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It had been another long school year for Sean, but he finally managed to graduate from high school. Nothing spectacular, he had always been an average student (except in Science) but then, that was kind of the way he liked it. Average students didn't win awards, and they weren't expected to join clubs. Which meant they didn't need friends. Sean didn't have a lot of friends.
As he rode home on the bus for the last time ever, he thought about what awaited him when he got there. His sister Ally was supposed to be coming home from college for the summer, and since she had recently broken up with her boyfriend that she normally would live with, she was staying at home this year instead. It was their parents idea, as Ally was only 20, and their father had never been happy with the arraignment in the first place. They had left her bedroom exactly as she left it, and today was the day she was supposed to be coming home.
Sean, a thin boy of 18, was never much to look at. His dark brown hair was always badly combed and unkempt, and he had absolutely zero fashion sense, choosing clothes for comfort instead. As he climbed awkwardly off the bus, the bus driver wished him a good summer, and then he was free. His school career was finally over, and he could focus on getting into college, pursuing his dream job of forest ranger.
"Hey, shithead!" a voice calls out, and a lifetime of bullying has trained him to put his head down and walk faster. But then the voice calls out his name and he suddenly recognizes the voice. It's his sister, Ally. She's driving next to him, apparently caught behind his bus on the way to their house.
"Oh, hey, Ally," he says and stops. He turns and looks inside her car, and Ally grins at him.
"Hey yourself. Get in, dork," she says cheerfully.
They are only a couple houses away, but he doesn't argue. He instead hops into the passenger seat of her 10-year old Honda.
He looks at his sister and grins sheepishly. He had always thought Ally was incredibly beautiful, but of course he would never tell her that. It would sound creepy coming from her little brother. But today was no exception.
She was dressed in a sleeveless green blouse, the fabric almost silky, and it hugged the curves of her perky breasts. Her midriff was exposed, and she wore a pair of jean shorts that seemed impossibly tight. Ally's hair was the same color as his own, and the wavy brown locks perfectly framed her youthful face. A smattering of freckles lay across the bridge of her nose, a feature he had always found unbelievably cute. She smiled at him, her wide green eyes sparkling with excitement.
"How ya been, dork-boy?" She pushes on his shoulder good-naturedly. "It's been a long time! Did you get a girlfriend, yet?"
Sean looks down at his lap, the smile fading. "no..." he mumbles.
Ally laughs. "Oh, it's ok, bro! I was just messing with you. Cause before I left, remember we talked about the best ways to get a girl. I didn't mean to hurt your feelings, geez."
Sean shakes his head. "No, you didn't. It's not that. It's...," they were already pulling into the driveway of their house. "... it's a long story I'll tell you later. Let's just say I tried one of the things and it didn't work."
Ally smiles. "Oh, alright. That sounds intriguing." They both get out of her car, walking in to the house. Now that she is standing, Sean gets an even better view of his sister's body. The jean shorts leave little to the imagination, and Ally has always had a perfect ass. It's the sight of her midriff that really drives him wild. Her stomach is smooth and well-toned, and he finds himself wondering what it would feel like to touch it, and maybe even kiss it. He lets her walk into the house ahead of him, his eyes locked on her behind the whole way.
Sean knows that these feelings he has for his sister are inappropriate, and he used to do what he could to suppress them. But over time, puberty and the constant rejection from girls has caused him to turn the harmless attraction into a dangerous obsession, and while he has never acted on his twisted fantasies, his mental health hasn't exactly improved over time, either. A secluded and friendless boy, he is more interested in plants than people. And now his sexual desires have reached out to the only girl who has ever shown him kindness.
Now, as the girl in question and her brother walk into the house together, it feels almost like old times again.
"Mom and Dad still at work?" she asks him, kicking her shoes into the corner like she always used to.
He nods. "Yeah, their schedule hasn't changed. They'll be home in an hour or so. Dad probably later."
"Sweet," she says happily. "That gives me time to loot the fridge before they get home. And maybe smoke a little." She winks at him. "If you want to join me."
Sean shrugs. He was never really into that.
"I know, you're a dork," she pokes him the shoulder, then heads for the stairs. "They didn't mess up my room, did they?" she asks as she starts up.
"No, they left it exactly the same," Sean says, and his heart skips a beat. What he doesn't mention is that he had gone into her room earlier and rearranged the clothes in her closet a bit. There was a certain peephole in the wall that he wanted to make sure was clear, and that meant unobstructed by hanging clothes. It was inconvenient, but it was what he had.
