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Stellan was someone with a lifelong history of bad luck, so he supposed it was in keeping with that for his first major crush to be his step-sister.
Her name was Aliciana, but her twin brother Alexander always called her Al. He thought it would be funny if they were both called Al and people got them confused like people did twins in movies, a thing that sadly didn’t manifest, likely because their mother knew what he was trying to pull. Instead she called them Alice and Alex, which people rarely, if ever, confused. The plan was also foiled by them not looking identical the way opposite gender twins always did in movies, but instead fairly distinct. While both had blue eyes, heart-shaped faces and small noses, Alice was blonde and short, while Alex was redheaded and tall for his age. People rarely realized the two were the same age, let alone twins.
The biggest difference, though, was that Alex was an extrovert to a degree that was almost hard to comprehend. He was always doing things, talking to people, playing pranks, making jokes, and generally in a flurry of motion. A lot of his jokes and remarks, Stellan thought, were probably not meant to be as mean as they came across. Alex didn’t seem to realize just how much his sister hated him calling her short, calling her Blondie, or telling her she was the baby of the family. He never noticed the way her shoulders slumped or her gaze dropped to the floor. Often, she would slip out of the room entirely without anyone realizing it.
Alice was a quiet child. She spent a lot of time reading in her room, sewing, and watching old black and white movies on her laptop. Stellan was fairly sure she was writing, too, but she hurriedly covered her laptop when he tried to peak at it. Her eyes were eternally startling him with their bright, crystal blue color. His breath caught in his throat when he locked eyes with her. One time, as he was drawing, she’d crept up on him and startled him so badly just by stepping forward that he’d dropped his pencil like a complete dork. Alice had winced, expecting a joke like Alex would throw out or one of the snide remarks her mother would make, only to be given a shrug and a smile.
“It happens,” the fourteen year old said dismissively to his little sister. “That’s life, I guess.”
The eight year old seemed to warm up to him a lot more after that; it was as if she’d been waiting for a sign that he wasn’t going to be like her other brother had always been. Sometimes she came into his room and asked if she could read in there with him. Other times she gave him some of the origami creations she was learning to make. Four times now he’d come into his room and found something he’d torn successfully sewn back to normalcy by her without him having to ask. She was a strange girl, but a very nice one, and Stellan loved her dearly.
If he were normal those thoughts might have stayed a brotherly kind of love. But because he’d always been an odd one out himself, a jock with a love of drawing who never quite fit into any one group, Stellan found it hard to avoid thinking about dating her. What would it be like, he wondered, to go to the movies with her or take her shopping, instead of some girl who just wanted to brag to her friends that she was dating a boxer? What would it be like to get to be with someone who he could talk to chess about who wouldn’t talk down to him, assuming that his athletic interests meant he was a moron? In his mind they went on all kinds of dates, and magically her being eight didn’t matter, and no one was bothered by it.
Out in the real world he masturbated to magazines but thought of her doing what the models did. In his mind it was Alice with her long ice-blonde hair smiling as she fingered herself in front of him. In his mind it was his sister who grabbed her cheeks and spread for him, letting him see her tiny, forbidden asshole. It was her lifting up her skirts for him to see her bald, undeveloped pussy. Stellan came hard night after night thinking about her. By day, he said nothing. He saw her swoon over old fashioned men in movies from another era and knew he didn’t have cool outfits or cool cars or cool hats like they did. He didn’t smoke or know how to drive. Alice may have liked him, but she would never like him like that, and he couldn’t alter himself to be like that, either, not without money he didn’t have.
Still, he thought, it was nice to have his crush nearby and be able to see her every day. That was enough. That was more than a lot of guys got in life. He could’ve been happy with that.
Then one blustery October day, he came home from working out to find Alice in his room, looking at the magazines he’d stolen from their father. Their dad had the internet locked down hard enough in their house that there was no getting around it to look at porn on there, but he hadn’t thought to secure his own stash – and neither had Stellan. Blushing, still wet from showering at the gym, the muscular teenager stood in the doorway, unsure how to proceed with the situation. His bronze-gold hair was mussed from the wind, his tan skin already flushed from running before he saw Alice, and he was sure must look like a total dork, standing there gaping at her.
