Elsie Hugo & Henry Buttle, "Elsie's Anal Need" (Perversion Level 1: Fun)

Elsie's heels clicked sharply against the polished floor of her family's big kitchen. The big afterparty had been at her family's massive house and it was extravagant and thrilling. Prom itself was the expected school-sponsored affair. But the party the serving staff put on was the real highlight, a blur of great food, drink, and glamour. But now it was marred by the unmistakable sound of her date, Jake, snoring loudly in one of the bathrooms. She had found him slumped over the sink, his tuxedo jacket crumpled on the floor beside him, reeking of whiskey and disappointment.

This was supposed to be their big night. She'd saved herself for him. Well, that wasn't exactly true. She'd done lots of stuff, hand stuff, and penetration, with Jake and some guys before she was with Jake, and actually a couple guys while she was with Jake. But she'd saved her asshole for him. And that was going to be special.

Disgusted by the sight of her drunk man she left in him the bathroom and through a door and into the cool night air.

The large backyard garden was quiet, save for the distant murmur of conversations from a few students who still remained at this late hour. Elsie's breath came out in faint wisps as she pulled her shawl tighter around her shoulders. She glanced around, feeling a pang of desperation. Who could she turn to? Who would be awake, sober, and willing to make this night memorable? Dammit if Jake didn't want her asshole, she'd give it to someone. After all, she was still horny!

She glanced around at the few students that remained at her house. She knew a few were upstairs in the bedrooms fucking. Several were passed out. The rest seemed to still be with their dates. And she wasn't going to go up to someone in front of their prom date and try to seduce them. She wasn't that type of girl.

With renewed determination, Elsie made her way towards the far reaches of the garden. She knew the party had stretched that far, it always did. Maybe she couldn't find someone who wasn't that passed out and wake them up. So far out, they'd at least have privacy.

She spotted the skinny figure near a large oak tree, leaning against it with his arms crossed, staring intently at his phone. His black skinny jeans and band t-shirt stood in stark contrast to the formal attire of everyone else.

Fucking Henry Buttle. She certainly hadn't invited him. But lots of students end up at her parties who she didn't invite. Things get around.

"Henry," she called softly, stepping closer.

He looked up, his dark eyes meeting hers with a mix of surprise and curiosity. "Elsie?" he replied, his voice barely above a whisper.

"Yeah, it's me," she said, forcing a smile. "Can we talk for a minute?" Part of her couldn't believe she was about to give it a go with scrawny Henry fucking Buttle. So she told herself she was just testing the waters.

Henry nodded slowly, pushing off the tree and straightening up. "Sure," he murmured, stuffing his phone into his pocket.

Elsie took a deep breath, trying to steady her racing thoughts. She needed to be subtle, not too forward. "I saw you here earlier," she began, walking alongside him as they moved further away from the main gathering. "You didn't seem too interested in partying."

"Not really my scene," Henry admitted, glancing at her. "Too many people, too much noise. I prefer my own company."

"Well, I guess that makes two of us," Elsie said, smiling weakly. "So, what are you doing here?"

"Just... hanging out," he shrugged. "Figured I'd stay until everyone leaves, then head home."

They reached a secluded spot behind some tall hedges, the soft glow of the garden lights casting a warm light over them. Elsie stopped, turning to face him. "Listen, Henry. This is kind of awkward, but..." She paused, gathering her courage. "I need something tonight. Something that Jake, my date, isn't giving me."

Henry raised an eyebrow, his expression unreadable. "Uhhh... And what's that?"

Elsie bit her lip, her heart pounding. "I... I want to feel wanted. Needed. You know, like, physically."

Henry's eyes flickered with understanding, and a hint of something else—desire, perhaps? "And you think I can give that to you?"

"I don't know," Elsie admitted, taking a step closer. "But I need to try. Tonight, everything was perfect, until..." She gestured vaguely back towards the house. "Until it wasn't."

Henry's gaze lingered on her face, then drifted down to her lips, her neck, her chest. "You're serious, aren't you?" he murmured, his voice low and rough.

"Dead serious," she whispered, her breath coming faster. "Please, Henry. I need this."

For a moment, there was silence between them, the only sound the rustling of leaves in the breeze. Then, without warning, Henry closed the distance between them, his hands sliding around her waist. He pulled her close, pressing his body against hers, and suddenly, the world seemed to tilt on its axis.

Elsie gasped, her hands flying to his shoulders as she felt the hardness of his arousal pressing against her. "Henry..." she breathed, her voice trembling.

"Shh," he murmured, his lips brushing against her ear. "Let me take care of you."

His hands roamed over her back, slipping under her shawl to caress her bare skin. Elsie shuddered, her nipples hardening at his touch. She reached up, wrapping her arms around his neck, pulling him even closer.

Henry's mouth found hers, capturing her lips in a searing kiss that left her breathless. His tongue slid between her lips, exploring, demanding. Elsie moaned into his mouth, her fingers threading through his hair as she surrendered to the sensations coursing through her body.

His hands moved lower, cupping her ass, squeezing gently as he ground himself against her. Elsie whimpered, her hips bucking instinctively, needing more, wanting more. She broke the kiss, gasping for air, her eyes wide and dazed.

