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Down a Peg

Coming close to him, she stroking his face lightly with a thumb before tilting his head up a bit. "Good girl." she whispered pressing her lips to Alex's softly, and holding for a moment before pulling away. "You might get a reward for that later if you continue to behave." she ventured, not going any farther into what she meant. They checked out, earning a few glances from people at the two of them, but no one seemed to suspect Alex to be anything more than a nervous young girl. The cashier complemented Sarah on how good it was to see a sibling taking such good care of her younger sister. She beamed back. "I love my sister, we're best friends!" she grinned giving him a hug and kiss on the check before ushering him with all his new clothing back out into the car.

Back at home, she wasted no time bagging up all his old clothing and shoes, possessions, books, games, everything. She neatly stocked his new wardrobe, taking great care to show him how to properly organize his new underwear drawer, how to roll up the pantyhose and thigh-highs, and neatly organized his many, many pairs of shoes, heels, flats, boots, even some stilettos. She hug up new posters, and changed most of the furniture to either a neutral sex style, or made it as girly as she was able. His bed for instance was decked out with light pink sheets, and fluffy pillows, his posters taken down and replaced with boy bands, comics replaced with romance novels. It took hours, but by the time she was done, you could hardly tell a boy had ever even lived in this room. Last but mot least, she sat up his makeup stand and mirror, and his new jewelry on the desk, informing him that his lesions on applying make-up would begin tomorrow.

Silently she was kinda thankful that her brother had been such an arrogant brat to everyone. He didn't have a lot of friends, and they lived in a rather private area, it would be easy to keep him isolated as he adjusted to his new status.
 
Alex was shocked. How else could he have described his reaction to being kissed by his own big sister? He should have pulled away. He was definitely going to pull away. But she'd be angry if he did, right? Better just let her end the kiss on her own. He was already blushing by the time her lips left his but what she said next caused him to let out a nervous peep and go bright red. What was Sarah suggesting?

It took a moment for him to realize it but once he did it was all that was on his mind. He was hard right then, straining against his panties. He couldn't believe that being kissed by his big sister had caused him to spring a boner. Worse still, he couldn't properly convince himself that it wasn't visible under his dress. Either way, he was damn grateful to be back in the car before much longer.

Alex was less than thrilled to have her redoing his room. Those boy band posters were going once he came up with a clever way around it and those romance novels were getting their jackets swapped with something worth reading. Clever was something Alex was in spades and abject boredom wasn't going to be part of this exercise. He remained relatively certain that he could slip enough contraband past her to keep himself occupied. Clothing was a lost cause though for obvious reasons. He was pretty sure even his underwear was going to come under scrutiny.
 
"This is your life now Alexis." she spoke softly, but her voice carried of a note of superiority and commanded as she address him. "The entire summer, you will spend every moment acting, and dressing as a girl. You will speak like a girl, carry yourself as one, and in all things respect me as one. You can fight, you can struggle..." she leaned down close to him, her hot breath running across his ear. "And I will make this very, very difficult for you, and you will eventually be caught. You know what will happen pervert if you're found out." she let her voice trail off for a moment. "Or... if you behave...." she ran her fingers up Alex's leg, slipping under the skirt and stroking his inner thigh. "Then you will be rewarded, rather than punished sis. Your choice."

Grinning at his rather shocked expression, she pressed her advantage, pushing him backwords onto the bed and climbing over his body before he could blink. She took just she took just another moment to have his perfectly manicured hands over his head, holding them in place with one hand while her lips pressed close to his once more, her tongue lightly pressing against his lips. "Do you understand? Because it seems like a part of you does." she whispered, her voice low and seductive, fingers still lightly stroking his now firm member, held in place with the lacy panties.
 
Alex wasn't stupid. He listened to Sarah and didn't show a hint of disobedience, all the while planning a million little ways to make things easier on himself. Breaking in Alex was going to prove a bit harder than she might give him credit for. Still, he'd have to give up plenty of little concessions. First off, he was going to have to keep using his girly voice. Not hard since his voice naturally sounded like that, just annoying.

