Fucking My Sweet Older Sister

Chapter 1: He Likes Me?

Isabella is Sam's sweet and shy older sister. She is 27 and has been living on her own for a few years now. Sam is 23 and is fresh out of college. Since he doesn't quite have the income for a place of his own, living with his older sister is the obvious option.

Today is the first day they'll be living together, and Isabella forgot about it completely. She was in her room trying on a maid outfit she bought online. Being the sweet, innocent, and responsible older sister meant there wasn't a lot of room for her to explore her sexuality.

She was standing in front of the big mirror in her room, a sexy maid outfit on. It was short, barely covering her ass and thighs. The neckline is off the shoulders, showing off her cleavage. Her dark, straight hair cascades down her back and over her shoulder. She's lost in thought. The way she looks in this outfit makes her horny, so horny. She wants someone to fuck her brains out in this outfit. As if on cue, her bedroom door swings open and, through the mirror, she can see Sam standing by the door frame.

"Sam! What are you doing here?" Isabella asks, alarmed, trying to pull down her skirt to cover herself, not realizing that the more she pulls down her skirt, the more her boobs threaten to pop out and her ass is in full view in the mirror behind her. Sam can't help but admire his sister's body. His old crush on her is coming back in full swing and going straight to his cock.

"Today is Tuesday the 18th? My first day here? Does that ring a bell?" he asks in a teasing tone. His eyes can't help but stare at her boobs and how good they look in that outfit.

"Oh... oh my god... I completely forgot!" Isabella blushes, realizing that she didn't bother locking the door, thinking she had the apartment to herself as usual.

"What's this?" Sam asks with a smirk on his face, motioning to the maid outfit.

"Maid outfit?" Isabella blushes even harder now. "I was just trying it out. I thought it looked... nice," she says softly. The feeling of embarrassment is overwhelming. She never thought her little brother, out of everyone, would see her like this, wearing such a lewd outfit.

"It does," Sam says matter-of-factly. "It looks really nice," he adds in a husky tone.

Isabella looks at Sam, surprised. "You think so?" she asks with a sweet smile as she turns back to the mirror. Her back is straight now with a bit more confidence. She no longer feels as embarrassed. Sam doesn't seem to judge her in any way for wearing something like this.

"Yeah, very nice," Sam says, biting his lip.

His eyes take in this new air of confidence around her as she fixes her hair in the mirror, her back to him. The view is delicious. The back of the dress dips a bit to show her back, although right now it's getting covered by her long, straight hair. The hem of the skirt ends right below her ass cheeks, showing off her beautiful legs. He feels his cock throb inside his jeans.

Without thinking twice, he closes the space between them and hugs Isabella from behind, burying his face in the crook of her neck, inhaling her scent. His hands drop down to her thighs, caressing the soft skin, raising her skirt just slightly.

"You look really good in this," Sam whispers against Isabella's ear, his voice husky and dripping with desire.

Isabella freezes when he touches her thighs and whispers, "Sam, what are you doing?"

She feels a little uncomfortable but doesn't say anything. She tries to ignore Sam and continues to fix her hair. Isabella doesn't want to admit that she's getting turned on. It's her little brother for God's sake. She can't like him like this.

"I can't help it. You look too good in this," Sam purrs in her ear.

Her resolve crumbling with each word. Sam kisses her exposed shoulder, moaning at the feel of her soft skin on his lips. Isabella gets a bit startled by the kiss. She was lost in thought and the kiss brought her right back. She can't move away. She doesn't want to move away even if she knows it's wrong.

"Why did you do that?" Isabella asks softly, looking down at Sam's hands on her thighs. Her cheeks sport a dark blush.

"I told you. I can't help myself. You look delicious in this sis." Sam explains. "Is... is that bad?" he asks hesitantly.

He never thought he would have the opportunity to act on his feelings. He could care less about societal norms. He only cared about what she thought. He only cared about whether she wanted him too or not.

"Yes?... No?..." Isabella sighs. "I don't know... but I really like it." She finally admits it to herself and to Sam.

Sam kisses her neck softly and she moves her head to give him more access.

"Can I do more?" Sam asks letting his lips brush against the sensitive skin of her neck as he speaks.

"What do you have in mind?" Isabella asks while nodding. Her voice comes out breathy.

"Let me show you," he whispers.