"Good," she says. "If you don't mind, I'm going to throw my shit in there, and maybe change my clothes. I've been wearing these since I left yesterday, and I feel gross." She makes her way down the hall to her old room.
Sean's heart jumps again, and it begins to race. This was better than he could've hoped for. With any luck, she would take a shower as well.
"Whatever you want. I could eat. I just got to put away my own stuff from school, finally," he says, and heads for his own bedroom, which is next door.
Their side-by-side bedrooms has been a major impact on Sean's life, unknown to his older sister. This was mainly because of their closets.
The way the bedrooms were designed, their closets were built next to each other and shared the same wall. What this meant was that there was only one thin layer between them. To make matters even easier for Sean, at some point in time this wall had obviously sustained some sort of structural damage, and a large portion of it had been replaced with a very thin piece of drywall.
Since their closets were basically separated by a sponge at one point, Sean had no problem punching through it with a pair of scissors. He was careful to widen the hole enough to see through, but conspicuous enough that it almost blended in with rest of the wall, as if the drywall workers had done a mediocre job. This left a hole that offered a view straight through to the majority of her bedroom, including her bed. The only thing he had to do was make sure her clothes weren't blocking the hole beforehand.
As Ally closed herself in her room, Sean closed and locked his own door and then rushed to his closet, his heart pounding. His breathing had grown heavy and he was sweating, his excitement at seeing his beautiful sister naked again after these many months nearly causing him to hyperventilate.
Ever so carefully, he placed one foot into the closet and leaned down, trying to be silent. The hole was slightly below sight level, and he kneeled down with his hands on his knees. In another time he would've been naked already and down on his knees in front of the hole, but right now he was just anxious to see in it again.
He watched eagerly as Ally threw her large luggage bag onto the bed. She stood in front of it, and he was given a perfect side view of her from about waist level. He felt the saliva building in his mouth as he gazed at her long legs, the curve of her perfectly round ass. As he watched, his sister unzipped the luggage and flipped open the top.
Sean braced himself for what he knew came next. As many times as he had seen his sister naked, the biggest turn-on for him was to watch her in secret, and he couldn't seem to contain his excitement. He was sweating heavily and having trouble keeping quiet, mostly because his breathing was so rapid. At one point a small line of drool actually managed to escape his mouth, and he wiped it away absently.
As he watched, Ally started by unbuckling her tight jean shorts, and then in a provocative display that made Sean's cock twitch, she began shimmying them off by shaking her round little ass back and forth. Her panties went with them, the underside sticking inside the nook of her pussy for a moment before popping free. Sean could see that they were a pale pink color, and they had lace on the edges. The jean shorts and panties slid down her long, tanned legs and pooled at her feet. She yanked out first one foot and then the other, and as she lifted her legs Sean caught a tantalizing view of her shaved labial lips for one brief, heavenly moment.
Kicking her shorts and panties aside, Ally then grabbed the hem of her green silk blouse and pulled it up. He was able to view even more of her beautiful midriff now, the lines of her abdomen curving upwards into her ribcage, her skin creamy and smooth. There was a large freckle on her skin, just below her left ribcage, that seemed to enhance her skins beauty somehow like a beauty mark. He had always loved that freckle, had always wanted to kiss it.
Ally was wearing a sports bra that was an unflattering beige color, but thankfully for Sean she stripped this off immediately and threw it aside. Her breasts popped free, a respectable C cup, and they jiggled lightly as his sister walked around her room.
She seemed disinterested all of a sudden in clothes, instead examining her own possessions as if she had never seen them before. She was rediscovering her bedroom, and to Sean's luck, she was doing it naked. His hand slid down and unbuttoned his own pants, reaching in to stroke his cock lightly.
As he watched his sister's thin, pale body move around her room, watching her breasts and ass cheeks shake with every slow step, Sean began to masturbate more eagerly. He pushed his pants down to allow easier access, and unfortunately his already heavy breathing got even heavier. He began to pant into the peephole, and he saw his sister stop in front of the closet door.
Her pussy was perfectly level with his eyes, and he stared hungrily at it. She had shaved it, like she always had, and her labia came together in a cute mound, the lips themselves thin and tight. He could see the small specks of razor burn around her thighs, the red blotches of irritation. The freckle on her stomach was very close now, and he felt himself quickly growing hard as he fantasized about kissing it. He wanted to run his tongue all over her entire body, to see what that pussy tasted like finally.
He vaguely wondered what Ally was doing standing so close, but then he heard a few of the clothes shifting on the hangers and realized she was seeing what other outfits she had. Eventually she picked one out, and brought it over to the bed, her ass cheeks jiggling.
