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.