Zephyr's Lucky Break

by DrySpell

Rating: mature
Tags: Sunset Shimmer, Human, Zephyr Breeze, Porn, Equestria Girls, Sex
Length: 6781

An unexpected visit from Sunset after a heartbreaking rejection leads to a big breakthrough in Zephyr's love life.

This is it: Prom Night. Zephyr has prepared for this all his life. It's the night where Rainbow Dash will finally come around and realize what she's missing out on.

And on the off chance that this does blow up horribly in his face, there's always sulking in the library. Though he'd prefer to call it building up courage for the next attempt.

But this attempt goes so poorly, there may never be another one. And when that reality begins to set in, he meets Sunset Shimmer on a whim. A little beer and a magical mishap later, and Zephyr realizes that tonight could really be the night he makes it.

Contains: Zephyr (ew) getting laid (impossible), sex outside, blowjobs, vaginal, and a creamy finish or two
Cover art by SozGlitch (3016031)
Commission for pitterpatter

Have an idea you want to see come to life? Check out my Commissions!

Published 2024-09-03 01:40:00 UTC
Last updated 2024-09-03 01:40:00 UTC

End of an Era

“Huh? What are you doing here?” The voice cut through the comforting silence surrounding Zephyr and made him flinch. Shuffling in his seat and turning around, he spotted a figure in the doorway. A tall frame topped off with fiery curls down to her back and bright blue eyes. An interesting visitor, considering he expected either his sister or no one at all. “Fluttershy’s brother, right? Um… you’re gonna have to remind me, sorry.”

“It’s Zephyr,” he mumbled. Sunset stumbled towards his table, then slumped into the chair beside him with a dull thud. If her sluggish movements didn’t give her drunkenness away, the faint smell of alcohol coming off her did fine. Beer, judging by the smell. Sure to be floating around that party. She grunted as she stretched her legs out, then swirled her red cup around like a wine glass. “Why are you here?”

“Getting some fresh air. As fresh as the library gets.” She giggled at her joke before her eyes flew open. “Hey, didn’t I ask you first?”

“I’m uh…” he blinked a few times, forming a lie in his head. “Taking in the library’s decorum. Really, uh… appreciating the rustic look.” His eyes fell to the rustic-looking wooden table he'd gotten cozy with. He hoped that would be enough to dissuade her, but he didn't bet on being so lucky. The feeling of an intense glare poked him in the side. And sure enough, he found Sunset peering at him once he turned back.

“You seem kinda down, man. What’s wrong?” Zephyr said nothing. How could he, when just remembering it made his heart sink? He would have slunk back into his brooding darkness if not for the small poke in his side. He flinched and whipped around to face the perpetrator who was now calmly resting in her own crossed arms. “Come on, don’t be shy. I’m good at this friendship stuff.”

“There’s nothing you can do,” he said, brow furrowing. “Just… leave me alone.”

“But… hmm…” She pulled back into her own personal space and frowned. “Alright… my bad.”

She scooped up her cup and turned away, but didn’t leave. It took all of three seconds for the silence between them to turn awkward. Watching her with his brow furrowed didn’t seem to bother her one bit, either. A few minutes later, she finally met his eyes and he faltered. This wasn’t gonna change without a little bit of work on his part.

“A-Aren’t you missing the party?” he asked, motioning towards the door. “It’s prom, you know? Once-in-a-lifetime night?” He didn't know much about Sunset, but her drunken state meant she liked to party. Appealing to her FOMO was sure to get her moving.

“Maybe, but I couldn’t just leave you in here sulking. I’d feel guilty.” Zephyr grumbled but kept his complaints to himself. Having a woman dote on him was nice and, if you believed him, nothing new, but clingy girls were not his thing. He tapped his finger on the table, running through solutions in his head.

“If I tell you what’s bothering me, will you go?” Sunset let her excitement get the better of her for a moment. A warm, inviting smile, and clear blue eyes that put him at ease. In that moment, Zephyr didn’t mind the thought of spilling the beans to her.

“Sure. If that’s what you want.” She sat up straight and put her cup down. It was almost empty, anyway. “So, what’s wrong?” He collected himself with a deep breath, then clasped his hands together.

“Rainbow Dash and I, we have this thing. I say she’s the most beautiful woman on the planet, and she enjoys playing hard to get. You get the idea, right?”

“Right.”