She looked up from the magazine. She was so oddly beautiful in a not-quite-real way, with her blue velvet dress and black-and-white striped tights, always too girly for the other girls but never quite in the same way they were girly themselves. A necklace with plastic chili peppers hung around her neck, and he was looking at that to avoid looking at her entrancing blue eyes when she asked him, “Are these grown-up games? I can’t read the words.”
Stellan had never been grateful before that his dad’s porn wasn’t in English. “They, um, they are, yes. You’re too young for them. Actually, I’m too young for them, too. You’re supposed to be eighteen. But I got curious, so I looked at my Dad’s stuff, and… you won’t tell on me, will you?”
“Of course not,” she said right away, frowning. “There’s nothing wrong with wanting to know things. I’d only tell on you if you did something bad. Learning isn’t bad at all.”
“Thanks, Alice,” the fourteen year old replied, breathing a sigh of relief. “You always understand me. I just want to know how it works – I haven’t done it with anyone, and I’m probably not going to for a while. I don’t think I have any friends I like enough to be naked in front of, you know?”
She nodded seriously. “I get nervous being naked in front of people, too. It’s okay. Nobody’s okay with everything. I think even Alex would be afraid to get naked in front of most people. But nobody who’s nice would laugh at you. And I’m sure you look good. Mom says everyone looks good in their own way.”
“Oh, I don’t know,” he said, looking down at himself. “A lot of the guys on the boxing team and the wrestling team are more muscular than I am. Plus, I’ve got all these freckles, and a lot of girls don’t like those.” He was much more comfortable, he was realizing, with the topic of appearance than of sex. Maybe it was because sex seemed unreachable and impossible, while his body was right in front of him and tangible. “I’ve got scars on my stomach, too, from when I was in an accident as a kid.”
“I’m sure they’re not that bad,” Alice argued quietly, standing up and coming over to him. Without asking for permission, she tugged down his pants and pushed up his shirt, revealing his scars to herself and studying them closely. “Do they hurt?”
“No.”
“Do they hurt if someone touches them, like they might if they were playing the game with you?” was her follow-up question, brow furrowed like a little doctor.
“No, I’m fine,” Stellan forced out, heart pounding as he processed that his little sister was not only undressing him, but a mere half a foot away from his groin. “I just – I don’t think they look good, is the problem.”
Alice leaned forward and pressed her lips to one of the long, white scars across his belly. He froze. Her lips were soft and her tenderness was evident in how she smiled up at him. “Don’t worry. You’ll be fine. I kissed it all better.” Those impossibly blue eyes dropped to his crotch, where his treacherous cock was now making a lump in his underwear. “What’s happening to your thingy?”
“Oh. Um, see, when someone feels good, if they have a thingy,” he started, omitting the part where this didn’t happen to kids because he didn’t want her to think he was a pervert, “and someone is touching them, it’ll get hard and get big. That’s because a part of the brain is always ready to play grown-up games, even when you’re not grown up yet. So it’s just doing that because you were nice to me.”
“It changes size? That sounds like it hurts.” She glanced back at the magazines. “I’m glad girls don’t change sizes back and forth. Once we get our grown-up parts, they stay that way forever. I’m sorry I hurt you, Stell.”
“It doesn’t hurt,” Stellan reassured her, not wanting his sister to get any lifelong misconceptions about biology from him. “It feels good sometimes, or just okay other times, but it never hurts. Don’t worry about it, Alice. I know you would never, ever hurt me.”
For a moment he thought the situation might have been salvaged. He thought he might have been able to just tell her to go back to her room and she, with her curiosity satisfied, would leave him alone to beat off to the memory of her lips on his skin. She pursed her lips the way she did sometimes when thinking. Stellan tried not to stare at her perfect, pink little lips or think about kissing them. Those mesmerizing blue eyes settled on the bulge in his underwear, one he knew was getting bigger the longer they were like this together. Absurdly, he found himself tugging his shirt down to cover the scars, as if he could take her seeing his cock or his scars but not both, as if both were a bridge too far even for her.
