The Sister Trap Ch. 05

Unfortunately for Maddy, her mom came home to take her to cheer practice before she could properly satisfy that aching need inside her.

But Maddy, the good girl she was, put her panties back on, changed into her cheer outfit, and tried her best not to look like a sex-crazed nympho. She cleaned up nicely. Though the skimpy outfit still accentuated all her best features. The mini-skirt gave a tantalizing glimpse of her milky white thighs. And the too-tight crop-top seemed to give her pert tits that much more volume. Still, looking at her, no one would suspect that this innocent schoolgirl had spent every minute of free time this week trying to seduce her brother.

“Time to go, Mads!” Maddy’s mom, Eleanor banged on the bedroom door.

“I’m COMING!” Maddy shouted, grabbing her cheer leading pom poms and heading out the door.

*****

Cheer practice was long and hard, and by the end of it Maddy was a sweaty mess. But the exercise had been a good remedy to the aching lust that had been building inside her today. As Maddy cooled down in the football field with some leg stretches, she found her mind finally clear enough to strategize the next phase of Elliot’s seduction…

Elliot was oh-so-close to breaking, Maddy knew. She’d seen that look of anger mixed with lust in his green eyes that afternoon. It wouldn’t take much more to tip him over the edge. To make him take her. But she was determined to maintain her good-girl image. She wanted to drive her brother so crazy that he fucked her thinking that she was still his innocent little sister who would never dream of something so taboo as incest.

But how exactly to make that happen? Maddy reached for her toes, enjoying the burn that stretched down her hamstrings.

She could try to put on more “accidental” masturbation shows for Elliot. But she feared he would catch on to another performance like that. Maybe she could walk into him showering?

No, Maddy shook her head. Too obvious. He had to be the one to make the move.

“Madeline?” A perky voice sounded from behind Maddy. She turned to see the slender legs of Holly Anderson walking towards her.

“It’s Maddy,” Maddy corrected.

“Sure.” Holly smiled. “You’re Elliot’s sister, right?” Maddy just nodded in response. What’s this about? Holly belonged to a group of extremely popular, extremely gorgeous teens that avoided anyone outside their social group. Maddy and Holly were cordial enough with each other, but had never really had reason to interact.

“I’m throwing a house party tonight.” Holly flashed an impossibly perfect smile. “I don’t suppose you could get your brother to come?”

For a moment, it felt like Maddy’s world was falling away. Holly was interested in Elliot? The thought of it made Maddy’s gut churn. Holly was so beautiful it hurt. Curvy in all the right places. Auburn hair that cascaded down her shapely frame. Devastating blue eyes. She was an angel on earth. A sexy angel. Hell, Maddy thought she’d like to fuck Holly too if she swung that way. How on earth can I compete with all that?

“You can come too, of course.” Holly added. “Just bring your brother, kay?”

With that, Holly walked off, leaving Maddy to stare at her impossibly perfect ass as it receded into the distance.

*****

Maddy showed up to Holly’s house wearing a tight-fitting black dress with a halter top and mini-skirt. She’d put her hair in pigtails and applied a modest amount of pink blush. From the neck up, she looked for all the world like the innocent school girl everyone knew her as. But her body… Her perky tits were accentuated by the tightness of the top. The mini-skirt drew attention to her milky thighs and promised a flash of her lacey red panties if she even walked just a little too fast. It all screamed Temptress. Seductress. It screams brother come and fuck me.

She’d sent a text to Elliot as she left cheer practice.

Maddy: hey, srry ab earlier. hormones. i know ur not actually a perv. holly anderson is throwing a party 2nite, wanna come?

Elliot hadn’t responded. Now, Maddy watched as teen boys and girls filtered into Holly’s house, loud music reverberating from inside. She watched the sea of teens closely. Guys wearing varsity jackets and girls wearing shockingly slutty outfits. Nowhere was Elliot to be found.

Maddy was resigned to head in alone when she caught a flash of green eyes in the crowd. There. Elliot emerged, wearing a flattering black jacket and jeans. Casual, but sexy. He showed no emotion as he approached Maddy, though she caught his gaze wandering down to the pleated mini-skirt that let a cool breeze flit through her most private parts.