“But lately… she’s been playing a little too hard…” He paused, tapping his knuckles in the silence. “And tonight just so happened to be the hardest yet. She said some... things that discouraged me, is all. Made me think that I’m being a bother or something.”

“So… you have a crush on Dash, but she turned you down?” Zephyr flinched at her sentence and grumbled.

“N-No! It's not a crush. Crushes are so… juvenile. Not to mention one-sided. I assure you that we shared a… a mutual fancy, yes! Something more like a push and pull of affection that…” One glance at Sunset told him his posturing was more for himself than for her. So after slinking back into his chair, Zephyr sighed and resigned himself. “Yeah. Basically.”

“Then here’s my advice.” Sunset shuffled in her chair. He thought she was leaving until he felt her against his upper back, right below his neck. The sudden contact made him flinch, but her touch was warm and soothing. “Keep your head up and learn from this. Dash may not be the one for you, but I believe there’s someone out there for everyone.”

“I thought it was Dash,” he murmured. He didn’t dare to admit that he still thought that. A ten-plus-year crush didn’t just go away overnight. But keeping his thoughts to himself didn’t seem to work on Sunset. She smirked and patted his back again.

“Try broadening your horizons,” she offered. “Do that and you’ll find someone you like even more than—”

A sharp gasp cut her sentence in two. Her gentle pat on his back became a grip. Her body began to shake, and her eyes widened to saucers. They erupted into light bright enough to blind him. A cry burst out from his throat, but there was no sound. Instead, a burning feeling rose from his chest and crept upward until it hid behind his eyes.

Then as fast as it came, the feeling disappeared. In fact, everything did. He couldn’t feel his body at all. He couldn’t even look down to verify it either. His vision was fixed straight ahead, where a swirling oval window displayed a scene. It didn’t take him long to recognize the picture.

“Ugh, how many times do I have to tell you no?” In front of him was the most beautiful girl he’d ever seen. Rainbow Dash, dressed up as fancy as she knew how to be. This was her only a half hour ago. There was no way he’d mistake it. “I’m trying to enjoy the party, dude. Beat it!”

“H-Hey, hold on!” That was his voice. He was more desperate than he remembered or cared to admit. “ I just wanted to ask you a— wait!” He reached out to take hold of her hand, but she pulled away before he could. She was always nimbler than him.

“Listen, Zeph. I’ve been sugarcoating it for Shy’s sake, but it’s clear that you never got the memo.” Her face twisted into a frown. Beautiful, even in her anger. “I don’t wanna hug you or kiss you or fuck you. Hell, I’d never be caught dead hanging around you!” He watched himself reach out again, but she slipped from his grasp and his vision. The fading image brought a new wave of the despair he wallowed in a few minutes ago.

The darkness was soon filled with another vision, further along in the past from the first one. He was quicker to recognize it since he was in an especially vulnerable state.

“Mmm, tomorrow’s the big day!” It was him again, voice chipper and full of hope. It was just before bed the night before. When he stripped down to his birthday suit and performed his usual confession ritual. He held his endowment in one hand and the object of his desire in the other. Well, more like a picture of her on his phone. He managed to snap a pic of her finishing a lap on the track at the moment she lifted her shirt to wipe away the sweat. One of his prized possessions he caught a couple months ago. “Come tomorrow, I’m not gonna need you anymore, so I better savor it.”

If there was something beyond embarrassment, it surged through him right then. Not only did he do all that just to fail, but the whole thing seemed way worse looking at it from the outside. He could only imagine the headspace he had to be in to convince himself that this wasn’t creepy. Silently, he thanked God that Sunset couldn’t see his thoughts and memories.

Oh yeah… Sunset!

Suddenly, the image shrunk and his surroundings returned with a pop. Goosebumps shot up to his neck and he gasped for breath. Sunset let him go and stumbled backward. Her eyes returned to normal.

“What the hell was that?” The few deep breaths he managed to take helped him curb the shaking, but he was still rustled. Their eyes met for a split second, before flicking downward.

“I… wow.” The drink gave her a slight red blush, but this was on a new level. Even her ears were beaming bright. She cupped her hand over her mouth in some vain attempt to hide it. The expression said all he needed to know. “Sorry… that wasn’t supposed to happen.”

“Please don’t tell Dash.” The thought of dropping down on his knees crossed his mind, but Zephyr didn’t want to come off any creepier than he already did. In the end, he settled on pleading with all his heart. “I-I’ll do anything, just don’t tell her. O-Or anybody! Ever!”

