The Sister Trap Ch. 08

A blearyeyed Maddy slammed her alarm clock with a groan. The early morning sun cascaded across her halfnaked body, basking her milkywhite skin in a warm glow. It was too early. 

Her dreams had been plagued by thoughts of Elliot sneaking back into her room. The fact that she’d been unable to orgasm or achieve any sort of relief last night left her aching for release. The bedsheets were drenched in both sweat and arousal. God, I need a shower… And some dick.

An idle hand grazed over her tummy and teased those glistening folds at her crotch. Maddy sighed, knowing any real satisfaction would have to wait until after the big gamfe today.

She dragged herself out of bed and slipped into a fresh pair of pink athletic panties, a matching pink sports bra, and her cheerleader outfit. In front of the mirror, Maddy warmed up with a few basic cheer moves, admiring how her slender figure moved effortlessly from position to position. She stretched into a deep split, letting that sweet burning sensation crawl up her thighs and towards her core. 

Maddy briefly wondered whether it would be her or Holly that Elliot would find most attractive to watch dancing if he came to the game today. She quickly shook her head to clear that particular fantasy. Elliot never came to her games anyway.

Her eyes landed on Holly’s phone, which had unceremoniously been tossed on a used bra the night before.

Maddy gulped as she remembered how things had ended last night. With trembling fingers, she picked up the phone, holding it away from herself as if it were a bomb about to go off.

Elliot: hey holly did i say something wrong?

Elliot: i didnt mean to hurt your feelings if i did

Elliot: im really sorry

Then, timestamped an hour later:

Elliot: I want to see you

Maddy’s throat bobbed as she read that last message. The thought of Elliot actually meeting up with Holly inperson made her shudder. It would be disastrous for everyone involved.

That was a problem that would have to be dealt with promptly after the game.

*****

“Honey! We need to go NOW!” Eleanor yelled harshly as Maddy’s dad, Stephen, struggled to load a box full of audio equipment into the back of the fourdoor sedan.

“I’m working on it!” He replied.

Stephen was tall, lanky, with thickrimmed spectacles and a goofy sense of humor. While he and Maddy had never been particularly close, he still took it as his fatherly duty to help out at school events whenever possible. 

“Sorry, Mads. There might be a bit of a tight squeeze back here,” Stephen said as he finished loading the car with the last bulky box of audio equipment. “Principal Peters asked if I could bring some speakers for music and announcements during the game.” 

“Where exactly am I gonna sit, Dad?” Maddy said incredulously as she looked at the cramped back seat.

“There’s still a seat left!” Stephen said.

“The seat belt is blocked!”

“I’m sure you can survive the fifteen minute ride to school without a seatbelt,” Eleanor snapped back in a rare moment of nonhardassery. She’d always had a soft spot for her husband’s antics.

“Now,” Eleanor continued. “Time to get in before we make Maddy late for warmups.”

“Wait!” Elliot’s voice sounded from the house. He came running out a second later, looking like he just threw on a pair of clothes. 

“Wwait for me!” He said, panting. “I wanna come!”

Maddy’s eyes flared. The idea of doing her flashy cheer routine in front of Elliot was enticing, but at the same time, the chance of Elliot seeing Holly inperson was terrifying.

“There’s no room,” Maddy said quickly. “Besides, since when do you come to the games?” She crossed her arms under her breasts, squeezing them upwards, as she sized up her brother.

“What does it matter to you? I wanna go.” Elliot challenged her. Maddy just rolled her eyes.

“Well,” Stephen rubbed his chin. “We don’t have much space in the back. Maddy, I think you’re gonna have to sit on your brother’s lap.”

“MOM!” Maddy whirled around in indignation, but Eleanor just shrugged.

“Oh, come on,” Eleanor said. “Fifteen minutes. You can deal with it.”

Maddy turned back to Elliot, who just smiled weakly at her before getting in the car.

God, he’s such a little bitch sometimes.

The family sedan rumbled into gear as Maddy glared daggers at her brother, who was currently glued to his phone texting in the only available rear seat of the car. From the window, her father waved at her to get in.

“Let’s go, honey!” Stephen grinned. “I’ve got speakers to set up before the game!”

With a heavy sigh, Maddy shoved her pompoms into the trunk and hopped inside the car, landing firmly on Elliot’s lap, and not caring how hard she landed.