When her fingers ran up his leg to his inner thigh that blush came back and his mind wasn't working nearly as hard as it had been a few seconds ago. Ohh, he was still thinking. His mind was racing in fact, but he wouldn't really have called it work at this point.

He gasped as she pushed him back onto his bed, his eyes widening. This wasn't exactly the first time he'd been in a similar situation but the devil was in the details. Being dressed as a girl and pinned by his sister were not exactly the most mundane of details either. He still wasn't quite kissing her back, but when he felt her tongue run over his lips he parted them gently for her. Feeling her fingers stroking over his manhood through the thin fabric of his panties caused a gentle sigh to pass through his lips, he was really straining against the lacy panties for all he was worth. "Sarah... you know we're not supposed to do this..." He said, trying to play the voice of reason, though he really didn't feel like one, being dressed like a girl and hard as a rock.
 
Sarah's eyes flashed at him and she pulled away.
"A lot of things I'm not supposed to do, but you've still not learned your place in this have you?" she snapped at him. If he wasn't going to play nice then fine. He'd be punished first. Alex could use some more humiliation.
"I want you dressed down to just your corset and thigh-highs when I return, and pity yourself if your not." she growled. Moving quickly away from him and heading down the hall. A few moments later she'd returned, tossing a small black bag at her feet.
 
Alex hadn't realized that she'd consider that disobedient. He'd been hoping she just got caught up in the moment and needed a reminder but from the sound of things that wasn't the case at all.

He didn't dare protest when she told him to undress. It was weird, before he'd been so against the panties but now he felt really vulnerable without them. He also felt bad about the fact that his member was hard as a rock, sticking straight up in full view. He kept quiet as she tossed something down on the ground, his vision shifting between it and her.
 
Sarah walked back into the room, now completely nude, looking over her brother slowly. "Well so you can follow orders a little." she chuckled, her breasts jiggling lightly as she walked over to him, running a hand in Alex's lovely curls, her other hand hooking a finger into the top of Alexis thigh high, tugging lightly. "At least you seem to be enjoying yourself Alexis." she added, letting out another laugh.
 
Alex tried not to stare but with no where else for his eyes to go he was forced to find them wandering to his big sister's body. It shouldn't have really come as much of a surprise of course, she was gorgeous. If she'd been anyone other than his sister he might have even been okay with going along with this, but right now he was still so sure his sister couldn't possibly be perverted enough to do anything like what he was thinking.

When she tugged at his thigh high and glanced down he found himself blushing, wishing like hell that he could get rid of the hard on that was sticking straight up in plain view for her. It seemed sort of obscene that a girly little thing like Alex should be so hung.
 
Smirking Sarah jerked him up and over on his stomach, without pausing to let it sink it she'd had his perfectly manicured hands cuffed tightly behind his back.

"You didn't think you'd earned a release from me did you?" she whispered, kissing along his neck lightly, her fingers running in his hair. "Alexis have you learned nothing yet?" she ran her fingers teasingly along his shaft.
 
Alex squirmed a bit as she moved him onto his stomach, shifting back onto his knees so he could get up, which basically lifted his feminine ass into the air quite vulnerably. He didn't bother to strain against the cuffs or try to get them around to the front, certain that that would take more time than Sarah would have possibly given him to try to free himself.

He whimpered a bit when she teased him, knowing that nothing good could come of his big sister having him in such a compromising position. "What are you going to do with me Sarah?" He asked hurriedly.
 
Slowly, Sarah ran her hand along Alex's corset, admiring his curvy figure. "Think of it as tenderizing you a bit." she giggled, running her palm along his round ass sticking up in the air. She smirked, gently fondling the boy's ass before bringing her palm down with a hard slap, pausing to let the feeling soak in.
 
