Roommate’s Little Sister [MF]

So I used to live in an apartment with four other guys, names not important except for one I’ll call “Tyson.” We were the same age, and had gone to high schools near each other – we knew each other, but not well. I’d only ever seen his sister – we’ll call her “Michelle” – once before, when his family was moving him in.

She was killer – 18, a high school senior, all-state track and cross country star, 6’1, a deep auburn-ish redhead, with the body you’d expect of an 18-year-old running 800m closer to 2:00 than to 3:00. LEGS. FOR. DAYS. I can still see her bending over to pick up a box on move-in day, her running shorts riding up until you could juuuuust see the purple cotton panties underneath.

Anyway, she was checking out schools, and the university’s track team was interested in her, and her campus visit was coming up, the week of homecoming.

I’ll spare you the details of the first day – needless to say she showed up at our place, I stared, she went on her way to the athletic facility and her campus tour. That night, we were all going to head to a homecoming house party down the street, but Tyson and his sister were going to stay at the apartment – I’m pretty sure he was under strict orders to keep her out of trouble. Tyson’s girlfriend, however, was another matter. He was coming with her to this party, and that was that. No arguments. So, off the group of us went – me, the two other roommates, Tyson, his girlfriend, and Michelle.

For being as hot as she was, Michelle obviously had very little experience as a partier – their high school must’ve been lamer than mine. Her brother got her a couple drinks, but that was about all before his girlfriend more-or-less pulled him out the door to go somewhere else with some of her friends, pretty much abandoning Michelle. She was starting to loosen up, and I was doing my damnedest to make that trend continue. She had decided she could trust me, and I got her another drink. The music was loud, typical house party stuff, and even though I caught her catching some glances when a few of the football players walked by, she stuck pretty close to me most of the time. I was starting to sense that this was my chance. At one point I pointed out something on the other end of the room (my mind was elsewhere, I don’t remember what I was looking at), and managed to land my hand right on the black leather belt she was wearing on her jeans. I kept it there. I knew how to play this game (I’m no slouch when it comes to body count, and I wasn’t then either), and slowly but surely my hand made it down to that firm, tight runner’s ass. It wasn’t huge, just cute and tight. Her waist was so tiny in my hand – in my head I was already grasping her hips, bouncing her on my experienced cock.

When my hand was finally firmly on her ass, I went for it, giving it a nice squeeze. The image of her redhead waterfall curls bouncing as she turned her head toward me gave me an insta-boner, and we both knew it was on…she was blushing…I was grinning. I wasted no time, and leaned in, growling “Let’s get the fuck out of here.”

If memory serves, it was about 5 or 6 blocks from that house party back to our apartment. I think we ran. My head was spinning, but I do remember asking her if she knew where her brother was. When she responded that he was almost certainly going to his girlfriend’s tonight, all obstacles were cleared.

We barreled into the apartment, me practically throwing her up against the door as it closed, mauling each other as we made out. She fumbled with my belt, and a few seconds later I was sitting on the couch, with my roommate’s 6’1, redheaded smokeshow of a little sister tugging my boxer briefs down. I will never forget the look on her face when my already fully-hard dick flung itself free from my shorts – wide-eyed, both hands grasping it, she was blushing and visibly a bit nervous, but overall excited. She stared at it in her hands, then at me, then back at the cock before blurting out “I’ve never given a BJ before, Drew.”

The next sound I heard was her gagging. I’ve always been a pretty hung dude, so I’m used to this kind of thing, but watching her desperately trying to slurp down my man meat was beyond anything else college had offered me. I slide a hand through her curls, slowly helping her as she gagged and slobbered – no forcing, she was doing all the work herself. AND THE EYE CONTACT! I thought the girl was staring into my soul!

After what seemed like an eternity, she finally came up, gasping for air, long gooey strings of slobber from her tonsils to the thickness of my shaft. She giggled, glancing at me in that innocent/slightly embarrassed/nervous way, when I finally broke the speechlessness… “Do you like cum?”

She looked at me a bit dumbfounded at first – “Wh-What?”