Then she asked in her soft, gentle voice, “Can I see your private parts, Stell? I’ve only seen my brother’s and the men in the magazine’s. I want to see a normal person’s, not a kid or a model’s.”
He should have said no. Instead he nodded silently and began tugging down his underwear, letting his growing erection slip free of the confines of the fabric. Stellan could feel his heartbeat in his chest as his little sister gazed at his dick, as she studied the half-erect, thick cock in front of her that was continuing to become more erect as his mind processed his gorgeous blonde step-sister was in front of him for real this time. The teenager’s mind went filthy places as he stood still, awaiting some kind of signal from her on how to proceed next.
Hesitantly, the eight year old reached out and wrapped her hand around it. He shuddered at how good the touch felt. It sent an electric shock through him even though it was from a small hand, because it was Alice's hand, Alice's soft skin carefully touching his dick. This was real. This was actually happening. Stellan struggled to think as she ran her hand up and down the length of his cock, making it come alive, causing it to grow as she stroked him back and forth. His length was average but next to a child's hands, he looked huge, especially since his cock was so girthy. For the first time in his life he thought he looked good. That was how powerful Alice's touch was. He let out a quiet huffed half-moan of pleasure as she squeezed his cock and ran her hand up and down, stroking his thick cock and exploring it with her small hands.
"How do I play the game?" Alice asked him. "I know girls play a part in it. I know you need a girl and a boy. But I don't know how it's supposed to go."
"You're too young," he managed, with the very last shreds of his good sense. "You have to be eighteen to play, and you're only eight. I'm fourteen so I'd be in less trouble, but you'd be in trouble forever, Alice. You can't play the game with me."
"But I want to," she said earnestly, her hand still stroking his cock, her bright eyes still staring into his. "I want to play the game. I'm not afraid of doing big girl things just because I'm the baby of the family. I won't tell anyone, and if we get caught, you can say I was curious and it was my fault. I'll tell Mom it was my fault, too. Then no one will be mad at us."
He really doubted that their parents would be remotely onboard with that excuse. Still, he nodded. "Shut the door and lock it. I don't want you to get in trouble if we can avoid it." Sitting down on the bed, he ran a hand through his hair, flustered. What was his life?
Alice shut the door and locked it, then darted over to the bed, smiling. "What do I do next?"
"Well," he said, swallowing, "usually the girl is at least a little naked. You're supposed to see each other's private parts. I won't laugh," he assured her quickly, thinking of how her twin was always belittling her, "and I would never, ever be mad at you for saying no. I know being teased hurts and I know what it's like to not like your body."
"I don't mind," she said after a long moment of consideration, beginning to take her tights off and then her panties, "but it's too cold in your room to take my dress off. Does it still count if I just pull my dress up so you can see?"
His cock twitched at the thought of seeing her naked from the waist down. "It does, yeah. Show me."
Standing by the bed, Alice pulled up her dress to show him her pussy. It was every bit as beautiful as he'd dreamed, hairless and pale and smooth, with small lips and a certain undeveloped quality that made his pulse quicken. She was only eight years old, a little girl, but he was hopelessly turned on by her body nonetheless. Seeing her little pussy made him want to kiss it, to run his tongue along the length of her cunt and taste her juices. He wondered if she was wet yet. Did her pussy get wet the way a women's did? Stellan didn't know and he didn't know how to ask without seeming crude, either. He took a deep breath to focus himself.
"Get up here," he said, patting the bed beside him. "We have to be where we can touch each other, and it'd be rude to make you stand while I get to sit."