Sam's hands begin to caress her thighs again but this time they're inching closer to her inner thighs. His fingers lightly gracing the sensitive skin causing Isabella to gasp and push her hips back. Her ass is now pressed against Sam's very hard cock. Both Isabella and Sam moan at the feeling. Sam's hands on her thighs tighten keeping her ass pressed against his now throbbing cock.

"Fuck," Sam breathes out. "I've been wanting to do this to you for so long," he confesses as his lips suck and nibble on her neck and naked shoulder. His fingers lightly touch her pussy over her underwear. Isabella moans as her head lolls back on Sam's shoulder.

"Really?" She moans again. "You've been thinking about me like this?"

"God yes! You've always driven me crazy. You're so hot sis and you've always been so nice to me. I wanted to have you in every way possible." Sam confesses as his hand sneaks inside Isabella's panties cupping her bare pussy. "This pussy, God I've imagined doing the unspeakable to this pussy."

Sam's middle finger pushes past Isabella's pussy lips to find her folds dripping wet. He gasps and moans, drawing slow sensual circles on her clit. Isabella moans. Her hand flies to hold on to Sam's hand but she doesn't stop him.

"I," she needs a minute to think about what to say. Between Sam's confession and his finger playing with her clit, it's hard to make up coherent sentences. "I didn't know you felt like that about me." She moans loudly when Sam speeds up a bit. "Oh god that feels good."

Sam is moaning and groaning in Isabella's ear. The fact that he's finally doing this with his sister and the image in the mirror is driving him wild.

"Did you ever... think of me this way?" He moves her hair out of the way and cups her boob with his free hand, toying with her nipple over the fabric of the maid's dress.

"Oh my god! You're driving me crazy," Isabella moans. "I... no, I didn't. You were just my little brother but... I can't deny I love this. I don't want you to stop. Oh God! Please don't stop," she pleads.

Sam groans at her plea. The sounds go straight to his dick. "Fuck... then can I have my way with you?" He asks rolling his hips pushing his hard on against her ass even further.

"Oh my God! Yes! Please do it Sam. Please have your way with me," Isabella pleads pushing her hips back in the most needy way possible, whining at the feeling on his cock almost pocking her asshole.

"I'm going to make you feel so good sis," Sam whispers as he begins to suck on her neck harder, leaving love bites over every part of her skin his lips can reach.

He pulls down the front of her maid dress letting her boobs fall out. She's not wearing a bra and the cool air makes her nipples stand tall. Sam continues to play with her now naked tits, rolling and softly pulling her nipples between his fingers. His other hand begins to rub on Isabella's clit harder, determined to make her cum for him. Isabella is a moaning mess. Everything he's doing is driving her crazy and so close to the edge. Her breath quickens and her thighs begin to shake.

"Oh god I'm cumming... I'm going to cum Sam!" she screams as she finally reaches her climax. Sam slows down a bit helping her ride out her orgasm.

"Mmm good girl. You came so hard for me sis." Sam purrs in her ear.

He takes his hand out of her panties. Isabella sees his hand glistening with her juices and blushes. Poor girl blushes even harder when she sees Sam licking his hand clean and moaning at the taste of her. He drops down to his knees and pulls down Isabella's panties in one swipe making her gasp at the sudden exposure. She steps out of them and Sam stuffs them in his pocket making Isabella blush at the action.

"Hands on the wall next to the mirror sis and push your ass out." Isabella does as told.

"Yeah just like that. Arch your back." Sam hisses as he sees Isabella's wet pussy right over his face. Her maid skirt surrounds her pretty ass.

Sam grabs her hips tight and pulls her down on his open mouth. Her pussy sits right on his tongue. She gasps at the sensation. The lewd position makes her wetter. Her good girl image made all her past boyfriends assume she wouldn't be into something so obscene. She wasn't the type to ask for more either. Sam begins to lick and eat her pussy like a starving man. His tongue laps up all her juices then he proceeds to wrap his lips around her clit, suck and tease it with his tongue. Isabella whimpers and squirms at the teasing. Her clit is still a bit sensitive from her first orgasm.

"Make me cum again... Please I want to feel it again," she moans while grinding her pussy on Sam's mouth, desperate for more.

Sam groans against her pussy the vibrations causing her to moan loudly. He begins sucking hard. Isabella moans loudly as he latches on to her clit. Her body shudders and her legs start to shake.

"Oh god... yes... yes... yes... don't stop please don't stop."

