Though Maddy did not actually have a date that evening, she took a hot shower and made herself up like she was.
Looking in the mirror, Maddy's mid-length, dirty-blonde hair was styled into luscious curls. A modest amount of dark mascara brought out her striking green eyes, and bright red lipstick accentuated her already fulsome lips. Maddy ran her hands down her body, feeling the smooth satin dress that hugged her slight body in all the right places. The red, V-neck dress showed off Maddy's cleavage and had been her choice for prom night. Now it would be used to fake a date and tease her own brother. A slit in the leg allowed a tantalizing glimpse of Maddy's bare leg. She wore no underwear, of course, her bare pussy left exposed.
In that moment, Maddy believed she might actually be sexier than Holly Anderson.
A jolt suddenly went through Maddy as she thought about the irritating cheer leader. Scrambling to navigate her phone, Maddy went into settings and turned off "Location Services."
I'm getting sloppy
, Maddy thought. She should have done that as soon as she'd stolen the device. Still, Maddy doubted Holly Anderson had the brains to track down her stolen phone, if she even wanted to.
A buzz made Maddy check Holly's messages.
Elliot: fuck i want to cum all over those tits so bad
Jealousy mixed with Maddy's aching arousal in a delicious way. She took a deep breath as she stared at the text message. She just had to remember the look in Elliot's eyes not twenty minutes ago when he'd looked ready to ravish his own sister on the couch. That feeling was still there... "Holly" might end up helping Maddy nurture it too... But first, fake-Holly had to gain Elliot's trust. This would be the hardest part of the plan for Maddy, to see her brother get so worked up over such a loathsome bitch. A hot, pretty bitch, to be sure, but a bitch nonetheless.
Maddy just needed to pretend to be Holly long enough to use that position of power to turn Elliot's sexual energy towards his sister. All the while Maddy teased her brother from afar.
It can't be that hard to act like that dumb bitch.
Down the hall, Maddy heard Elliot slam his bedroom door shut behind him.
Feeling a little sexually frustrated, are we, bro?
Smiling, Maddy head back to her room and started fishing out a sex toy from her closet. She could already feel the arousal moistening her pussy as she imagined Elliot dealing with his own hardness in the very next room.
She pulled her favorite six-inch veiny dildo from the closet. Stepping quietly, she kneeled by the small hole in the wall she shared with Elliot.
Elliot was sitting in his computer chair with his pants around his ankles, his cock already at full mast as he stroked it with one hand and texted with another.
Holly's phone buzzed.
Elliot: mmm i want my cock between those juicy tits
Maddy bit her lip, her pussy quivering as she imagined Elliot spraying his load over her own petite chest. Of course, he wouldn't quite be able to fuck her breasts in the same way he could Holly's breasts.
Holly: ill squeeze my fat titties around ur throbbing cock and use my mouth to suck on the tip
Using one hand to position the silicone cock beneath her wet cunt, Maddy speared herself on it with a muffled moan. It felt wrong, so wrong for Elliot to be getting off to the thought of a girl that wasn't Maddy. But seeing him so worked up, knowing that it was at least in part because of her teasing session earlier, it filled Maddy with a desire she needed to satisfy. Maddy fired off another text.
Holly: i want to feel you thrusting between my tits, fuck my boobs until you cum baby
"Oh fuck yeah, Holly," Maddy pressed her face against the peephole, watching Elliot moan unabashedly as she stroked his cock. "God, I need your perfect rack."
"Mmmf." Maddy stifled another moan as she rode her dildo. It slid into her wet pussy easily, her arousal coating the silicone in sticky lubricant. Shlick. Shlick, Shlick. She fucked herself against the dildo fervently, bucking her hips as the tip of the cock hit her most pleasurable places.
Because of her long, red dress, Maddy looked for all the world like a pretty young girl kneeling on the floor, the dildo embedded in her cunt completely concealed.
Elliot: fuck, this is what you've done to me Holly
Maddy's eyes went wide as Elliot snapped a photo of his glistening cock and sent it off. She stared in awe as it appeared on her screen, bulging and slathered in pre-cum. It was an impressive picture, and Maddy's pussy ached with desire as she imagined it was her brother's cock, not a silicone dildo she was fucking. But no matter how much she tried to imagine, the dildo couldn't touch her as deeply as she knew her brother's cock would.
Holly: oh my god yeah. my pussy is so wet thinking about throating that magnificent cock.
The sickly sweet smell of Maddy's own arousal was starting to drive her into a frenzy as she bounced up and down on the suction dildo, desperate to drive it deeper and deeper.
Elliot: ur turn
Maddy's stomach dropped. Her turn to send a picture? Of course, Elliot would expect that after a dick pic, but...
Elliot: i wanna see that sexy rack
Maddy paused fucking herself, her dildo buried deep inside her. A pussy shot she could have plausibly passed off. But he specifically wanted a picture of Holly's breasts... There was no way Maddy could fool Elliot with her own body.
Maddy contemplated refusing, but she needed Elliot to believe it was really Holly he was texted. She needed him to believe this was real so that when Maddy started to use Holly to manipulate Elliot it would actually work.
Elliot: C'mon, it's only fair...
That's when Maddy had an idea. Navigating to Holly's phone screen, she selected a blue application icon and started scrolling through photos. Jackpot. Holly's OnlyFans. Maddy's pussy throbbed as she encountered post after post of Holly filming herself doing utterly depraved acts with various members of the high school football team.
I knew she was a slut... I didn't know she was a whore.
There. Maddy found the perfect picture. A not too revealing but definitively sexy picture of Holly's boobs. She was leaning towards the camera, a bright bathing suit barely concealing her considerable assets. Her cleavage perfectly angled for a cock to thrust into it. Though her face was hidden, it was unmistakably Holly.
Maddy sent it off.
Holly: cum all over my fat tits bb. cum 4 meeee.
"Holy shit," Elliot breathed audibly from the other room.
Maddy glued herself to the peephole as she watched Elliot hold the phone in front of his cock while he jerked himself off. In his mind, he was fucking Holly Anderson's juicy tits. In Maddy's mind, her brother was fucking her sopping wet cunt.
"Oh, oh, ohhhhhh," Elliot groaned softly as he began thrusting into his tight fist. His fist sliding on and off his lubricated cock like a jackhammer.
On the other side of the wall, Maddy bounced harder than ever on her dildo.
Although some part of her always ached to be the one to make Elliot get hard, there was something deliciously taboo about catfishing her own brother. Maybe it was Holly's tits getting him off, but it was still Maddy's mind. The thought of it made Maddy want to cum.
Maddy didn't take her eyes off her brother's cock as it twitched and jerked, nearing its own orgasm. The sight of her brother was too much to bear. She thrust the dildo to the hilt inside of her, reveling the feeling of being filled as wave over wave of taboo pleasure rocked her body.
Panting for breath, Maddy didn't let herself savor the post-orgasmic bliss for long. A peep through the hole confirmed that Elliot was nearing completion, his hips thrusting harder than ever, his eyes glued to Holly's tits on the phone screen.
Acting quick, Maddy removed the dildo, smoothed out her red dress, and headed out into the hallway connecting their bedrooms.
KNOCK. KNOCK. KNOCK.
Maddy banged loudly on her brother's bedroom door.
"Fuck," Elliot's muffled curse sounded from the other side of the door. Maddy smiled. At least he wasn't going to cum to Holly Anderson yet.
A minute later, Elliot answered the door with a disgruntled look. His hair was standing at odd angles, his eyes were still filled with a cloudy film of lust, and there was a bulge where his blue-balled cock had been unceremoniously stuffed back inside his jeans.