"Henry... please..." she begged, her voice thick with desire. "I need you inside me."

Henry's dark eyes smoldered with lust as he stared down at her. "Get on your hands on knees. I'm going to fuck your ass," he growled, his hands moving to her zipper.

Elsie smiled a huge smile. How is it that Henry turned out to be perfect?

"You ready for this?" he asked, his voice affecting a low and gravelly pitch.

Elsie nodded, her breath catching in her throat. "Yes. Do it, Henry."

With a slow, deliberate motion, Henry hooked his fingers into the sides of her panties and pulled them down, revealing her glistening asshole. He paused for a moment, taking in the sight, before leaning forward and placing a gentle kiss on the sensitive skin. Elsie gasped, her body tensing as his tongue flicked out to tease her entrance.

"Fuck," she muttered, her fingers gripping the bark behind her. "That feels so good."

Henry chuckled softly, his tongue continuing its slow, torturous exploration. He pushed the tip inside her, just barely, and then withdrew, leaving her aching for more. "You like that, huh?"

"Yes," she groaned, her hips bucking slightly as she tried to chase his tongue. "More, please."

Henry obliged, this time pushing a little deeper, his tongue swirling around her tight ring of muscle. He could feel her clenching around him, the heat and wetness increasing with each passing second. He reached up with one hand, his fingers delving between her legs to find her clit, rubbing it in slow circles as he continued to tongue-fuck her ass.

Elsie's head fell back, her eyes closing as wave after wave of pleasure crashed over her. She could feel herself getting closer to the edge, but she needed more. She needed him inside her.

"Henry," she panted, her voice trembling. "Stop teasing. I need you inside me."

Henry pulled back, his eyes dark with desire as he looked up at her. "Are you sure?"

"Yes," she insisted, her voice firm. "I want you to fuck my ass, Henry. Make me yours."

He nodded, standing up and reaching into his pocket to pull out a condom. He quickly rolled it on, his cock already hard and throbbing with need. He lined himself up with her entrance, his fingers teasing her again, spreading the moisture from her arousal around her hole.

"Relax for me," he murmured, pressing the tip of his cock against her tight entrance. "Just breathe."

Elsie closed her eyes, focusing on her breathing as she tried to relax. She could feel the pressure building, but it wasn't painful yet. Just intense.

"Good girl," Henry praised, slowly pushing forward. The head of his cock breached her entrance, and she let out a low moan, her nails digging into the bark behind her. He waited, giving her a moment to adjust, before pushing further, inch by agonizing inch.

Elsie's eyes flew open, her breath coming in short gasps as she felt the stretch. It was different from anything she'd experienced before, tighter and more intense. She could feel every ridge and vein of his cock as it slid deeper, filling her up in a way that made her toes curl.

"Almost there," Henry grunted, his forehead beaded with sweat. "Just a little more."

He pushed the rest of the way in, burying himself to the hilt, and Elsie cried out, the sensation overwhelming. She could feel him pulsing inside her, filling her completely, and it was both terrifying and exhilarating.

"Oh my god," she whispered, her body trembling beneath him. "You're so deep."

Henry leaned forward, bracing himself on the nearby tree as he wrapped his arms around her, holding her close. "You're doing great," he murmured against her neck, nipping gently at her skin. "Just hold on."

And then he started to move, pulling back until only the head of his cock was still inside her, and then thrusting forward again, driving deep. Each stroke was slow and measured, designed to minimize the pain while maximizing the pleasure.

Elsie moaned, her body arching off the tree as she felt the friction build. She could feel her own arousal dripping down her thighs, mixing with the sweat that coated her skin. The sensations were too much, too intense, and she knew she wouldn't last long.

"Henry," she gasped, her voice breaking. "I'm gonna come."

"Then come for me," he growled, picking up the pace. His thrusts became harder, faster, slamming into her with relentless ****. He could feel her inner walls clenching around him, tightening with each passing second.

Elsie's vision blurred, her entire world narrowing down to the point of impact. She could feel the buildup in her belly, a pressure that was both unbearable and irresistible. And then, without warning, it exploded.

"Oh fuck!" she screamed, her body convulsing as wave after wave of ecstasy washed over her. Her muscles clenched around Henry's cock, milking him for all he was worth, and he groaned in response, his own release fast approaching.

"Elsie," he choked out, his thrusts becoming erratic as he chased his orgasm. "I'm... I'm gonna—"

And then he came, his cock pulsing inside her as he spilled his load, his entire body shuddering with the **** of it. He collapsed against her, his arms wrapping tightly around her as they both rode out the aftershocks.

For a few moments, they stayed like that, neither of them speaking. The only sound was their ragged breathing, loud in the otherwise silent garden. Finally, Henry pulled out, his softening cock sliding free with a wet pop. He carefully removed the condom, tying it off and dropping it into his pocket.

"Elsie," he whispered, his voice hoarse. "Are you okay?"

She nodded slowly, her fingers tracing patterns on his back. "Yeah. That was... amazing."

Henry smiled, kissing her forehead gently. "Good. I'm glad."

They stood there in the darkness, their bodies pressed together, and Elsie realized that maybe, just maybe, this night hadn't been ruined after all.