“Do you want me to cum on your face?”

“I-I mean…that must be a college guy thing?”

I nodded. “Get your shirt off.”

If the girl had one failing, it was a definitely lack of boobs. I now know they’re 32As, but even in a little purple pushup bra she might as well have been flat. On any other girl that might be an issue, but her body was so fit, so incredible it really didn’t matter. The shirt sailed across the room and her hands grasped my shaft, fingers just barely closing around the girth.

“Stroke it, ‘Chelle.”

She started to gingerly slide her hands up and down the thick shaft. This was obviously her first handy as well.

“Harder, babe.”

She picked up the pace a bit, getting a bit more comfortable with handling a big college dick.

“Spit on it.”

She was taking orders well. Slowly getting the hang of tugging the big dick.

“Lick my balls, it’ll make me cum faster.”

That one got a reaction I didn’t expect – her shyness and timidity were wearing off, and I found both of my aching, full balls in her mouth. One slight gag out of and I was practically over the edge. Saying nothing, I pulled her face up in front of my cock.

“Tug on it like it’s the last one on earth.” was followed mere seconds later by “Smile and close your eyes.”

We still (I do occasionally still fuck her when I get the chance) talk about that first load to this day. I don’t know how she didn’t drown. Spurt after spurt, thick, creamy white good just painting her face and jetting through her hair. It seemed like forever before it finally stopped: me breathless and pantless, her shirtless with streaks of cum dribbling down her forehead and over her eyes, with gooey white streaks in her deep auburn hair. Grinning ear to ear and giggling a bit, she scooped a glob of goo out of her left eye, opening it, looking at the goo on her finger, then at me, then cleaning it off – with her mouth. Repeating for the other eye, she stared up at my from the floor, and I nodded toward my bedroom.

Her pants were off by the time we closed the door. I slammed it behind us as she crawled up on the bed on all fours, arching that long slender back, that tight, toned ass already up in the air thanks to her hella long thighs. They were purple, regular cotton panties – nothing fancy – and the wide crotch of them was already wet.

She looked back at me over her shoulder “I’ve only done this a couple times…and…uh…with nothing like that…careful, pl-”

“Don’t you worry.” I cut her off mid-sentence as I crawled up on the bed next to her, grasping her from behind with one hand, with my thumb pressing her panties into her ass and two fingers massaging her pussy through her panties. The moans were instant; as she put her head back her back arched even further. That cotton couldn’t possibly get wetter…I made my way around behind her and buried my face in it, lapping at the stretched cotton and pushing her ass a little higher yet with my face. A breathless “Fuck me, Drew” was the response.

Slipping her panties off of her would’ve broken the sound barrier if it hadn’t been for her long legs getting in the way. But I didn’t mind. I tossed them up on the headboard (where I keep the collection) and slid my hand between her thighs, getting her to spread them a bit.

“Head back, back arched, ass up, Michelle…that’s how us college guys like it.”

I pressed the head of my cock against her impossibly tight, hairless senior pussy. She groaned, bit her lip, and my head popped in with a terrific wimper. I slid my left hand up her torso to steady her, my right hand on her firm ass, several inches from my abs, leaning forward and moan/whispering to her “That’s just the start, ‘Chelle.” as I started to press into her. I could see her reflection faintly in my bedroom window…eyes wide, alternately biting her lip and moan/wimpering/gasping a random “Fffffuckkk” or “Gaaawd” as I held her with my left hand and continued to feed her needy high school pussy the biggest thing it had ever possibly imagined. Soon she was practically gushing on it, her wetness dripping on the bed, down her thighs, and down my shaft as I fed more and more of it into her, her wet pussy walls practically strangling my more experienced cock.

Finally, after working at it for what seemed like an eternity, that firm, taut runner’s ass pressed against my abs. I held it in for a moment, her dripping pussy struggling on the fattest part of my shaft, “How’s that, Michelle?”

She could barely talk. Her hands were visibly shaking as she gripped the sheets. I eased and inch or so out, then back in, her hair moving just slightly with the movement as she bit her lip and tried to take it.