Alex wasn't sure what she meant by that at first but it set in when she ran her hand over his ass. He blushed a bit as she fondled his rear. Sarah definitely seemed to have a fascination with his ass, which didn't entirely surprise him since he was aware he was a bit curvier than most boys. When she slapped his ass he let out a sharp gasp, blushing furiously. "Not too rough..." He begged softly, knowing that his athletic big sister could have his rear cherry red if she decided that she wanted it that way.
 
Sarah arched an eyebrow at the boy, smirking. Without warning she reached her hand back and let loose a another hard slap against his round behind, savoring the sensation of her hand connecting to his rear, barely pausing before she slapped his other cheek just as hard. "I'm impressed with how your round little rear looks my sweet lil sis. You make such a pretty little girl in fact..." she leaned in over his corseted boy, letting her lips grace his earlobe. "I'd say your ass looks quite fuckable..." she teased.
 
Alex whimpered as his big sister savagely spanked his cute round ass, causing him to jump a little when her hand connected with his rear. He had no doubt it was going to be red if she kept this up, though just how cute his bum would look after a good hard spanking was sort of lost on him. He really wished that he wasn't hard as a rock right now. Having his thick cock rubbing against his sister's thigh while she spanked him just made this even more humiliating.

When she commented on his rear he kept his mouth shut but he couldn't help speaking up when she teased about his ass being fuckable. "Well, obviously that can't happen. You're a girl." He said, biting his lip as soon as he said it and really hoping she wouldn't try to prove him wrong.
 
She paused in mid swing, rolling him off her lap and onto the bed. Without a word she picked up her panties and wiped clean the juices that had already started pooling around her sex, before shoving the soaking panties deep in Alex's mouth. "I'd get used to the taste Alexis." she whispered before pulling another toy out of the bag, a large red ballgag. Not giving him a chance to protest through the panties she quickly shoved the ball behind his teeth and strapped it around his head.

"Now don't go wandering off." she giggled, giving him a wink as she got off the bed and went to her room to get something else she'd used his card to buy.
 
Alex almost winced when she didn't hit him. There was at least a comforting familiarity about being spanked that this change of pace didn't have. When she grabbed her panties he looked confused for a moment and for a second he thought she'd want him to put some underwear back on. When she shoved her soaking wet panties into his mouth his eyes went wide. He reached to take them out but she was much too quick with the ballgag, causing him to whimper as the panties were left stuck in his mouth. He'd managed to get this far without really thinking about the taste but now there was nothing he could do but focus on it.

He moved into a sitting position on his bed, eyes locked on the door. Alex really wished that he wasn't still rock hard right then, quite embarrassed that his sister's ministrations had gotten him that way in the first place.
 
Humming to herself, Sarah sauntered back into the room, grinning ear to ear as she looked him over.
"Enjoying yourself lil sis?" she asked, sitting another bag down on the bed next to him and stroking his hair, before wigging his handcuffs lightly. "You make a nice little bound package babe." she giggled.
 
She knew full well that he couldn't answer her. She heard him murmer something against the ball gag but there was no way of telling what it was, at least he didn't seem like he was trying to mouth off so much as actually answer her properly, at least Alex was getting smart enough not to do things that were sure to bring her wrath down on him.

He couldn't really say anything to her about the cuffs either, blushing a bit as she reminded him that he was easily defenseless right then. His eyes kept shifting over to the bag that she'd brought in, both wondering what was in it and hoping that he wouldn't find out.
 
Letting out a laugh she pushed him back down on the bed and rolled his bound body over onto his stomach. "Stay." she ordered, pulling a bandana out of the bag and tieing it around his eyes..
"Just the way I like you" she murdered, her lips grazing his ear lightly "Helpless."
 
Alex knew better than to move from the spot she'd placed him in, even without her ordering him to stay. He definitely didn't like being blindfolded though, not that he could argue without risking punishment from his sister.

He shivered when her lips brushed his ear and he knew that there had to be more to this plan than simply blindfolding him and scaring him. He really wished he could do something about the wet panties that were still occupying his mouth. He was finding it pretty hard not to focus on the taste of his sister at this point.
 