Nodding, she sat on the bed beside him, leaning back against the wall like he was doing. He leaned over and grabbed her legs, spreading them so he could see her pussy clearly, then kicked off his pants and underwear completely, leaving his cock bared to her. The curious child reached out to touch it again, to wrap a hand around her brother's girthy dick so she could resume stroking it. Stellan bit back a moan as he watched the small girl play with his cock, as he watched her try to wrap her fingers all the way around him and found it difficult. She was beautiful, gentle, and nice. Alice was everything anyone could ever want in a girl.
"It's getting wet," she observed, pointing to the tip. "Is that a good sign? Does that mean I'm doing it right?"
"It is," Stellan said, enthralled by the feeling of a child's hand, his sister's hand, on his dick. "It means you're doing it just right." He had no idea how to explain the concept of precum or even what it was to a little girl who didn't yet know much about sex, so he didn't. It was better not to explain it incorrectly, he thought, if he could avoid it. "I'm gonna touch your special place, too, so you can feel what it's like. Is that okay?"
Alice nodded. "I'm a big girl. I can do grown up things. Especially when it's with you! You're always nice to me. It's okay if it's you."
He smiled, feeling warm and content and loved as he reached over to touch her pussy. As his hand approached her pussy, he found himself hesitating. The taboo nature of the whole encounter was hitting him. This was his little sister, a kid, and here he was about to touch her most intimate parts. Stellan loved Alice. He didn't want to hurt her. But with how much bigger he was, it seemed very likely to him that that's what he was about to do. Her body was small, she was short for her age, and it occurred to him that she was delicate, in a way. Stellan paused, uncertain. His step sister frowned at him, pouting as if annoyed, and then grabbed his hand and pulled it down, making him touch her pussy lips.
They were soft and hot, and slick with moisture. Arousal flooded him at the thought of his sister being wet, the idea that he was making her wet. He ran his fingers over her slit, tracing his fingers along her pussy lips, rubbing her gently. Alice gasped, cheeks flushing. Stellan took that as a sign to continue, and began rubbing at her tiny clit, stroking her in slow circles that caused her to squirm and gasp. She was small and innocent, carefree and devoid of judgment in a way that made him want to make her feel good. It felt like a gift to have a chance to be intimate with her. His heart thudded in his chest as he touched his sister, as he made her writhe and worked her clit hard, watching her face flush with desire. Alice's bright blue eyes widened as pleasure overwhelmed her.
"Stell," she gasped out, biting her lip and trying to stifle a moan, "I feel hot all over. It feels like - like I might pee."
He kissed her atop the head, smiling at her. "You won't. Don't worry. Just like me do my part of the game, Alice. I've got you."
Diligently, he worked her prepubescent pussy with his fingers, rubbing and stroking her, making her wriggle as he pleasured her. The sounds she was making made him harder. Alice's body was sensitive and her reaction to being touched was incredible, making him want her even more, making him forget the reasons this was taboo in the first place. All he could think about was how beautiful his blonde sister looked as he used her wetness to slip a finger inside her while his other fingers still massaged her clit, her tight, hot inner walls squeezing around him as he fingered her.
"That feels so good," she whimpered, "but it's a little strange. Why does it feel so different?"
"It's supposed to feel like that," he reassured her, "since it's your very first time. It's new. That's how everyone's first time playing goes. You're doing great, Alice. You're doing really well, and you're being really good for me. Just give yourself a little bit to get used to it, okay? You're not as old as people normally are when they play the game, so it'll take a minute."
She nodded her understanding. He kept his finger inside her still for a bit, letting her have time for her wetness to ease his movements within her. Then Stellan curled his finger, rubbing into her sweet spot inside, and made his little sister squeak in surprise. He smiled, kissing her on the cheek, then began slowly pumping his finger in and out of her pussy. Her small, child's hands stretched out to resume stroking his cock, rubbing his length up and down, working his cock with all the tenderness of someone who was learning for the first time but who cared deeply. His breath came faster as she touched him, and his own movements picked up as a result.
