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Author’s Note: I realize this story may seem a bit long at first glance. Please note that is has been divided into several small, manageable chapters. Since I wrote it as all once piece, I wanted to submit it that way.
Synopsis: It’s spring break and Kaylee, a freshman in college, doesn’t have the means to go on an exciting vacation like her classmates. Desperate to get away from her dorm, she decides to make the short trip to visit her older sister for the holiday. Once there, she resolves to try and seduce her sister’s boyfriend, who also lives there. He finds himself reluctantly attracted to Kaylee, and tries his hardest to resist her advances for the next week. The story takes place from his point of view…
I don’t know if you’ve got a guestroom or a spare bed. If you do, maybe you’ll know what I’m talking about. So you have the bed there, right? Nobody sleeps in it. It’s there, just in case, you know? So, the sheets are clean. Maybe the one on top has some dust, but who cares? So why is it, when that rare circumstance comes along that somebody else does come to stay at your place, that you’re forced to change those sheets out for a fresh set? I swear; people just have sheets on the bed for the sake of it looking nice. Same reason why the apartment complex keeps the pool filled with water all year, even though you only have access to it three months out of twelve.
Anyway, there I was, changing the sheets out in the second bedroom (previously the “office”). Melissa, my girlfriend of some years, was driving out to pick up her younger sister from college. It was spring break, and Kaylee (the sister) apparently had no place to go. With no car, and no surfeit of cash, but a definite desire to get away from her dorm while all her friends went on beach holidays… Well, her and her sister apparently thought it’d be fun if she stayed here. Oh how “lucky” to live in the same state as her school.
Now don’t get me wrong. It isn’t that I had anything against her per se… I had only met her once during an out-of-state excursion to “meet the family”. All I really remembered was she was excited about being able to get a driver’s permit. I realize that’s not a lot to go on… But the point was that I was planning on having my own little slice of relaxation for the week.
The firm I work at is largely composed of thirty to forty-somethings. This meant that they regularly took off for family vacations with their kids, naturally, during their school breaks. What did that mean for a comparative youngster like me? It meant minimal work load. I’d have to go in for a few half-days at most; the rest I could phone in from home.
But now I faced the threat of having to entertain a guest. Melissa tried to put me at ease, “Oh don’t worry, she’s nineteen, she’ll probably just want to lie around the pool all day. She won’t bother you.”
Uh huh. I remember being a freshman in college. I did a lot of lying around too. Hell, I was anticipating doing just that this week! Basically I didn’t want my vegetation time infringed on by another. But that just wasn’t in the cards. They were on their way back and would arrive any minute. And so there I was, changing the sheets.
I saw Melissa’s car pull up from the window and I went out to meet them, figuring a teenage girl (well, any female actually) probably brought plenty (which is to say, too much) luggage with her. Melissa was already out of the vehicle when I got out there.
“Oh good, the help has arrived!” Melissa cheerfully greeted. She was standing behind the trunk with a duffel bag in hand. I had no sooner walked up to her than she happily dumped it into my arms. I smirked at her and looked to an open door and into the back seat.
All my mind recognized at first was a nice, tight ass sticking out of the car as its owner struggled inside to pull something out. She was wearing jeans that were fashionably torn, so slivers of one thigh were visible through the tears. Having heard my arrival, I guess she gave up, because she slithered out of the car empty-handed to look at me.
The knees were worn out too, among other areas casually ripped to reveal the skin beneath. The waist of her jeans was frayed at the top, and it hugged so low on her hips that it almost gave the illusion that someone came along and stripped off the top inch of the denim. Wearing a tight tee-shirt that probably wouldn’t have covered her entire midriff anyway; she showed off a long, smooth section of her bare stomach.
I tried to squelch my raised eyebrows with a furrowed brow as I managed to stop checking her out and look at her face. I felt a pang of odd surrealism as I recognized the eyes looking back at me, at least a little bit. Her features had definitely matured from when I saw her those years ago. Although she still looked young to me, there was an edge now that I found difficult to reconcile with the kid I remembered.
Her lips curled into an innocuous smile and chirped, “Hey there, handsome!”
I chuckled back, “Oh you can drop the flattery; my hands are already full.”
