Life in my early twenties was great. My entry level job bored me to tears, and the paycheck wasn't anything to brag about. But I had my college degree, loads of free time, and just enough pocket money to get myself into all kinds of trouble. Plus I was young, and it seemed like the world had been made for me. There were bars where the drinks were cheap and the music was good, sweaty clubs where the girls showed off more shimmering, smooth skin than they covered, and shitty parties where the food was bad and the music too loud but the stories were always entertaining. Most important of all, I had one of my best friends from college as my roommate. He shared in all of my adventures, kept the trouble from getting too big, and helped keep the bills low.
That all changed when my roommate fell in love. He met this sweetheart of a shy and beautiful girl, and they became inseparable. The idiots got engaged at 24, and just like that my good times were over. But even when I realized how bad it was going to be for me when my roommate told me he was moving in with his fiancé, I had no way to anticipate the gut wrenching ride I was about to experience.
The serious trouble started a couple weeks before my roommate was due to move out. His fiancé told me she had heard I was trying to line up another roommate so I could keep my place, and she said she had a roommate who was now looking for a new apartment to share. I should have asked why I had never met her roommate, that would have been warning sign. But the question didn't cross my mind at the time.
A few days later when I met the roommate at a happy hour, I knew I was in a tough spot. The girl was gorgeous. Her name was Cassidy, which also should have been a warning.
She was clearly the type of girl who worked out a lot, standing atop long, shapely legs that were toned with muscle. Her whole body was lean and toned. She was pretty tall at about 5'7", and had fiery red hair that hung down in soft curls just below her shoulders. When she was introduced to me, her deep blue eyes twinkled, and her bright white smile lit up her entire face, all the way to her high cheek bones. She was wearing a low cut green top that clung to her large, C cup breasts. The way her creamy breasts were on full display was another warning.
Cassidy seemed very sweet. She knocked back her drinks faster than I would have expected from someone with her light frame, but other than that she seemed very nice and dangerously charming. That's why I really wanted to say no to her moving into my apartment. Even at 25, I had learned it was dangerous to get too close to a really attractive girl. If you spend too much time with a girl, if you became friends or roommates, and she was even moderately attractive, you were going to end up falling for her one way or another. Even if you didn't develop romantic feelings for her, you'd start to wonder what she was like in bed, how good she was at blowjobs or fucking. And the next thing you know, you'd be thinking about fucking her every time you were together. And you could never fuck her, because that would just mess up the friendship. So you were always royally screwed one way or the other in the end. It was best not to get too close to attractive women, unless you were trying to date them. And living with a hot girl was a recipe for disaster. Cassidy was definitely beautiful.
But as much as I wanted to say no, I was in a tough spot. Cassidy had learned that my apartment was slightly bigger than hers and in a better location. She really wanted to move into the place. And I didn't want to start off on a bad note with my best friend's soon-to-be wife. So I stalled for a couple of days before deciding I had to agree to the deal. It was better than interviewing replacement roommates, and how bad could it really be to live with a sweet, beautiful woman? Stupid decision
I knew Cassidy's sexy body was going to be a huge distraction for me the second she moved in. She showed up with her first few boxes of stuff wearing booty shorts and a tank top over a sports bra. When she was walking away from me, I couldn't stop looking at her impossibly shapely round ass. When she was walking towards me, I couldn't stop stealing glances at her large, round breasts pressed firmly against the tightly constraining fabric of her sports bra.
I tried to tell myself not to be a pig about it. She was much cleaner than my old roommate, which I liked, and she didn't constantly borrow my groceries. She also offered me leftovers from her dinners, and she was a pretty decent cook. We had separate bedrooms and separate bathrooms, so when I got a little too interested in her attractiveness, I would excuse myself and spend some time reading or watching tv in my room. She watched horrible reality tv shows that were all about drama between women, but other than that we got along okay. Still, it was easy to try to tell myself to calm the fuck down when Cassidy looked particularly sexy getting ready to go out at night, or even leaving for work in the morning. It was a different matter trying to hide my erection when she bounced her way onto the couch in short shorts and a virtually see through white t-shirt, flashed me her dazzling smile, and then changed the channel to something on the E network.
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The real trouble began very early one Saturday morning. I woke up to the sound of a woman's loud moaning and pounding on the wall. I decided to peek out my bedroom door to make sure everything was okay, because my bedroom and Cassidy's didn't even share a wall. So the pounding was crazy loud for it to have woken me. The light was on in the living room and some shoes and sets of keys were strewn around the place. It was close to 4 in the morning as I tip toed down the hallway towards Cassidy's door.
There was no mistake that Cassidy was moaning with arousal like she was losing her mind. The thing that really alarmed me is that it sounded like two distinctly different male voices were coming out of Cassidy's bedroom. The banging on Cassidy's wall was so loud that it almost sounded like someone was punching the wall with their closed fist. I considered for a brief moment that someone might be hurting my roommate.