Sean's fantasies turn to thoughts of his sister from behind as he stares at her small butt, and he begins to stroke faster. He can feel the climax approaching, and involuntarily he lets out a sudden grunt.
Ally pauses as she holds the outfit over her open suitcase, and she looks up at the wall in front of her. Only for a second, though, before she drops the outfit into the suitcase before flapping the lid closed again. She awkwardly lifts the suitcase and drops it to the floor, where she kicks open the lid again.
Her bed is now free once more, and this seems to be what she wanted, as she crawls onto it, still naked, and lies across it sideways.
Sean is mesmerized by what he's seeing. His cock is enormous in his hand now, and he is letting out multiple little groans that don't seem to faze her, and because of this he dangerously lets down his guard.
Ally lies on her back, and the angle she is lying in gives Sean an excellent view of her pussy. It is pink and wet, he can see that even through the peephole, and as he watches, her fingers gently begin to explore the tight slit between her legs. She runs her middle finger down the length of her slick, pink folds, and her hips twitch in response.
Sean can't believe his luck. There's a part of him that wants to rush into her bedroom right now and see how she reacts, she if she is horny enough to fuck even her own brother. But he knows this is ridiculous, and so he stays put. Instead he continues jerking off as he watches his sister finger herself, and he feels the pressure begin to build.
Ally lets her hand drift back up to her clit, which she begins to circle with her middle and ring fingers. She lets out a small cry, "ahhh...!" as her hips buck upwards again, her body shaking gently as the tingling sensation begins to overwhelm her body. She twitches on the bed for a moment, whimpering softly, and then it happens.
Sean's eyes widen and his heart skips a beat yet again as he hears what his sisters says next.
"Oh, Sean! Fuck me, little bro....! Just like that!" Ally shouts, right before she plunges her fingers inside of herself. The intrusion causes her to arch her back and she cries out. Her eyes squeeze shut, and her mouth opens in a silent scream. "... sean...!" she manages to whisper next, almost a plea, before it turns it a loud grunt of satisfaction. "uuuaAhh! Fuck..."
She slows down her movements, fingers herself more gently now as the fluids drip down over her asshole and onto the bed.
For Sean, he doesn't know what to make of what he just heard. It is incredibly erotic, to be sure, and as he listens to his big sister fantasize about fucking him, his cock suddenly explodes in a fantastic shower of hot semen that splatters against his closet wall. He clenches his teeth to keep from crying out, but regardless a long, desperate whine still manages to escape. He twitches, his hips bucking as he empties his load onto his own wall, and so lost is he, that he smacks against it multiple times loudly and he doesn't even notice.
Afterwards, he backs out of his closet, feeling slightly ashamed, and wobbles over to his bed. He sits down on it and looks on his floor for a dirty sock or something to wipe himself off on. He manages to find an old tissue, and is just re-fastening his pants when there is knock on his bedroom door.
Sean jumps, terrified, feeling like he's already been caught. "Hang on!" he shouts to his sister as he quickly makes sure is clothes are all where they should be. Then he unlocks and answers his door.
Ally is standing there, her skin still looking flush, but she has at least thrown on the outfit he watched her pick out. "Hey bro, I'm feeling kind of gross, I'm going to hit the shower. It'll only be a minute if you need it, too." She smiles at him innocently, then turns and heads down the hall towards the bathroom.
"Why would I need it?" he calls after her, but she doesn't answer. She simply looks back at him and shrugs.
_____________________________________________________________
Later that evening, Sean finds it impossible to sleep. They had all spent a typical family evening together once more, their Mom and Dad obviously excited to have their little girl home again, and lots of family bonding time was the order of the night. They were even forced into a board game, the ever popular Life. This gave their father plenty of opportunities to make college-related Dad-jokes to Ally.
After they all had retreated to their bedrooms, Sean lie awake in bed til the clock on his phone said it was after 3:00, and then he finally sat up. There were a thousand questions burning in his mind, and he was far too restless to sleep without doing something. The problem was he didn't know what to do.
For one thing, what did Ally mean when she asked if he needed the shower, too? The suggestive look in her eyes seemed to imply that she knew what he had done. And he was aware of the amount of noise he had made in the closet this time, he had just hoped she hadn't heard.
Also, why was she crying his name when she masturbated? Did she know even then that he was watching? Was it meant to be sarcastic, or was she actually doing it for his benefit? It must've been, because why else would she masturbate if she knew he was there? Did his sister actually want to fuck him?
