reached around and grabbed a handful of titty. I felt content. I’d been fantasizing about her tits for weeks at that point. She finally pulled my cock out and started stroking it. At this point, both of her tits were out and I was playing with then with one hand. She stopped stroking and said, “this cock needs to be sucked,” and with that, my cock disappeared into her mouth. I grab a handful of her red hair and worked her pretty face into a good pace. I watched as Rachel sucked and worshipped my cock. She was perfect and sloppy. She used both hands to stroke my cock which got me harder. I told her not to stop. She then rubbed my cock over her face while breathing on it. Then my cock disappears into her mouth again. I was in heaven. Rachel is a 9 at least and here she was gagging on my meat. She then stopped, stood up quickly, and said “we might as well go ahead and fuck.”

She stripped and so did I. I laid on my back and she grabbed my cock, hovered over me, and worked the head into her pussy. She slid down onto my cock as I slowly impaled her. She breathed quickly and in short breaths. She was now fully on my cock. She told me to go slow and not to be rough. Her pussy felt so tight around my cock. I made my cock twitch inside her, and she loved the feeling. She started grinding and riding my cock on her own. Within minutes, she was bouncing on my dick. Her red hair was everywhere, which was just so sexy. Her tits jiggled with every bounce. I grabbed, squeezed, sucked, and played with her tits. They were more than a handful. It was like getting ridden by a porn star. At times she would squeeze and play with her own tits as she rode me. After a while of her riding me, I told her I wanted her to go on her back. She told me not to fuck her hard, but she was just too god damn sexy. I put each leg over my shoulders and pounded that pussy. I could hear her pussy getting wetter with each hard thrust. Then she squeezed her perfect tits, closed her eyes tight, and let out a moan. I just continued to thrust my dick into her harder. I gathered my thoughts and check the time. I was cutting it close to my girlfriend coming home and I hadn’t come yet, but I’d rather be safe than sorry. So while Rachel was recovering, I gathered all my things and any proof that I was in her room. As I was getting ready to walk out, she asked if I came. I told her I didn’t, but that I was good. She was not having it wanted me to cum before I left. I told her I didn’t want to be caught in her room, but she got up and stopped me from leaving.

There I was, naked, with all my clothes in my arms, and here was Rachel, begging me to cum for her. She started stroking my cock slowly and pulling me toward her bed by it. I was hard again now and I started thinking of all the shit she talked the last few weeks. So I drop all my things and told her to bend over the bed. The sight was incredible. I grabbed my cock and stabbed it into her pussy. I started fucking her hard and her ass rippled with every thrust. I grabbed a handful of her red hair and pulled it while I pounded her tight pussy. I felt my nut coming, so I got her to her knees quickly. She knew what was about to happen. She kept stroking my cock, only pausing to smack my cock on her flawless face. I took over the strokes and told her to play with her tits and maintain eye contact. This pushed me over the edge. The first rope of cum hit her face and then she quickly puts my cock in her mouth and swallowed the rest. The cherry on top was her licking my cock clean and on the last lick, she looked up at me and says “good boy”. I was ready to fuck again just based on that, but I was really cutting it close. Rachel crawled into her bed and looked like she was about to go to sleep. I grabbed my stuff and hit the shower. I got into bed and 15 minutes later my girlfriend came home.

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? Everything was cool. Rachel would flirt with me on the sly, but then one day, she was drinking with us and started making comments about my cock size ans being good in bed. The color drained from my face. I thought I was busted, but my girlfriend thought Rachel was drunk and just making general comments. Close call. We both wanted to fuck again, but never got the chance.

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, Attraction to partner(s), Just happened, I don’t know why, just went along with it

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

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? I don’t know / I’m not sure

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

To whom did you talk about the hookup? How did they react? I told my female friend who I used to fuck. She just thought it was me being me.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Fucking my girlfriend’s hotter friend.

What was the WORST thing about this hookup? Not being able to fuck again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Nope. I’m as loyal as my options.

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

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

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