Then Cassidy's voice came loud and clear through the doorway, dripping with delight and sexual energy, "Oh yes!" she cried. "Fuck me! Fuck me harder! Give it all you got!"
The last syllable of her encouragement was cut off with a muffling sound. If I had to bet on the cause, I'd have wagered that one of the two guys in there had shoved his dick in her mouth. Both seemed amused, their laughter ringing loudly through the doorway.
"Oh yeah? You like that baby?" One of the men inquired. Cassidy moaned her approval in response.
"Whatever" I thought to myself. I padded silently back down the hallway to my room and closed the door. After a couple of minutes trying to muffle the moaning and screaming with a pillow stuffed over my ears, I drifted back off to sleep.
I've never been able to sleep late, and despite the disturbance in the middle of the night, I was awake by 8 the next morning. I walked quietly out of my room and through the living room dimly lit with the early light of morning. On the way to fix myself breakfast in the kitchen, I noticed the strange shoes and extra pairs of keys I had seen a few hours earlier were all gone. Curious, I tip toed back down the hallway towards Cassidy's room to see if there was anything wrong.
Her door was half open, and through the doorway I could see that Cassidy was alone on her bed. She was passed out on her back, the sheets askew and the comforter half over her. There were small items lying around the floor of her room, like things had been tossed to the floor or knocked over during the night. But what quickly drew my attention was that Cassidy appeared to be naked and the comforter only covered her from her waist to her ankles. Her large, creamy breasts were on full display, little light pink nipples resting atop her round, pale mounds. Her breasts were magnificent, big and full with only a slight sag from gravity pressing them down onto her chest. I got hard just seeing her round breasts, and Cassidy's peacefully sleeping face framed by bright red hair. Her skin seemed smooth and flawless, pale with a light rosy glow that made me think of strawberries and cream. And topping off the pink and white colors of her body were her small, light pink nipples sitting atop her breasts. I still get hard, years later, remembering how perfectly smooth and round and flawless those breasts were. An hour later, I was spraying my cum against the wall of my shower, imagining what it would be like to have those soft, full breasts wrapped around my cock.
I went out to run some errands before Cassidy woke up. When I returned that afternoon, Cassidy was awake and cooking herself some eggs over the stove.
"Hey," she greeted me warmly. "I'm really sorry and I hope you don't mind, but I was out of condoms last night and I needed a couple." Well, I thought to myself, there goes any awkwardness about whether I should pretend to have not heard her sexual antics the night before. "I know you keep some in your bathroom, so I borrowed a couple. I went to the shop on the corner and bought you some replacements, and they're already back in your stash. I hope that's okay."
"Sure, no problem," I replied. I really didn't mind her borrowing my condoms, I just wondered how she had known that I kept some in my bathroom. And although you could get to my bathroom from both the living room and my bedroom, the door from my bedroom to my bathroom had been open the night before. How had she gotten the condoms without waking me?
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The following week, I met my old roommate for lunch. We spent most of the time talking about his wedding planning and how he was adjusting to life living with his girlfriend. But inevitably he asked how I was doing with Cassie. I related to him what had happened the previous weekend.
I knew something was wrong when he looked down at his plate, poked at his food with his fork, and then slowly looked back up at me. "Listen," he began, "I really wanted to warn you, but Kate told me it was impolite gossip and you didn't need to know."
"Tell me what?" I asked warily.
"Well Cassidy," he began uncertainly, continuing after a pause, "she's a bit of a partier. And well... I'm just going to say it, that girl has a hell of a sex drive. She used to bring boys back to their apartment and get caught in all sorts of crazy situations with them. But Kate never minded because she insisted Cassidy was a good roommate, and her wild flings were kind of entertaining. And Kate didn't think you would mind. You're not upset about it are you?"
"No," I responded quickly. Then after a moment, "But that's good to know."
A couple of weeks after that warning, I walked out of my room getting ready for work on a Wednesday morning to find Cassidy passed out on the couch. She was wearing a green string bikini that showed off the large, round swell of her breasts, and a string bikini bottom that hid very little of her shapely bottom and smooth legs. The green also nicely complimented her deeply red hair and fair skin. I couldn't figure out where she had gone on an early September night that required her to wear a swimsuit, or how she had gotten drunk enough to pass out on the couch on a Tuesday night. But I knew I was treading deeper and deeper into troubling waters when I realized with a start that I had been staring at the cleft between Cassidy's beautifully big breasts for several minutes. I was infatuated enough to spend minutes admiring Cassidy's body while she slept. Worse, by the time I got to work my erection still hadn't fully subsided after seeing Cassidy yet again with most of her hot young body on display.
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I knew there would be a breaking point one way or another, but I could never have anticipated how it would happen.
One Saturday maybe six weeks after Cassidy moved in with me, I got home around 1 am from a night out drinking with friends. I was making myself a little snack before bed when my cell phone rang. It was Cassidy.
"Are you home?" she asked. There was a lot of loud noise in the background and it sounded like she was slurring her words just a little.