Again.

Again.

Slowly but surely, I got a rhythm going. Slowly but surely, I was breaking in my roommate’s 6’1, state champion little sister.

She was struggling, but taking it really insanely well for a girl who had only fucked a couple of high school guys. I’d fucked virgins before, and this was as tight as any of those. She was getting the hang of it, slowly, not helped by me picking up the pace every time she seemed to be comfortable. Soon I had her long redhead waterfall curls in my right hand, using them like a ponytail to pull her head back and arch her back harder. Slapping that incredible ass with the other hand and then sliding it down to feel her wetness gushing down the inside of her thigh.

It was, honestly, some of the most incredible doggystyle I’ve ever had. Once she had more-or-less gotten the hang of it, I was getting desperately close, holding back the best I could. I tugged her hair a little harder…

“You on the pill?”

A gasp and a headshake told me “No.” I held off as long as I possibly could, my cock literally starting to spasm as I yanked it out of her, unloading all up and down her back and all over that gorgeous runner’s ass. She feel to the bed as soon as I let go of her hip, panting, sweaty, with her trademark (I now know) super sexy messy auburn sex hair. I rolled on to the bed on my back next to her, glancing over with a grin.

“How was that?”

“Holy. Shit.”

In addition to the load now dribbling off her back and ass, her face was still smeared with a large portion of the handjob load from the living room. “You’re a mess”

She giggled a bit and nodded. I was still half hard – how could I not be, staring at this sight, all lean and athletic, my jizz all over her. “Shower is across the hall. I think you’ll need it.” A few seconds later she dragged herself off the mattress, cum dripping down her back and ass, then down the back of her legs as she walked across the hall. I grabbed one of my tshirts for her to wear, giving her a second as I heard the shower start.

I opened the door and the bathroom was already steamy. We had a pretty nice apartment, really – tile shower, sliding frosted glass shower door. She’d left the vent fan off, so the steam was already quite thick. I tossed the shirt I’d grabbed for her on the vanity and headed for the shower door, opening it. There she was, standing in front of me, hands in her hair as she rinsed the cum out of it. I stepped in, already on my was from half mast back to the real thing.

“So, uh…that’s college, eh?” she blurted out, still shaking out her hair under the water.

“Well, a decent introduction, anyway…”

“…and this thing…” she cut me off, grasping my dick between us as we stood there in the shower, “fucking unreal.”

By this point I was most of the way hard again. I nodded as if to suggest she get back at it.

“Nothing says we’ve gotta be done yet.”

She slid to her knees on the shower floor, her head was bobbing on it before her knees even hit the tile. She had gotten the hang of it earlier, and now there was no messing around…hot water streaming down my body, she was going to town on my dick, her first college dick.

Soon I slipped it out of her mouth, stroking it a bit as she feasted on my balls again. I couldn’t let that go on too long, though…in a few minutes I was motioning her to her feet, “Let’s see just how advanced your skills are…leg up here…”

Motioning to her to put her right thigh up on my left hip, which she did, I grabbed her right ass cheek, taking her weight. “Now the other leg.” I was holding her now, her thighs pressed against me, my cock poised at her pussy…I took a step forward, pressing her against the shower tiles as I slid into her again. Her fingernails dug into my back as she held on. There was no stopping this time – I kept up a steady, firm pressure until I felt her pussy clenching the very base of my thick shaft. She was gasping…wimpering a little…I held it there for a long moment, then started to fuck her up against the wall, her long legs hitting the shower door behind me as I thrust into her. For going a third round, this wasn’t going to last very long – my dick was so big for her it literally made her abs bulge as I fucked her skinny, slender frame.