Her bottom lip jutted out slightly in a mock pout. We both stood there for a moment, and if I didn’t know any better, she was trying to size me up. Does she think I’m going to bend over backwards to help her? Suddenly I wondered if she was spoiled type at school.
Next thing I knew, Melissa was pulling the bag back out of my hands. “Oh don’t be so helpless!” She rolled her eyes playfully at her sister, “Sometimes boys need to be coached.”
Looking back at me she smiled, “Now be nice to our guest.” She led herself into the apartment to drop off the bag, leaving her sister and me to take the rest.
I looked back at Kaylee and gave a dry smirk. “Guess you’re in luck!”
Moving toward the door, she deftly slid in front of me just as I stepped up to it. “No no, I’m not helpless. I wouldn’t want the man of the house to be upset with me!” Her eyes sparkled irony before they were hidden away from her ducking into the back seat.
Her backside pushed out and pressed against my leg. I quickly stepped back to give her room. If she was trying to flirt with me just then, it didn’t register. In my mind I just thought she was being a smartass. Anyway, I stood there by the car and waited while she continued to tug at whatever bag was apparently stuck in there. She made these cute grunting noises and I couldn’t help but to notice her ass wiggle as she struggled.
Finally it came free and she dragged it out of the car. She stood back up and looked at me, huffing slightly with reddened cheeks. A long strand of hair had fallen in front of her face and she blew on it, flustered. Looking back at me, she gave a triumphant, if sardonic, smile. “Whew! Do you have this affect on all the girls?”
I cocked an eyebrow at the comment, but didn’t have time to reply before she shoved the overstuffed bag towards me. “Show me what else you can do!”
Reactively I lifted the bag and turned to the door. Melissa had just come back out and saw me. “Ah, is he being obedient now?” she called out laughingly.
“A perfect gentleman,” Kaylee replied sweetly.
“Well that’s good to hear! I’ll make us up some eats. Lock the car up and come on in!”
I rotated back around to bump the car door shut with my body, but Kaylee stood between me and it. “Could you, uh, get that?”
Her lips parted open, as if she was positively delighted to have been asked. “Oh! I’d love to!” She then unceremoniously kicked the door shut behind her with her foot.
She is something else. “Thanks.”
I brought the bag into the spare room and dumped it onto the bed. Then I returned back into the kitchen to rejoin the girls.
“I was thinking we could make up a nice dinner for her first evening here, but I just realized we don’t have any real food!” Melissa complained as she dug through the fridge. She shut the door and looked at me for an answer.
I tilted my head. “Top Ramen isn’t real food?”
She gave me a flat smirk. “Okay, okay. I’ll go to the store.” Turning to her sister, she gave an exaggerated shrug, “So hard to find good help these days!”
Kaylee gave a forced laugh, then looked at me and pursed her lips shut. Batting her eyes at me, she soothed, “Don’t worry, I think you’re good help.”
“Fine, I can go to the store…” I groaned.
“No, no. I wouldn’t want to put any strain on you. I’ll just go drive some more, nobody worry about me…” Melissa pulled her keys out.
I walked with her back up to the front door. “Can you at least try to be nice to her while I’m out?” she whispered under her breath.
I gave her an indignant look, as if to say, ‘what did I do?’
“I won’t be too long. Make yourself comfortable!” she called back to her sister before opening the door. “Keep her company ’till I get back at least,” she hushed before she left.
She shot me an annoyed look but was soon on her way out to the car. I shut the door behind her and turned around to see Kaylee looking at me expectantly. She stood there with her arms stretched behind her, leaning back against the counter. The pose had the effect of pulling her shirt up her tummy and exposing skin all the way up to her navel.
“I hope I didn’t get ya in trouble,” she said sympathetically.
I shrugged, “Nah, not your fault your sister doesn’t like soup.”
She giggled lightly. “Yeah she can be hard to please sometimes. Don’t worry about me though… I’m easy.”
I couldn’t help but flush a smile at the comment and she suddenly blushed a little bit. “Oh gosh, I meant…” And suddenly she relaxed into a coy smile. “Well, I guess I meant I’m fine with soup. Even if I am a slut.”
Now it was my turn to blush. Completely caught off guard by the comment, “I- uh…”
She interrupted me with a laugh. “Sorry, that was coarse. Sometimes I think I come off a little weird…”
I tried to chuckle it off. “Well, I guess we just uh, don’t know each other yet.”