Stellan rubbed at his sister's sweet spot, massaging her insides and working her tight, hot cunt, listening to the way her breathing quickened. His thumb pressed down onto her clit as he curled his finger again and again into her, driving her closer and closer to orgasm. The fourteen year old could see her getting close, could see the signs that she was nearing the edge of an orgasm. Alice was beautiful, his wonderful Alice In Wonderland. All shyness and tension gone, her face was so picture-perfect that he wanted her to climax just to see what that would look like on his quiet, often unexpressive sister. A second finger slipped into her, and the two of them curled into her G-spot.
"It's so good," she gasped out, her body shaking. "Oh, Stell, you're doing such a good job! Stell! Stell, I feel hot! It's so hot! Something's happening!"
"Let it happen, Alice," he told her, eager to see her come. "Don't think. Just feel."
His pace increased as he fingerfucked her, rubbing her clit and fingering her sweet spot at the same time repeatedly, making his sister's entire body shake as he stimulated her. He was new to this, but he was working her with all his love and total concentration, his own hard-on barely a side note in his mind. The sight of his gorgeous, angelic little sister coming on his fingers was one that he wanted to burn into his memory. Stellan wanted Alice's first orgasm to be with him. He wanted to see the eight year old's face when she did. The sound of his name on her lips, a high pitched, breathy exclamation of "Stell!" made him moan. She was all his, his perfect girl, his fairytale princess, a little girl who hadn't even had to hit puberty to catch his heart and win his love. He curled his fingers hard down onto her sweet spot, making her back arch and pulling a startled near-shriek from her.
The child came, her entire body going rigid, her cunt clenching down onto his fingers, gripping the bedsheets for support as her legs quivered. She cried out, the sound almost a wail. The orgasm tore through her like a thunderstorm, and he watched her face closely as it did, wanting to memorize every second of her pleasure. Alice's mouth fell open and her eyes shut, eyelashes fluttering as her pussy did. A brief burst of squirt rushed over his fingers, not nearly what an adult would have made but hot and good. He had made her squirt. It was impossible not to be proud of that. He smiled as she flopped back on the bed, spent.
"Are you okay?" Stellan asked her, slipping his fingers out and reaching for the tissues on his nightstand. Alice nodded. "Do you need a minute?" Another nod. "Okay. Catch your breath. You did perfect, Alice."
For a few moments he just drank in the sight of her on his bed, dress hiked up to her waist, bare from the waist down. Her pussy was still dripping and he had a brief moment where he contemplated leaning in and licking the moisture off her before deciding against it. Stellan didn't want her to freak out or think it was too weird. Maybe they could do that some other time. For now he simply gazed at her flushed face, her pale skin, her angelic golden hair strewn across the pillows, and took in the scene with intent to commit it to memory. Her little clit had gone from hidden away to sticking up, stimulated into obvious arousal. He'd aroused a child. He'd made his sister come. The thought was thrilling.
When she opened her eyes and smiled at him, he smiled back. "Ready to keep going?" She nodded, sitting up and reaching for his dick again. He grabbed her hand and stopped her, kissing her gently on the forehead. "The fastest way to do it is to use your mouth, like the women in the magazines. And we don't have a lot of time before Mom and Dad get home. We have to play the fast route, or we'll get caught. Can you do that for me, Alice?"
"I'll try," she said thoughtfully, looking at his cock. "I don't know if I can fit the whole thing in my mouth. And won't it hurt to squish yourself up like that?"
"No, it doesn't hurt. So long as you don't let your teeth touch it, it doesn't hurt at all." Stellan sighed at the suspicious look she gave him. "If I promise to say something if it hurts, would that make you feel better?"
"Yes."
"Alright, then. I promise to say something if it hurts." He smiled a fond, exasperated smile at his loving sister. Something about her worry would always be charming to him. "It's okay. I know you can do it."
Alice laid down so her head was on his thighs, and then hesitantly took the head of his cock into her mouth. The sight of a little girl's mouth wrapped around his cock was a strange and exciting one, and her blue eyes met his, glittering and half-lidded, as if sharing in his love of breaking these rules, the rules even her daring twin dared not break. She bobbed her head, sucking the head of his cock and then a bit more of him, his wide girth making her have to open her mouth up wide to fit him. Stellan moaned as her tongue slid against his length, as her hot, wet, tiny mouth began to move on him. The heat and pressure of her mouth made his eyes shut briefly.
