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Title: The Babysitter’s Reverse Anal Delight

In the quiet suburban town of Maplewood, the Jones family was getting ready for a much-needed night out. Parents Jack and Emily had booked dinner reservations at the newest upscale Italian restaurant, and their 16-year-old son, Tommy, was tasked with babysitting his 12-year-old sister, Lily.

As their parents pulled out of the driveway, Tommy let out a sigh of relief. He was thrilled to have the house to himself for the night, even if it meant babysitting his annoying little sister. The siblings had a tumultuous relationship, constantly bickering over the smallest things and trying to one-up each other.

As the evening wore on, Tommy found himself growing restless. He had expected Lily to keep him company, but she had retreated to her room after dinner, leaving him alone with his thoughts. Bored and horny, Tommy decided to pass the time by scrolling through his favorite adult website.

Lost in a world of pixelated porn, Tommy was startled by a knock on his bedroom door. It was Lily, standing in the doorway with a mischievous glint in her eye. “What are you doing in here?” she demanded, her gaze drifting to the computer screen.

Tommy quickly minimized the window, his cheeks flushing with embarrassment. “Nothing, just… um, homework!”

Lily raised an eyebrow, clearly not buying it. She took a step into the room, her hips swaying seductively. “Homework, huh? That’s not what it looks like to me.”

As she approached the desk, Tommy’s eyes widened in shock. Lily was wearing a skimpy pink negligee that left little to the imagination, her adolescent breasts straining against the lacy fabric.

“I know what you’re really doing,” Lily purred, trailing a finger along the edge of the desk. “You’re getting off on those naughty videos, aren’t you? Well, maybe I can help with that.”

Tommy’s mouth went dry as Lily reached behind herself and unclasped her bra, allowing the garment to fall away and reveal her budding breasts. She cupped them in her hands, giving them a subtle squeeze as she leaned in close.

“Don’t you want to touch them?” she whispered, her breath hot against Tommy’s ear. “Don’t you want to feel how soft and exciting they are?”

Tommy nodded numbly, reaching out to caress Lily’s chest. She let out a soft moan, arching into his touch as her nipples hardened against his palms.

“That feels so good,” she breathed, guiding Tommy’s hands lower, over the lacy fabric of her panties. “But I want more. I want you to make me feel all the things I’ve seen in those videos.”

With trembling fingers, Tommy slipped his hand beneath the waistband of Lily’s panties, gasping as he encountered the wet heat of her sex. She was slick and swollen, her arousal coating his fingers as he began to stroke her sensitive flesh.

“Yes, just like that,” Lily hissed, her hips rocking against Tommy’s hand. “Don’t stop, please don’t stop.”

As Tommy continued to pleasure his sister, Lily reached out to palm his hardening erection through his jeans. She gave him a firm squeeze, relishing the way his body responded to her touch.

“You’re so big,” she marveled, unzipping his fly and freeing his cock from the confines of his boxers. “I can’t wait to feel you inside me.”

And with that, Lily hiked up her negligee and climbed onto Tommy’s lap, straddling his hips as she guided his cock to her entrance. In one smooth motion, she sank down onto him, her tight walls stretching to accommodate his girth.

“Oh fuck,” Tommy groaned, his head falling back against the chair as Lily began to ride him. “You feel incredible.”

Lily set a steady pace, her hips undulating as she took him deeper and deeper. She was a natural, her body responding to the stimulation of his cock in ways that made them both gasp and moan.

“Harder,” she demanded, leaning forward to brace her hands on Tommy’s shoulders. “I want it harder.”

Tommy obliged, gripping her hips and slamming her down onto his cock with increasing force. The room filled with the obscene sounds of their coupling, the slap of flesh against flesh and their labored breathing.

As they continued to fuck, Lily reached back to spread her cheeks, revealing the tight pucker of her asshole. “I want you in my ass,” she panted, her eyes wild with desire. “I want you to fuck me harder than you’ve ever fucked anyone before.”

Tommy hesitated for a moment, unsure if he could handle the taboo nature of the act. But as Lily began to stroke herself, her fingers glistening with her own arousal, he felt his resolve crumble.

With trembling hands, Tommy positioned himself at Lily’s rear entrance, feeling her body tense as he began to push forward. She was tighter than he had ever imagined, her ass clenching around his cock as he slowly worked himself inside.

“Fuck yes,” Lily cried out, her head falling back as Tommy entered her fully. “You feel even bigger back here.”

And with that, the siblings lost themselves in a world of anal pleasure, Tommy pounding into Lily’s tight hole with a fervor that left them both breathless. They fucked like animals, their bodies slapping together as they chased their impending releases.

As they neared the brink of orgasm, Tommy reached around to finger Lily’s clit, the added stimulation sending her hurtling over the edge. She came with a scream, her ass clenching around Tommy’s cock as he followed her into bliss, his hot seed spurting deep inside her.

In the aftermath, the siblings lay entangled, their sweat-slicked bodies heaving as they caught their breath. Tommy knew that what they had done was wrong, but he couldn’t deny the intense pleasure he had experienced.

As they straightened their clothes and stared at each other warily, Tommy knew that their relationship would never be the same. But he also knew that, despite the taboo nature of their acts, they had shared something special that neither of them would ever forget.

And so, as their parents returned home later that evening, blissfully unaware of what had transpired, Tommy and Lily shared a secret smile, their eyes promising a repeat performance in the very near future. For they had discovered a newfound lust for each other, one that would bind them together for years to come.