“Oof,” Elliot wheezed, the wind knocked out of him. 

“Oh, sorry, bro,” Maddy smirked. If he’s going to be a little shit about it, the least I can do is make this car ride hell for him.

Eleanor snapped a look to the backseat, carefully eyeing Maddy’s prim sitting position and Elliot’s cringing face.

“Behave back there, you two,” Their mother said. “God, would it honestly kill you both to get along for once?” 

Maddy just rolled her eyes as the car took off. 

“Maddy, uh, could you move a bit?” Elliot asked weakly. “I think my leg is falling asleep.”

“Oh, sure bro!” Maddy chirped as she slowly wiggled her butt backwards onto Elliot’s lap.

She eased herself towards him slowly, sliding backwards until her ass was positioned right above Elliot’s crotch. Her skirt covered his already expanding bulge, which pressed up deliciously against her spandex panties. 

“Mmf.” Elliot held back a groan as his cock rapidly lengthened and hardened, throbbing against his sister’s ass crack.

“Something wrong, bro?” Maddy turned to flash him a cute little smile. I hope you’re ready to deal with your big sis riding you all the way to school.

“Fine. Just fine.” Elliot drew long, slow breaths, as if willing his erection away. Oh, no… I’m not gonna make it that easy for you, bro.

She pretended not to notice that his now rockhard cock was pressed up against her ass crack. She took advantage of every bump and dip in the road to wiggle her ass a little deeper against his member.

“Ugh, sorry,” Maddy muttered as she deliberately shifted back and forth, hoping to drive the bulge in Elliot’s pants against the crotch of her panties. “I’m just a little uncomfortable.”

To his credit, Elliot managed to stay quiet as Maddy shifted and squeezed her glutes, working hard to milk Elliot’s bulge to the best of her ability.

“Whoa!” Stephen yelled as he braked to a sudden stop, the car in front of them had screeched to a halt with no warning.

The movement set Elliot and Maddy flying forward, the hem of Maddy’s skirt flying upwards to reveal the tight outline of her ass. In a frantic movement to catch himself, Elliot had reached out and squeezed one of Maddy’s boobs.

“Keep your hands to yourself!” Maddy snapped, as Elliot quickly retracted his hand, mumbling an apology.

As they recovered, Maddy shifted back onto Elliot’s crotch, and felt something strange. Something firm, warm, and fleshy was rubbing against her outer thigh. Is that…

“Bro,” Maddy whispered. “What the fuck is that?”

“Uaghhh,” Elliot breathed. “Uh… I, uh, forgot to, uh, zip up my pants this morning. My, er, dick might have just slipped out.”

Indeed, Elliot’s cock was now freely rubbing against Maddy’s bare thigh beneath her skirt. The rigid shaft spread warm precum on her pale skin, and Maddy almost shuddered with delight.

“Well, put it the fuck away!” Maddy whispered hoarsely, even as she rocked back and forth slightly, letting the shaft rub against her now lubricated thigh.

“Everything okay back there?” Eleanor looked back at her kids sharply, eyes narrowing.

“Fine!” Maddy gulped. What would her mother say if she knew that her son was currently getting off to his cock grinding against his sister’s ass?

“Ough,” Elliot groaned. “Can you shift forward a bit?” 

Maddy made a show of leaning forward, but barely gave Elliot any time to adjust before she’d wiggled her ass back into place. Elliot’s cock was fully erect now, sandwiched between her perfect ass cheeks.

“Mmmmmmmf,” Elliot moaned as the jostling of the car stimulated his shaft against his sister’s ass.

“What’s going on, Elliot?” Maddy said through gritted teeth, which helped hold back moans of her own as she ground herself against Elliot’s thick shaft. She worked carefully, using the imperfections of the road to disguise her movements. Pressing back a little more, Maddy reveled in the sensation of Elliot’s warm cockhead pressing up against her puckered asshole through her athletic panties.

“II just” Elliot was cut off as Stephen drove over first one, then another massive speed bump.

Each bump caused Maddy to bounce up and down on her brother, readjusting his throbbing cock each time.

On the third bump, Maddy realized Elliot’s cock had slipped beneath her panties, and was currently rubbing against the bare skin of her asscheek.

“Fuck,” Elliot breathed. 