“Hey…” Maddy said carefully. “Like I said, I’m sorry about earlier, El.”

“It’s nothing.” Elliot just waved his hand nonchalantly. Then he smiled. Really, truthfully smiled. Maddy felt a surge of confidence flow through her and she stuck out her chest a little bit. She was rewarded by Elliot’s gaze being drawn to the tight outline of her breasts.

“Hey sexy! You made it!” The moment was interrupted by the arrival of Holly Anderson.

“Hey, Holly…” Elliot murmured, his attention completely captivated by the redheaded girl in front of him.

Maddy couldn’t blame him. Holly wore a low-cut red dress that dipped so low Maddy could scarcely believe her rack was contained. The fabric wrapped around her waist tightly and made her butt look even bigger. Even Maddy couldn’t help but gawk. She was pure sex, plain and simple. It suddenly made Maddy feel very, very inadequate in her plain black dress.

“Come on, we’ve got drinks inside.” Holly winked at Elliot as she took his arm and guided him inside the dimly lit house.

Maddy just watched them go. Elliot didn’t look back.

A few hours later, and the party had kicked into gear. In the den, pop music blasted while teens danced and grinded on each other. Maddy sat in a dimly lit corner, sipping a mixed drink as she watched Holly sit by, no, on Elliot across the room. She wiggled her ass into his lap, her hands threading through his chestnut brown hair. Fuck. He has to be so hard for her right now.

Maddy took another drink of her vodka mixed with sprite, the room starting to spin slightly. She glanced down. That was enough of that. If she drank the night away, there would be nothing to stop Holly coming onto her brother. Maddy would lose every inch of progress she’d made turning Elliot into a sexually frustrated timebomb.

Still, the slight headiness she felt from the drink had given her an idea, as well as the courage to execute it.

“I think I need anotherrrrr…” Maddy got up and staggered towards the drink table exaggeratedly, making sure to bump into at least two grinding couples as she did.

“Hey, are you okay?” someone asked.

Maddy ignored the question and kept one eye fixed on Elliot. Holly had now reached her hand down the front of his shirt. She was tugging on something. Elliot was massaging her breast through the red satin of her dress. Maddy felt like she might actually be sick.

“I need… I need… A dri-ACK!” Maddy went for it. She meant to feign the trip, but ended up committing so hard that when she landed on the floor, her glass slipped out of her hand and shattered on the wood floor. Suddenly, all eyes went to Maddy. Her face turned red as she realized her panties were in full view of a dozen onlookers. But she had to play the part of a ditzy drunk girl. And a ditzy, drunk girl wouldn’t adjust her skirt.

“What the fuck, Maddy?” Elliot’s voice sounded from somewhere above her. He sounded annoyed, but there was a tinge of worry to his voice as well. Maddy made a show of struggling to get up, before collapsing back on the floor, careful to avoid the shards of shattered glass.

“She’s fucking shitfaced, bro.” Said a douchey sounding voice.

“Maybe someone should take her home?” That was Holly’s sickly sweet voice.

“Yeah, I guess,” Elliot said.

“Oh, no, I’m sure someone else can do it.” Holly purred. It took all of Maddy’s willpower not to roll her eyes.

“She’s my sister.” Elliot sighed. “I’ll do it.”

The next few minutes were a blur. The world spinning in such a way that made Maddy question how much of her drunkenness was actually faked. But Elliot wrapped an arm around Maddy’s waist and helped her up, guiding her to his car as the party gradually resumed behind him. As they left, Maddy caught a glimpse of Holly pouting on the couch, her nipples still hard.

Maddy leaned her head into Elliot’s chest as he tried to get her into the car.

“Thank you, brooooo…” Maddy slurred. “Sorrrrry.”

“It’s fine.” But the edge to Elliot’s voice suggested he was frustrated. Maddy swung her arms loosely, brushing her hand against Elliot’s crotch. To Maddy’s delight, there was an unmistakable hardness there.

It was dark as they drove back home. Maddy slumped into the passenger seat with her legs spread wide. Her skirt was riding up, and Maddy knew it gave Elliot a clear view to her barely concealed pussy.

Maddy feigned some difficulty with the seatbelt, forcing him to reach across her body, pressing himself against her breasts, to pull the seatbelt across. The strap settled in between her boobs, which strained even more against her top.