She was trying SO hard to take it like a champ, but eventually it was just too much. As I plowed into her almost recklessly, she lost control, and started to cum, practically screaming as I held her I opened the door and the bathroom was already steamy. We had a pretty nice apartment, really – tile shower, sliding frosted glass shower door. She’d left the vent fan off, so the steam was already quite thick. I tossed the shirt I’d grabbed for her on the vanity and headed for the shower door, opening it. There she was, standing in front of me, hands in her hair as she rinsed the cum out of it. I stepped in, already on my was from half mast back to the real thing.
“So, uh…that’s college, eh?” she blurted out, still shaking out her hair under the water.
“Well, a decent introduction, anyway…”
“…and this thing…” she cut me off, grasping my dick between us as we stood there in the shower, “fucking unreal.”
By this point I was most of the way hard again. I nodded as if to suggest she get back at it.
“Nothing says we’ve gotta be done yet.”
She slid to her knees on the shower floor, her head was bobbing on it before her knees even hit the tile. She had gotten the hang of it earlier, and now there was no messing around…hot water streaming down my body, she was going to town on my dick, her first college dick.
Soon I slipped it out of her mouth, stroking it a bit as she feasted on my balls again. I couldn’t let that go on too long, though…in a few minutes I was motioning her to her feet, “Let’s see just how advanced your skills are…leg up here…”
Motioning to her to put her right thigh up on my left hip, which she did, I grabbed her right as cheek, taking her weight. “Now the other leg.” I was holding her now, her thighs pressed against me, my cock poised at her pussy…I took a step forward, pressing her against the shower tiles as I slid into her again. Her fingernails dug into my back as she held on. There was no stopping this time – I kept up a steady, firm pressure until I felt her pussy clenching the very base of my thick shaft. She was gasping…wimpering a little…I held it there for a long moment, then started to fuck her up against the wall, her long legs hitting the shower door behind me as I thrust into her. For going a third round, this wasn’t going to last very long – my dick was so big for her it literally made her abs bulge as I fucked her skinny, slender frame.
She was trying SO hard to take it like a champ, but eventually it was just too much. As I plowed into her almost recklessly, she lost control, and started to cum, practically screaming as I held her tight, pressed between me and the wall.
The moment it subsided – she told me later it was her first *real* orgasm – I fully expected her to be ready to tap out, but no: she squirmed a little… “Can I have it from behind now?”

I didn’t need to be convinced. I let her down, she spun around and took up a position like a gangbanger getting frisked – upper body against the tile below the shower head, her long, slender torso coming toward me with warm water cascading down it and then down her pert, perfect ass. I slapped it, then buried my cock back in her, much to her surprise, and the moans and wimpers filled the room again.

She was *WAY* into it now…fucking me back as I drilled her creaming pussy. My cock looking ridiculously large as I crammed it into her from behind. One hand on her hip pulling her into me, the other I slide over her ass until my thumb came to rest on her asshole. I waited a long moment – maybe one or two strokes, and then started to press my thumb against her asshole gently, seeing what response I could get…

“Fffffffffuckwow….” she just about came off the tile, and I had to slide my hand up into the middle her back to keep her in position. Keeping her firmly there I chuckled “Hey, if you want the college experience, you gotta be ready for the college experience” as my thumb slid into her ass slightly.

She was less sure about this, but kept going…wimpering, moaning, biting her lip as I went to town on her pussy, maybe getting my thumb in her ass up to the first knuckle eventually. But that tight senior pussy was really getting to me now, her firm ass slapping off my abs with each thrust. I could feel the cum boiling in my balls.

“Count of three, straight on to the floor and open your mouth, got it?”

“Uh huh” came the moaning, trying-to-handle-her-first-monster-cock groan.

“Three!” *slam slam slam* “Two” *slam slam slam* “One!”

She couldn’t have executed the maneuver more flawlessly if she were a pornstar. There she was, on her knees, shower water running down her hair and her back, mouth wide open, big dark green eyes peering up at me. I barely even had to stroke it…spurt after spurt – I’m gonna guess half a dozen or more big, gooey spurts, right on her tongue. She held it there, grinning with her mouth open, then swirled it once with her tongue, before swallowing, hard. I was finally, for the first time in probably two hours, fully soft, and stepped out of the shower, covering our tracks by making sure she stayed in her brother’s room that night.

Source: reddit.com/r/gonewildstories/comments/12k47m6/roommates_little_sister_mf