“Oh, don’t um, just throw away all our history!”
I gave her a confused look.
“We did meet a long time ago, when you first met my family.”
“Ohh- yeah, yeah,” I nodded. “But uh, we didn’t talk much. I think you were too cool at the time,” I smiled.
“Ha, yeah right. More like too shy! I had a total crush on you for one whole weekend!”
I blushed again and shifted my weight awkwardly.
“Well, I mean, you were older and my sister brought you home to show off… You know how it is…”
“Uh, yeah. I was a young girl like you once, I guess…”
She laughed at the joke. “Okay, anyway, Melissa was so pretty and I was just a gangly little thing. I couldn’t hope to catch your eye!” She looked down at herself and shrugged, “Then again, not much has changed!” and she shrugged a smile.
“Huh, I think you’ve changed at least a little bit,” I replied obviously.
“Yeah? I’m taller now, at least!”
“Not so gangly either,” I suggested helpfully.
“But could I catch your eye?”
Awkward pause… “Um… S-sure, I gue…”
She cut me off, “Ha! Okay, anyway, I guess now we can catch up. So I got my driver’s license… no car though… graduated high school, and am now at college. Life story over!”
I was relieved she changed the topic and gave her a brief rundown of my job and the things I did for fun. We continued making small talk for awhile and I showed her around the apartment, stopping in the room she’d be sleeping in.
“So you can just go ahead and make yourself at home in here,” I informed her.
“Cool, thanks.” She unzipped one of her bags and started taking out some of her things.
“Sorry if the bed is a little small, we normally don’t have anybody who actually stays over…”
“Oh, it’s fine,” she replied coolly, “I’m sure we can both fit.”
I was standing behind her as she rifled through her bag and realized I was admiring her ass in those jeans, particularly paying attention to the skin peaking out through the ripped areas. My mouth went dry as I registered what she said. Wait, *did* she say that?
“Uh… W-what?” I croaked.
“Oh!” she piqued, swiveling around to face me. She had a mask of exaggerated innocence. “Now you must really think I’m a slut! I meant me and Ted…”
She reached behind her and pulled a small, worn teddy bear out of the bag. “Don’t worry… It’s a… um, completely platonic relationship. We won’t be keeping you up at night.”
I scoffed out a little laugh and shook my head. She* is* something else. No sooner than the moment passed, we both heard the front door swing open. “The food has arrived!” Melissa called out.
We trotted out to the kitchen and rejoined her as she pulled some sandwiches out of a grocery bag. The rest of the evening was fairly uneventful, with the two sisters chatting each other up, mostly recalling stories about when they were both younger. I followed the tales with some interest, but constantly found my mind wandering off to the thought of Kaylee.
Was she really flirting with me, or was I reading into something else? Well, she had definitely grown up… Then I inwardly scolded myself. How could I be thinking about my own girlfriend’s little sister like that? I tried to just push it out of my mind, but despite my best efforts, I kept finding myself stirring a little bit at the sight of Kaylee’s great figure.
Melissa was only going into work for a few early hours the next day so she could spend the rest of it all with Kaylee. I was loafing around myself, planning to go in for a few hours in the afternoon, but I was still up early. Eventually Kaylee found her way out of bed and had taken a shower. I have to admit that at least a little part of me wanted to try and accidentally find myself near the bathroom so I might get a chance to glimpse her in a towel. Once again I admonished myself and firmly planted my ass in the kitchen.
Despite my halfway noble intentions, Kaylee decided to intervene. She came trotting out, a light purple towel wrapped around her body, her hair still wet and dripping down her shoulders. Entering the kitchen, she waved frantically at me.
“Sorry, but I totally need coffee! I always drink it while I, uh, dry off and get dressed…”
“Um, sure, there’s still some left over. I’ll uh, one sec…”
I hurriedly got up from my seat and grabbed a mug. I wasn’t exactly sure how to act; do I purposefully not look at her? Do I casually look at her, as if nothing was out of the ordinary? I tried to be natural about it. Relax. She’s practically family. That’s why she’s so comfortable. But fuck. Those legs! I thought they looked great in jeans, but damn. They were long, toned, glistening wet, and totally exposed. Her towel only reached down to her mid-thigh, for cryin’ out loud.