“God, you’re a fucking sloppy drunk, Maddy,” Elliot said.

Maddy just mumbled something incoherent as she let her eyes droop. She heard Elliot intake a breath as he realized she’d just “passed out.” In her fake sleep, Maddy let out a sound she thought sounded mildly sexual and slumped down further in her seat, her legs spread wide.

“Maddy?” Elliot asked. Maddy didn’t respond.

[adv]

“Ugh… Are you seriously going to make me carry you to bed?” Carry me to bed and fuck me, bro.

Maddy felt the car slow, and she risked opening her eyes slightly to see that they’d pulled into their driveway. The engine went quiet as Elliot turned off the car, sighing heavily.

“Maddy… Please wake up.”

Maddy writhed slightly in her seat. Her breasts tightened against the halter top, aching with anticipation. She knew Elliot must be blue-balled to all hell from Holly Anderson sitting on his lap. What teenage boy wouldn’t be able to resist a drunk girl dressed in her sluttiest fuck-me outfit?

“Fine.” Elliot pulled his seat back and reclined. “I’ll just wait here with you until you’re sober enough to go inside. I can’t risk Mom and Dad seeing you like this anyway.”

Maddy wanted to roll her eyes at Elliot’s over-the-top chivalry, but at the same time, her heart warmed. Of course Elliot was too good to even come close to taking advantage of his unconscious sister, blue balls or not. Maybe if he’d been teased a little longer. Maybe if Holly had gotten him closer to orgasm. Maybe if she’d been someone other than his sister… Or maybe Elliot really was that good.

Elliot settled into his seat, prepared to watch over his apparently drunken sister all night if necessary.

Maddy’s pussy throbbed. She had expected to get fucked six ways to Sunday by now. But now she was the one left edged, her too-perfect brother keeping her safe.

It was time to change tactics.

“Mmmmmm.” Maddy grunted, stretching gently. “Wherrrre am I?”

“I took you home, Maddy…” Elliot looked at her with touching concern. “You feeling okay?”

“Just fiiine!” Maddy slurred, still acting half-asleep and half-drunk. “Thank youuuuu… SO much.”

Maddy gave Elliot a ditzy grin and casually placed one hand on his thigh.

“You’re a reeaal gentle… gentlefim…. gentlemeen…” Elliot chuckled slightly at his sister’s struggles.

“Let’s get you inside, huh?” Elliot made to open the door, but Maddy was quicker, reaching across her brother’s body to block him.

“Nuh huuuuh!” Maddy said in a sing-songy voice. With all the clumsiness of a wasted girl, Maddy climbed on top of Elliot’s seat, straddling him. Elliot’s throat bobbed.

“Uh, what are you doing, sis?” Maddy’s gaze wandered downwards, locking on to the tent pitched in his pants. A lustful moan escaped her as she began to slide her hand up her brother’s thigh.

“Just thanking you, silly!” Maddy spoke as if it were the most obvious thing in the world. “My heroooo.”

A mixture of arousal, shock, and mortification flashed across Elliot’s face as Maddy’s fingers stroked the head of Elliot’s cock through his pants.

“Come on, big boy…” Not giving Elliot time to react, Maddy yanked open his pants zipper, pulling out his raging cock. Within seconds she was stroking him to full mast.

Elliot was still too shocked to react, even as an involuntary groan sounded from him. Maddy savored the feeling of her fingers twisting around his hard cock. With both hands, she stroked the length of his shaft up and down, using the tip of her thumb to swirl the precum around his engorged head. His cock throbbed with pleasure.

“M-m-m-MADDY!” Elliot yelped, his senses suddenly returning. “W-we can’t! You’re my-”

Maddy interrupted her brother with a passionate kiss. With one hand, she clutched his messy brown hair in a fist. With the other, she continued to stroke the length of his manhood, slathering Elliot’s cock in his own precum.

She slipped her tongue into Elliot’s mouth. And, for just a moment, Elliot kissed Maddy back.

Their lips met in an explosion of fiery desire. Elliot put a hand on the nape of Maddy’s neck to pull her closer, reveling in the taste of her lips. Maddy playfully bit at Elliot’s lower lip. Weeks of pent up sexual tension came cascading through that kiss. It was everything Maddy had ever wanted and more.