His brain swirled with a million questions, and his cock throbbed in response. He was very hard, and he needed some kind of release. His hormones seemed to be raging tonight because he was feeling more depraved than usual. He stood up in his bedroom and pushed off his pants so that he was standing naked, his shirt already long abandoned in the heat.
His penis stood very hard and erect and was pointing upwards, ready for duty. It was starting to becoming painful at this point, and he had no choice but to start stroking it. This seemed to do little, however. It just seemed to make him more frustrated as he realized there was no pleasure in the act.
"Shit!" he grumbled to himself, and began pacing around his room. He had to do something!
He tried looking in the closet peephole, but it was all dark in his sister's bedroom. He could hear the gentle sound of her sleeping. He shook his head and returned to his room, casually stroking himself the whole time. He was breathing heavy again, and he felt like simply yanking his dick wasn't what he needed.
And then it hit him. His sister Ally was asleep in the room next door, he had just verified that. As long as she didn't lock the door when she went to bed that night, there was no reason he couldn't enter her bedroom right now if he wanted to. As long as he was quiet.
If he wanted to, that was. That was a perverted thing to do and he knew it. If she caught him it would go far beyond just looking through a peephole, she would be furious. Possibly never talk to him again.
The thought sent shivers down his spine. He was craving the perversion right now, that was not an argument. It was what he wanted. He had to do it. The risk of getting caught just made it more appealing. Plus, he reasoned, maybe she really did know he was watching and actually did want to fuck him? Shouldn't he be there for her then?
Reaching for his bedroom door, Sean peeks out into the upstairs hallway, making sure the coast is clear. At this hour of the night it is completely silent, and he tiptoes out the door completely naked. Just the excitement of wandering around his house naked when his family is home makes his heart race, the thrill of getting caught in that unusual situation. But it's not enough, not enough by far.
He hears his Dad's heavy snoring in the bedroom at the end of the hall, coupled with his mother's much lighter ones. His heart hammers in his chest as he sneaks slowly from his own bedroom door to the next one down, moving closer to his parent's room as well. Reaching out, almost hoping it is locked, Sean grasps his sister's doorknob and turns it slowly.
It is not locked. As he turns the knob halfway around the door suddenly clicks open, and he realizes he is in. He can hear Ally's gentle breathing coming from her bed, and even this makes his cock twitch briefly.
A moment of doubt passes through his mind as he slowly lets go of the doorknob, but he banishes it quickly. He knows that what he's doing is wrong, but he doesn't care anymore. He is beyond horny at the moment, and in any case he has developed a slow crush on his sister that has only grown over the years. He has reconciled the depravity in his own mind years ago, and buried it under years and years of sexual repression. The end result is a disturbed young boy with an unhealthy sexual obsession with his sister, and he's okay with that.
The door is thankfully quiet as he pushes it open slowly, making hardly a creak at all until the end, but by then it is enough. He gently slips into the room like a ninja, taking care to hold his throbbing cock against his stomach as he does so - it wouldn't do to have it banging against the door on the way in.
His sister is lying in bed on her back, the sheets pushed down due to the heat. She is wearing nothing but an old pair of light blue cotton panties, very lacy and thin. They are almost a thong but not quite. For a top she is simply wearing an old white tank top pulled up on the bottom, giving him a clear view of the underside of her soft, beautiful tits. Based on the rattiness of the ensemble he's guessing these were things she had left in her dresser before she went away to college. Certainly they were never meant for her ex-boyfriend.
He slowly approaches her bed, his cock held firmly in his hand now. He is gently stroking it as he walks, almost unconsciously. Careful not to make the floor creak, he reaches the edge of Ally's bed and looks down at her.
She is absolutely stunning in her slumber, and he has a feeling that it won't take him long to cum if he keeps looking at her like this. Nevertheless his hand continues to slide up and down his cock, and he is vaguely aware that he has begun breathing heavy again. His mouth goes dry and he begins to shake with excitement and fear.
A hand reaches out... he knows better!... but seemingly against his own volition he watches as his left hand gently grips the edge of her loose-fitting top and slowly begins to pull it up. It isn't difficult, her breasts already pushing on the fabric, making it traitorously easy for him to violate their owner.
Her perky tits pop free, jiggling just a little for a moment. Her nipples are dark and soft, and he can't resist the urge to touch them, to run the tips of his first two fingers in a lazy circle around the areola of her left breast. His breathing quickens as he watches it grow hard, and suddenly Ally shifts in her sleep.