Sam continues sucking hard on her clit as he pushes two fingers into her dripping wet pussy. Isabella screams out in pleasure as Sam starts fingering her. Her whole body trembles and her legs shake uncontrollably. Nobody has ever made her feel this good. Nobody has ever played with her pussy in such a lewd way. Sam pumps his fingers even faster out of her drenched hole and sucks her clit like a mad man. She grips the walk tightly as he continues. Her body is overwhelmed with pleasure. Isabella can barely stand anymore and is about to collapse from the intensity of the sensations.

"Please... I'm going to cum... I can't hold it anymore..." Isabella whimpers out causing Sam to go rougher on her as a response. She cries out as she reaches her climax, her body shaking violently and her legs giving out. Sam is quick to take his head out of the way and ease her down to the floor. She's gasping for air trying to recover from the intense orgasm. Sam rubs her back soothingly.

"You ok sis?" he asks a bit concerned.

Isabella nods and a small smile appears on her lips. "Yeah... I'm okay... that was incredible," she moans leaning back against Sam.

Sam smiles kissing her neck softly and playing with her exposed tits. "Glad you liked it sis because I have so much more for you. Are you ready for the main event?" He asks teasingly.

Isabella blushes hard. "Oh... you mean... that?" she asks shyly.

"Say it," Sam demands rolling her nipples between his fingers.

Isabella moans. "You're going to.. make love to me," she whispers.

"That I am. I'll make sure you feel loved sis but that's not what I wanted to hear." He moans in her ear. "You know what I want to hear. Don't play coy with me big sis." He groans in her ear as he pinches her nipples.

Isabella gasps at the sweet pain. "You're going to fuck me," she moans as Sam eases up on her nipples. She got the right answer.

"Mmm do you like hearing me say things like that?" she moans out.

"I fucking love it. I know you hate being the goodie two shoes everyone makes you out to be. How about..." he whispers in her ear seductively, "you are the dirty little slut you actually want to be, with me sis. I won't judge. In fact, I'm going to enjoy every second of it. Mmm just look at what you're wearing. No goodie two shoes wears something this slutty just because it's cute. Bullshit sis. Bull...shit" he whispers the last part.

Isabella moans. "You're right. I hate having to be good and proper all the time. Please fuck my brains out baby. Fuck me like the slut I want to be."

"Mmm good girl." Sam answers pushing her forwards to her hands and knees, making her arch her back. The position causing her pussy and ass to be on full display for him. "Fuck sis, you look delicious like this. With your ass up in the air and your wet pussy for me to take. All in this slutty maid outfit." He moans, "I'm going to wreck you big sis. Tell me, what is it that you wanted again?" he asks teasingly as he undresses and rubs his hard cock on her wet pussy entrance.

Isabella moans loudly. Her body shivers as she feels Sam's cock. "I want you to fuck me like a slut."

"Gladly," is the only thing Sam says before pushing his cock in Isabella's pussy. He pushes it deep inside her, so so deep. She lets out a gasp as he enters her, her body tensing up at the sudden intrusion. But she quickly relaxes at the sensation of being completely full.

"Feeling good?" he asks letting her adjust to his size and not moving until she says he can.

She nods biting her bottom lip enjoying the feel of Sam's cock deep inside her. Her pussy squeezes around him as she adjusts to his very hard thick cock. He's bigger than anyone she has ever fucked before. Sam pulls her closer making her take his dick deeper. Isabella lets out a loud moan as she feels him hit her cervix. Her body trembles with pleasure and she can't help but let out a series of loud moans and gasps as Sam starts moving inside of her. He's moving slow and sensual making sure he buries himself deep inside her with every trust. Every trust makes her eyes roll as she feels him in her tummy.

"Sammy I want it rough," she mellows out looking at Sam through the mirror. Her eyes glazed over with desire.

"Mmm, do you now? Fuck... you're so hot sis," Sam growls as he pulls out of her almost completely, leaving only the tip of his dick inside before slamming back in, setting an insane pace.

He's giving her exactly what she wants. He's fucking her hard and fast. Isabella lets out a loud scream of pleasure as Sam starts pounding into her from behind. Her entire body jerks forward with each trust. Sam sneaks his fingers through Isabella's hair and pulls it back making her arch her back. The position causes Sam's cock to go deeper into Isabella's wet cunt. She lets out a low moan as Sam pulls her hair, her back arching back to accommodate him. Isabella can feel the intensity of his movements even more now. Her insides feel like they're melting every time Sam hits that delicious spot inside of her.