His cock was in utter heaven, squeezed as it was between his sister’s ass and her panties, her bodyweight keeping his cock pressed firmly into place.

Hearing his moan, Maddy couldn’t resist being a bit more bold with her movements. She wiggled her ass a little more aggressively, bouncing up and down under the pretense of adjusting her seat, knowing all the while the torture she was putting her brother through.

As they drove over one last speedbump, Elliot’s cock began spasming. Maddy clenched her ass in response, tightening the hold she had on Elliot’s cock as she pressed back against him.

His throbbing shaft spurted cum through Maddy’s athletic underwear and onto her ass, the thick substance dripping down her outer thigh as Elliot clenched his fists in pleasurable orgasm.

“Bbro, what’s happening?” Maddy said, playing dumb about the spunk she felt oozing down the side of her leg.

“We’re here!” announced Stephen with a goofy grin. 

Maddy slid forward on Elliot’s lap, relinquishing his cock from the deathgrip her ass had trapped it in. Elliot hastily stuffed it back into his jeans, messy cum and all.

“Uh, nnothing, sis. I, uh, fixed it.” Elliot said weakly.

Maddy gave him a long, sideeyed look, just as their mom turned around to appraise them.

“See,” Eleanor said. “I knew you two could get along for fifteen minutes.”

“Yeah, whatever.” Maddy hastily hopped out of the car before her mom recognized the smell of the acidic cum plastered to her daughter’s thigh. “You’re a weirdo, bro.”

Maddy went to grab her pompoms from the trunk, using one finger to discreetly scoop up a string of dripping precum and bring it to her mouth. She sucked on her finger for a moment, savoring the taste. Mmmm… Nice and salty.

Maddy wasn’t sure what all was Elliot’s cum and what was her own arousal, but either way, her thighs were drenched. Something about forcing her brother to cum by grinding his cock against her ass, all while under the nose of their own parents, had set alight a wildfire of desire inside Maddy.

*****

In the girl’s locker room, Maddy cleaned up the rest of the cum and got ready for the game. Elliot would be finding his seat in the bleachers now, forced to watch his sister show off her tight little body in front of a huge crowd.

She smiled as she replayed the torturous grinding she’d subjected Elliot to in the car. That was the second time she’d claimed one of his loads… Next time, Maddy told herself, she’d swallow it all.

Her train of thought was suddenly interrupted by Holly Anderson entering the locker room, brand new iPhone in hand.

“New phone?” Maddy asked nonchalantly. 

“Yah,” Holly tossed her hair. “I lost my last one, but Daddy is always happy to help out his little girl.”

Maddy smirked. Smoothbrained bitch. At least that was one problem that wouldn’t come back to bite her later.

A buzz sounded from Maddy’s cheer pack, and she moved away from Holly so she could check the stolen phone for a text from Elliot.

Elliot: im outside the locker rooms, holly. can we talk? now.

And suddenly, Maddy’s blood ran cold.

Elliot was in the hall just outside the girl’s locker rooms. Only a few feet away from mistakenly revealing everything to Holly and ruining Maddy’s life ruining his own life too. 

Maddy eyed Holly carefully as the redhead slipped off her cheer top and adjusted her large black bra. Holly and Elliot could not be allowed alone together, certainly. But how long could Maddy fend Elliot off from speaking with Holly? He seemed even more determined than ever now.

There was only one thing for it, Maddy decided. She had to make sure the meeting happened under a controlled environment.

She texted back:

Holly: be right there. stay.

Holly pushed up her bra, making sure her tits were full and visible for the night ahead. Maddy wondered if her OnlyFans got an extra boost in traffic after the big football games… Noticing Maddy staring, Holly flashed her a dazzling grin.

“Like what you see?” Holly said with a wink.

Despite herself, Maddy blushed. “It’s my brother. He, uh, wants to talk to you.” Maddy played with her hair nervously. “He’s in the hall.”

“Ooh!” Holly squeaked. “I’ve been wondering where that boy scampered off to. Delicious, you know…” Maddy did not have to fake the look of disgust she gave Holly.

The two of them filtered out into the hall where a surprised Elliot gawked at the presence of Maddy.

“Hhey, sis,” he stammered.

“Hey bro, whatcha doing here?” Maddy said, twirling her hair.