"Your such a good little girl. You'd make a proper slut." she commented giving him a slap on the ass before walking away again. She reached into her back pulling out a good sized, black strap-on, her breathing picking up sharply. "And with an ass like that, it's a shame you weren't born a girl. You'd work wonders on the boys." she let out a giggle as she slipped the toy up her legs and started applying a generous amount of lube. She glanced over at her unsuspecting helpless sibling, another tingle running down her spine. "Do I taste good?" she whispered, voice raspy.
 
Alex certainly wasn't pleased by her appraisal of how well he'd do as a slut. He whimpered when she swatted his ass again, not that he could do anything. Considering the ball gag, the cuffs, and the blindfold he was totally at her mercy. When she commented on the effect he'd have on boys he grumbled something against the ball gag, probably not entirely pleasant either. He couldn't help but feel worried as that raspy tone entered her voice and he struggled just a bit to see if he could notice anything through the blindfold. It was no good. She could have that thick strap-on hovering inches from his face and he'd never notice it.
 
Sarah grinned wildly, waiting, building up anticipation, her breathing labored as she looked down at her helpless brother, laying waiting for his sister to deflower his anus, herself trying not to squirm in excitement.

Maybe this is what she should do. Maybe forcing him to act as a girl in order to save his own skin wasn't enough. He could be a proper slut for her if she wanted. She thought about this, feeling herself tingle.

But she'd also wanted him to see the world for as it is, not a spoiled little rich brats view, but what if she made him master the manurisums of being a girl and they could go out comfortable as girls in public? What if he had to fend off leers and advancements from guys like most attractive girls do -- and he was one hell of an attractive girl. How would he take to that? She wasn't sure but she was damn certain about finding out.

Reaching down she grabbed his hips firmly and pressed the tip up against his anus. "It's ok, Alexis." she cooed softly as she eased the tip inside his tight hole with an audible pop. She waited for him to get used to the feeling of being penetrated, patting his hip softly.
 
Alex could hear her breath and it made him shiver. He knew that nothing good could possibly be about to happen to him. He was terrified right then. Wait, could you technically be terrified if you were still hard as a rock? If not he was whatever you'd like to call being scared and aroused at the same time.

Sure enough he was getting used to the taste of her panties in his mouth. He didn't have a choice whether or not he'd be his sister's slut at this point. He was tied down and gagged. Choosing the blackmail wasn't an option right then. And did Alex ever wish that he could just let her show off pictures of him in a skirt when he felt that strap on pressing against his cute little asshole!

He was making a lot of noise and squirming more than she might have liked at that point. She obviously couldn't make out a thing that he was saying but Sarah didn't need to try hard to imagine what he might have been trying to say. When she thrust the tip into him he went still as could be, growing quiet too as his big sister took his ass with the strap on. She could tell how tightly he was gripping the toy inside of him and it was a safe assumption that taking something like that was going to be rough on the poor virgin girl.
 
"Shhhhhh, good girl, gooood girl." she cooed softly, like she was talking to a cornered animal, and in a way she was. Her hands stroked the poor girl down her back softly, letting him get used to the tip inside of her for a few moments before gripping her hips to keep Alexis' bottom still before starting to ease the strap on deeper into the tight flesh.

"If you keep it up you're going to hurt yourself sweetie." Sarah whispered, her voice full of lust and desire as she slowly, eased the strap on deeper into his hole. Bit by bit, stretching, and filling his tight anus. Her body felt hot and desire flooded her mind and body as she dominated her little sibling. She took a deep breath, pushing her needs far down away from her right then, focusing on what she was doing -- Claiming her brother.

As the rest of her strap on slowly disappeared into the little girls anus, Sarah bent down over her sister, sliding her body under the girls handcuffed wrists, to plant kisses along the back of her neck, gently nuzzling her shoulder until she could feel her hips right up against the girls ass. "My cum taste good?" she whispered in his ear, before gently sucking on an earlobe and playing with the piercing she'd made him get.
 
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