Don’t stare, dipshit. I gave her the coffee and she squeaked a thank you, then retreated into her room. Shakily sitting back down, I picked up the newspaper and tried to read. I probably just glazed over the same paragraph twenty times, trying my best to both shake the image of a wet Kaylee out of my head… and secretly trying to burn it into my memory.
Eventually she came back out, dressed now in loose pajamas and a small tee-shirt. Although her legs were fully clothed, her shirt was low-cut, and I had to make the effort not to peak at the outline of her perky cleavage. She flopped herself down at the table next to me.
I put down the paper. “Feel better?”
“Yeah! Sorry about that, I’m a freak for caffeine. I’ll do anything to get my morning fix.”
“Ha, I’ll have to remember that,” I said playfully.
“Hmm, great… Now you’re going to take advantage of me,” she said worriedly.
My heart skipped a beat. Relax, she didn’t mean it that way. “Nah, you don’t have to worry about that.”
“Oh… I never said I was worried,” she said slowly, deliberately.
My mouth dried out and I swallowed. I forced a weak smile and rolled my eyes, trying to appear unfazed. “So um, cereal okay?” I changed topics.
She agreed and I got her a bowl. Harmless small talk passed for awhile until we got onto the subject of school.
“So, any idea for a major yet?” I asked.
“Not really, I’ve just been taking intro classes, you know… freshman stuff.”
“Yeah. Well, anything you taking an interest to yet? Favorite subject?”
“Casual sex,” she replied flatly.
Huh!? I wasn’t prepared for that. My mouth sort of dropped open, then snapped shut, cheeks full of air. I casually blew out, “Ooooh-kay…”
She replied with a dry laugh. “Sorry, too honest?” she asked, one eyebrow cocked.
“Uh, no that’s- that’s fine… I guess I meant uh, more… you know, academic…”
“Oh, don’t try to try to play the ‘mature adult’ with me. Everyone knows: you go away to college, you go nuts, right?”
“Well, um… I guess that’s, that’s fairly conventional wisdom…”
“Are you trying to tell me you don’t have your share of wild stories as a young college buck?” she reached over and poked me in the ribs, smiling knowingly.
“I was- was with your sister, you know, still am actually…”
She leaned back in her chair and gave me an incredulous look. “You were only with her the entire time?”
What kind of question is that? “Is that so hard to- uh, believe?”
Kaylee shrugged indifferently. “Huh. I guess I always thought now is the one big shot to go wild.”
“Well I- I’m not saying…” Why do I even have to defend myself? “Anyway!” I gave up, exacerbated.
We both sat there in a clumsy silence. I tried to fake interest in the paper lying on the table and Kaylee disinterestedly tapped her spoon on the now empty bowl. Then she blurted out, “So no wild adventures with willing coeds?!”
I coughed back a gasp. “What?”
“Not even a threesome!?” she cried, almost indignantly.
“Look! I don’t think uh- who I did, or didn’t, um…”
“Fuck?” she interjected.
My face was growing redder by the second. “F-fuh… This is, um- really not, not your business…”
She didn’t have an immediate reply. We held each other in an uncomfortable stare. Her look was one of almost, I don’t know, fascination. She lightly chewed her lower lip and finally looked down at the table. “I’m sorry… I didn’t mean to- to offend you or anything…”
Great. Now I felt guilty. “It’s uh- not that… Just…”
“Gosh, now you must really think I’m just some kinda college slut…”
“N-no, don’t um…” I heard the front door open and realized Melissa just got home.
“Who knows how you’re going to imagine me now!” she whispered. I couldn’t tell if she was distraught or insinuating. What did I want her to be?
She pushed herself out of the chair and brought her dishes to the sink as Melissa came in. “Hey guys!” my girlfriend greeted.
Once Melissa was back, I took the first opportunity to excuse myself from both girls. Well, mainly just Kaylee. I found myself growing, ahem, increasingly uncomfortable during our conversation. It was already seven shades of awkward to have my girlfriend’s little sister talking so frankly about sex. Then add on what, at least to my interpretation, was a lot of insinuation into the kind of “experience” she’s had… Not to mention that she is quite the little number… Well, I was mortified to find myself, despite my discomfort, sporting a mild erection.