“MMF!” In a moment of sharp clarity, Elliot forced Maddy back. She fell back beneath Elliot, sitting in front of the driver’s seat, her arms remaining splayed along his thighs. His glistening cock still stood free of his pants.

“W-we can’t do this right now, Maddy.” Conflicted, he looked so conflicted. “You’re drunk. This isn’t right!” Elliot’s cock twitched as if to contradict him. That was twice in one evening his cock had been in the hands of a woman. His balls had to be aching for that sweet release.

“But you seem so wound up…” Maddy traced one of her fingers up the length of Elliot’s shaft. It quivered in response.

“It’s taking advantage…” Elliot muttered, even as Maddy’s other hand wrapped around the base of his cock again. “You’re not thinking straight!”

“Come ooooon! Just let me thank youuuuu, Brett!” Maddy smiled deviously as she resumed jacking her brother off in earnest. Brett was the name of Maddy’s ex. They’d never done anything serious together beyond some making out, but Elliot didn’t know that. And drunkenly thinking Elliot was Brett would give Maddy the perfect cover to torture Elliot.

“What?!” Elliot gasped. “No! Wait, Maddy, I’m not-”

Before Elliot could finish his sentence, Maddy had engulfed her brother’s cockhead in her mouth. The pleasurable feeling of his sister’s warm mouth wrapped around his cockhead was too much to bear. Elliot’s protests faded away to pleasurable moans.

“Mmmm, your cock tastes sooooo goood.” Maddy slurped the head of his cock, her tongue swirling around his most sensitive parts. She wrapped both hands around the base of his cock, stroking her brother up and down as her tongue did circles around the head. She teased him lovingly, paying special attention to the twitching cockhead that had been denied orgasm for so long.

Maddy brought her head down again, engulfing Elliot’s cockhead and a good portion of his shaft in her pert, wet mouth. Maddy groaned in unison with brother. Even her wildest imaginations hadn’t matched how good it actually felt to have her own brother’s cock pulsating in her mouth, begging for release.

She pulled back, looking up at her brother with doe-eyes as precum and saliva dribbled down her lips.

“What were you sayyyying, Breeeett?” Maddy continued stroking Elliot’s cock.

Elliot looked down at his sister with concern furrowing his brow, but desire flushing his face. Maddy could see the conflict raging within him. Guilt shone in his green eyes at how far he’d let things go already… At the same time, Maddy could feel his hardness jerking involuntarily in her hands. It needed release. He had been riding the edge for so long. Elliot had come so close, and he’d been so good to his sister… What was the harm in one little orgasm?

“I-” Elliot stammered as Maddy squeezed his cock, sending shivers of pleasure running up his body. “It’s… nothing.” Elliot finally said.

“Good.” Maddy winked at her brother. “Now let me give you your reward.”

“Ohhhhh god!” Elliot moaned, his eyes rolling back in his head as Maddy blew him. She bobbed her head up and down around his cock, her mouth sucking on the top few inches of his shaft.

Maddy’s pussy had never been so wet. She’d gone farther than she’d meant to, but it was too late to turn back now, not when Elliot had finally given in. Besides, giving her own brother a blowjob was the hottest thing she’d ever done.

“Oh, fuck!” Elliot moaned again. “T-this is so wrooong… Maddyyy…” Elliot was getting close, his hips bucking wildly, his cock desperate to lodge itself deeper in her warm mouth.

Maddy met the challenge head on. She used one hand to massage his balls while she forced herself forward onto his cock, driving it towards her throat.

“Hccccggggggk.” Maddy gagged as she speared herself on her brother’s cock, bobbing up and down so ferociously that she brought a whole five inches of his cock inside her mouth. Elliot was in heaven, his cockhead pressing at the warm entrance to his sister’s throat. Maddy sucked hard on his shaft, determined to give her brother the best damn blowjob of his life.

“I-I’m gonna cum!” Elliot yelled.

Maddy pulled back to the tip of his cock, focusing all her efforts there. She used both her hands to jerk him off, jackhammering his cock with renewed intensity.

Elliot’s hips bucked upward in the throes of his orgasm, and Maddy finally felt thick ropes of cum coat the back of her…