Beneath her cool exterior, Maddy’s heart was pounding. She had to rely on the thin pretense of her presence in order to prevent Elliot from speaking of his previous conversations with “Holly,” which had largely consisted of ual roleplay fantasies.

“I just wanted to ask Holly something,” Elliot said, trailing off. 

Maddy couldn’t help but notice he was patently avoiding eye contact with her.

“My cup size is 36DD.” Holly smirked as Elliot went beet red. “What? That’s the first question most guys have.”

Maddy rolled her eyes. She wished Holly would get her stupid y tits out of her brother’s face.

“Tthat’s not what I wanted to ask,” Elliot cleared his throat and straightened up, trying to appear more confident.

“We should go out together. Tonight. Meet me at Hill Plaza after the game.” Elliot glanced at Maddy, but then looked away just as quickly. Maddy felt her stomach drop as she imagined Elliot and Holly alone. She couldn’t let that happen.

“We usually have family dinners after the game.” Maddy butted in. Elliot shot his sister a look of annoyance.

“After dinner then. I’ll pick you up?” Elliot said. Shit, shit, shit! Maddy racked her brain for another excuse, but none came to mind.

“It’s a date Elliot! Maybe we can resume where we left off at my house.” Holly stepped forward and planted a kiss on Elliot’s cheek, winked at him, then skipped off towards the locker rooms, her tits bouncing.

“Gross!” Maddy had the wits to yell. Elliot seemed to grimace.

“Oh, get over it Maddy. Even you have to know your brother is hot!” Holly called back. “Anyway, tata! I’ve got a big routine to warm up for!” And with that, she disappeared, leaving Elliot and Maddy standing in tense silence.

“Congrats on the date, bro,” Maddy said sullenly. 

“You don’t sound very happy…” Elliot cocked his head. Maddy shook her head, worried she was being a little too obvious in her disappointment. I’m gonna give everything away at this rate! That is if Holly doesn’t get to it first.

“I just haven’t gone on a date for while,” Maddy admitted. There was truth to it. “Maybe I’m a bit jealous.”

“Come on,” Elliot said with a small smile. “I’m sure half the football team is lining up to take you out.”

Maddy shook her head, a demure smile playing at her lips. “They’re all dumb as bricks.”

Elliot laughed. It sounded like beautiful deep timber and clattering crystal to Maddy’s ears.

“Besides,” Maddy continued seriously. “Guys don’t look twice at me when there are knockouts like Holly Anderson around. I’m… I’m nothing compared to her.”

“What?” Elliot seemed genuinely shocked. “Maddy… You’re just as pretty as Holly. More even.”

Maddy drew a sharp breath. She hadn’t meant the conversation to go this way. But suddenly, Elliot had said just the words to make set her heart racing. He’d said the words she’d always wanted to hear. 

Maddy almost asked her brother why, if he thought that, he was going out with Holly tonight instead of staying home and her. 

Instead, she said, “You’re just saying that… II’m not that pretty.”

“Maddy. You’re stunning.” Elliot spoke with a confidence Maddy had never heard from him before. “You’re insanely pretty and gorgeous and any guy would be lucky to have you! If you weren’t my sister,” Elliot trailed off as if he realized what he’d been about to say. Maddy pretended not to notice.

“Thanks, El.” Maddy threw her arms around her brother in a tight hug, her breasts squeezing against his hard chest.

As she drew back, she brushed her lips against Elliot’s cheek, in the same spot Holly had kissed him.

“That means a lot,” Maddy finished. Elliot just smiled, his breath heavy. They were so close, Maddy realized. Their lips only inches apart.

“It’s nothing… I mean it, anyway.” Elliot swallowed. “I should let you get ready.” The trance between them broke as they pulled apart and Elliot moved away down the hall.

“Listen bro,” Maddy called after him. “Be careful with Holly… She isn’t what she seems!” But Elliot was already walking out the door, leaving Maddy unsure if he’d even heard her.

Alone in the hallway, Maddy clutched her chest, an ache growing in her heart.

The words Elliot had said had been just what she wanted to hear, but it didn’t help Maddy deal with the reality of tonight. Why on earth was he still pursuing Holly Anderson, the bitch queen of high school? Maddy knew Elliot desired his sister, wanted her. He’d cum to the thought of her countless times by now. What was he missing?

His words replayed over…