"Keep going," he encouraged her, voice soft. "Oh, Alice, you're so good. You're amazing. That thing you do with your tongue is perfect-"
She swirled her tongue over his shaft, and he groaned, hips bucking. She let out a soft "Mmph!" of surprise at the movement, then resumed sucking, working his length and the head of his dick with her mouth and tongue. He was big enough that she couldn't fit much of him in her small, child's mouth, but what she did was perfect, and her inexperience meant she was unhesitating about exploring and discovering new ways to please him. One of her hands reached back to cup his balls. Alice smiled around his cock at his reaction, at how he groaned and bucked his hips into her mouth again, his hands fisting the bed sheets as she touched him.
"Oh, Alice," he moaned, unable to stop himself. "I love you so much. You're perfect. You're incredible, oh, Alice, Alice please keep going..."
Alice did, diligently sucking his cock, her small hand cupping and squeezing his balls as she did, making him moan louder. Her free hand stroked his shaft. The sensation of a little girl touching his cock was too taboo not to love. That it was his baby sister made it even better. His eight year old sister was willingly, happily sucking him off on his own bed. Stellan stared down at her in amazement, watching her blonde head bob back and forth, hearing her little wet noises as she sucked. The teenager's hand slipped into her hair, guiding her gently as he watched her, as he guided her movements and felt his dick pressing further into her small, soft mouth. She struggled to open her mouth up wider, to take more of him, without him even asking her to.
The feeling of his cockhead brushing up against the back of her mouth was exquisite, and the way her throat contracted around him, struggling to accommodate him, sent him wild. Stellan thrust up into his sister's mouth, fucking her throat and face as she tried to take him. Her soft little hand squeezed his balls as she sucked on him. Alice was an eager, happy participant, trying to suck more and more of his cock into her mouth, trying to get him off. The teenager fucked her face, thrusting back and forth into that incredible heat, groaning her name and stroking her hair, unable to help himself. He'd never imagine an eight year old could be so good at cocksucking. Alice's hand and mouth were forcing him forward towards an orgasm better than any he'd dared to dream he could have.
With a cry, he came inside his little sister, hips jerking and his hands knotting in her hair. He pulled his sister's head forward, making her choke and sputter on his dick, her throat convulsing around him as she struggled to swallow his load. Alice sucked it all down, not pulling back, letting him shoot his load down her throat. She kept working his cock for every last drop, prolonging his climax, causing him to gasp and groan as her tongue and suction milked him for everything he had. Alice kept going until she felt his cock softening, then pulled her mouth off him, letting his now-flaccid dick fall back to the mattress.
"Did I do a good job?" she asked, eyes full of hope, looking up at him from his lap.
Stellan nodded. "You did a very, very good job. That was the best time I've ever had playing any game, ever, in my entire life. Alice, I don't even know how to tell you how amazing you are."
"Thank you," she said quietly, cheeks flushing a bright pink. "Does that mean we can play again sometime?"
He laughed, ruffling her hair. "Of course we can. There's nothing else I'd rather do than be with you. I love you."
"I love you, too."
They redressed in silence, Stellan's head still swimming with what they'd done, his dick still sensitive and tingling. He could see the flush in Alice's cheeks, the dazed look in her eyes, and knew she was thinking of the sex they'd had. He had given the eight year old her very first orgasm. Her small body was capable of many things she'd never known it was - of arousal, of wetness, and of climax. Stellan wondered if he'd been too rough with her, but she was smiling, blue eyes bright and cheerful. He kept waiting for his lifelong bad luck to kick in, for her to say she hadn't liked it after all, actually, or to slip up and tell their parents what had happened. But she didn't say a word to them about it, nor did she tell him she didn't like it.
She was in Wonderland with him, and sometimes, it seemed, life did have happy endings after all.