He freezes, his hand still hovering an inch above her breast, and quickly looks at her face. Her eyebrows furrow for a moment and she makes a small moaning noise before she settles again. He waits, trying to quiet his heavy breathing for nearly a minute, before he dares to move.
When he's sure she has fallen back to sleep, he pulls his hand back and settles for the moment on simply stroking his cock over his sister's sleeping form. She is virtually naked now, except for the small line of loose-fitting panties, her thin body looking almost angelic in the gentle moonlight. The curves of her hip bones descend to her well-toned thighs, and the gentle slope of her stomach follow around to the soft slope of her breasts and ribcage, all of it accentuated beautifully by the shadows caused by the pale light from her window.
As Sean feels his muscles begin to tighten and he involuntarily begins to move his hips, he starts to let out a series of quick gasps, trying to keep himself from moaning out loud. He is staring now at her panties as he strokes his cock quickly, wishing he could see this one last area.
He takes his hand off himself with a gasp, and stands up straight again. His penis is now hot and purple, throbbing in front of him with it's need for release, and it bounces up and down slightly, seemingly on it's own.
Sean reaches over with both hands, shaking badly and breathing heavier than ever. Ever so gently, he takes a hold of the hem of Ally's panties, choosing a spot that is already loose and pulled back from her skin. He attempts to pull them down as gently as possible, moving like a pickpocket to expose his sister's pussy.
As might be expected, he is only able to pull them down enough to actually reveal her mound and the soft curve of her labial lips and they dip down into her slit, but to actually remove her panties is impossible for Sean in her current position. He instead has to settle for holding them up with two of his fingers as he strokes his cock with his other hand, trying his best to focus of the secret treasure underneath.
All of a sudden he jumps and pulls back, snapping her panties down harder than was safe, as Ally's underwear suddenly slips down past her hip bone and slides partially down her thigh. Her shaved pussy is suddenly revealed, and at first he thinks that Ally has woken up and he is caught. He takes a step back and actually tries to cover himself for a moment... but then he realizes she isn't moving.
Ally is apparently still sleeping, only now her panties are partially pulled down on one side. Her arm is pressed underneath her, her fingers linked into the panties from behind, and it would appear as if Ally pulled them down herself. But she was sleeping. Right?
He approaches the bed slowly again, still holding his cock. His heart races as he peers closer at his sister. There was no possible way she pulled down her own panties in her sleep. Right at that moment when he was trying to look. It was an impossible coincidence.
And yet there she was, her soft pussy and breasts exposed to him, her eyes closed and her breathing heavy.
He began stroking his cock again, moving slowly at first, but quickly picking up speed as he felt the pressure return almost immediately. His sister did not move. He gazed at her beautiful, C-cup breasts, her nipples now both very hard, and the slope of her perfectly-toned stomach. Her pussy looked so pretty and proper, and he wanted to touch it, to taste it, more than anything, but he knew that was going too far. Instead he settled for stroking himself over her beautiful naked body.
It didn't take him long this time, staring at his sister's most private areas, and suddenly he felt the intense focus in his groin that signaled his release. He let the feeling overcome him, trying to hold nothing back, as suddenly his young, teenage cock exploded in a fountain of hot cum, spraying across his sister's stomach in ropey strings. He tried to aim it towards her pussy, and managed to coat her labia with at least a single jet of creamy semen that seeped in between her slit and mixed with the glistening wetness there. It was a powerful release, more than he usually came, and he clenched his teeth together tightly to keep himself from screaming. Instead he let out a series of strangled grunts, "heehhhh.... hehhhh... heehhhh!" through his lips that was probably just as loud.
And yet through all of it, Ally appeared to remain asleep, not moving at all.
As Sean finished, his body shaking with the last few shudders, he quickly used part of her sheet to wipe off the tip of his cock before it dripped. He looked down at the mess he had made on his sister, mesmerized for a second. Then he realized it would probably be a good idea to get back to his room. He could only hope that the semen would dry enough that she wouldn't notice it in the morning. Or if she did, that she wouldn't mention it.
Sean began to back away from his sister's bed, trying to move just as quietly and not set off any creaky boards, and at the same time keep an eye on her. He was terrified to turn his back on her sleeping form, as if doing so would wake her up.
He makes it to the door, and gently pulls it open enough to slip back out of the room. Just as he is about to, he freezes.
"Good night, Sean," his sister's voice suddenly says to him quietly from the darkness.
He stands there wide-eyed for a moment. Finally, when he is able to move again, he answers, "Good night, Ally," before rushing quickly back to his room.
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