"Fuck," Sam moans in her ear. "Such a good little slut for me sis."

Sam's hands grab Isabella's tits fucking himself harder into her. She gasps feeling his fingers dig into the soft flesh. The sensation sends jolts of pleasure through her body. She lets out a series of breathy moans as Sam continues to pound her like the slut she wants to be. He pinches her nipples, pulling them and rolling them between his fingers. Isabella lets out a loud scream as her body begins to convulse. Her eyes roll to the back of her head as wave after wave of pleasure rips through her. Sam pounds her even harder, his own climax starting to wreck him. Isabella can't hold herself up anymore and softly lies herself limp on the floor moaning and whimpering as Sam holds her hips up still pounding her like a mad man. With loud groans and growls of pleasure, Sam pushes his cock as deep as he possibly can and cums hard inside Isabella's used up pussy. Streams of hot sticky cum coat Isabella's insides. She moans and squirms as she fills her pussy getting filled to the brim. Sam groans and hisses in her ear as he presses his body to her back. They're both exhausted but content basking in the afterglow of their orgasms.

Sam pulls out of Isabella's wet and stretched out pussy, hissing at the overstimulation of her muscles spasming around him. He moans at the sight of his cum slowly oozing out of her cunt. Sam grabs her ass cheeks and spreads them apart to get a better look and basically growls at the view. Her pussy is red from the friction of their love making, her folds are glistening with her pussy juices, and in the center there's a beautiful cream pie. Sam bends down to kiss her hip, letting go of her ass cheeks and rolling her on her side, hugging her tight. She snuggles up to him sighing contently.

Sam chuckles and brushes her hair out of the way. "Did you like it sis?" He asks looking at her softly.

Isabella nods, her voice soft and dreamy. "It was... amazing. I didn't know it could feel this good." She laughs softly.

"Oh definitely... especially if the guy knows how to fuck." Sam says in a playful tone shooting her an exaggerated wink.

Isabella bursts out laughing. "You definitely know how to... do that," she says not feeling brave enough to say it out loud.

Sam grins. "Do what? Say it."

"You know... you're a... really good lover." Isabella says softly, her cheeks sporting a soft blush.

"No, say what I said. Come on let me hear it. You sound so hot when you say crude words like I do big sis." Sam says huskily, biting his lip in anticipation.

Isabella blushes and moans softly. The way Sam looks at her like she's the most delicious thing he has ever seen sends jolts of pleasure and confidence through her body. She takes a deep breath. "You know how to make me cum... with your cock... when you pound me and stretch out my pussy," she moans. "You know how to fuck me Sammy." She looks up at him with big eyes waiting for his approval.

"Oh my god! You drive me insane sis." He catches her lips in a passionate kiss. When they break away panting he adds, "That's it. Don't be shy with me. You can be a pervert with me. I won't judge. Never. I don't think there's a single thing you can do or want to try that would make me judge you. If something is not my cup of tea, I'll tell you, but I can assure you that 9.9 times out of 10 you're just going to make my cock throb for you baby. So go wild on me okay? I don't want to see the usual good girl unless you want to be her. Okay?"

Isabella kisses Sam with no resolve this time. No more restraints, relieved at the idea of not being judged no matter what. She relaxes and lets herself go, not holding back anymore. She deepens the kiss and sneaks a hand to touch Sam's still soft cock. He hisses at her touch, still very sensitive from having just cummed but he lets her do as she pleases loving the way she's taking the initiative. He sneaks a hand between her thighs to touch her clit but she whimpers and squirms also very sensitive. Sam chuckles and breaks the kiss, pecking her lips softly.

"Someone's very sensitive huh?" He kisses her lips softly again. "Let's get you cleaned up and in bed for some snuggles. We don't have to do everything today. It won't feel too good if you're this sensitive sis." Isabella pouts, wanting to keep going but knowing she can't take anymore. Just his fingers gracing her clit had her crying out from oversensitivity.

"Oh come on cutie!" Sam chuckles at her cuteness. "You liked my cock that much huh?" he asks and Isabella bites and licks her lips looking at his cock. "Fuck, don't answer that! You're gonna get me hard again! Come with me, you horny little minx. Let's get you in the shower and in bed to rest. I'm not fucking you again until you can take it without whimpering so much!" He sits up and grabs her hands guiding her to the bathroom, doing exactly as promised. Isabella sleeps like a baby wrapped in her brother's arms, excited about the future pleasure he promised.