“Yeah…” Her sheepish answer didn’t put him at ease, but he had to work with it. Sunset held all the leverage in this situation, after all. “But… uh… I don’t really know how to say this…”

“W-What?” Sunset did a bit more thinking given her long humming. At one point, she laughed and tore the tension apart in an instant. Zephyr’s brow furrowed as he pieced together her next statement. “Just say it. I know I’m weird and gross and—”

“Your dick is huge, dude.” Zephyr’s sentence died and turned into an awkward croak before he could blink. The deep blush on her face radiated even more intensely than before, but she was still smirking like he’d told a joke. “Like, wow, I didn’t know they got that big here.”

“I, uh—”

“Wait, sorry. That was kind of weird, huh?” Her giggle did little to ease the awkward tension. “But it’s true! I mean, it’s big big. How do you even walk around with that all day?”

“T-Thanks? I appreciate the uh, praise…” Slowly, his senses came back to him. She was a drunk woman with weird superpowers, but she wasn’t a bad person. He could reason with her. “But about the thing you saw… you’ll keep quiet, right?”

“Huh? Oh, yeah…” Despite her reassuring words, her eyes never left his lower region. And again, she was drunk. The events of the night could definitely get lost in her mind if he didn’t drive it home. “So…? Can I see it?”

“Wha— huh?” Sunset’s eyes narrowed, her smile twisting into a grin. She stalked closer with slow, even steps until she stood in front of him. She reached for his thigh and pressed her palm into it. The feeling of her breath hot against his face carrying a faint beer smell made him shiver. “U-Um… see it?”

“Mhm.” Zephyr watched her hand curve up his thigh until it rested above his crotch. The feeling of her thumb against the rising speed bump underneath his pants felt good. A moan slipped out of him and, if the smugness of her smirk was anything to go by, she heard it loud and clear. She leaned forward until her lips were an inch from his ear then spoke softly into it. “The roof. Wanna come?”

If you believed Zephyr, this was another one of those common occurrences. Dozens of women were eager to get some more of the Zephyr charm after feeling it once. But that was all... a long time ago. Nothing wrong with being a little out of practice.

That’s if you believed him. Ask anyone else, and they’d see a floundering virgin desperate for experience.

“Y-Yeah,“ he murmured back. “If that’s the only way to keep you quiet, I guess.” Sunset hummed her agreement, then pulled away from him. Only after having it invaded did he realize the sanctity of his personal space. The thumping of his heartbeat filled his ears as she beckoned him to follow along.

And he did, just like that. They made their way through the empty halls of Canterlot High, aiming for the staircase at the end. Neither spoke, but the gentle buzz of the party music and happy cheering kept the silence from being too overbearing.

A cool gust of air brushed through Zephyr’s hair once he entered the staircase. The sharp contrast snapped him out of his dazed state and brought him back to reality. Questions started floating in his mind, but he held each back before it could surface. If he kept his head up and mouth shut, there was a good chance he’d get a taste of the life he told others he lived.

“Just up here,” said Sunset. Her voice echoed all around him, down the four flights of stairs they’d already climbed. “Nobody comes around here on normal days, so we should be all to ourselves.”

“Okay,” he murmured. That answered one of his questions at least. Another came up once they met the metal grate blocking off the final level that led to the roof. But the answer came quick. She pressed her thumb against the metal lock and gave the entire gate a firm shake. A little rattling later the old metal gave in.

“Learned about that in freshman year,” she said, laughing. “They’ll probably never fix it. Let’s get out there.”

Sunset opened the next door before he could respond, and stepped out into the cool night air. The moon was out and gave them enough light to see their surroundings. Not that there was much to see. It was only a flat surface with high walls and a few air vents.

Rather than the surroundings, Zephyr's thoughts were on his next course of action. He was here. He was ready. At least he thought so. He turned to Sunset as she turned to him, then looked away before they met. She laughed again, then reached out towards him.

“You look so nervous.” Her palms cupped his cheeks and pulled his gaze back to her. When their eyes met, Zephyr was sure he’d drown in them. She laughed again, then closed the distance in one step. Their chests met and her lips hovered just above his. Enough for him to feel their warmth. “Relax. I don’t bite.”

“Y-Yeah, but—” Sunset's kiss was fast and hit like dynamite. He swore he could hear something inside him pop and crackle.

Goosebumps shot up his arms and down his back. The internet had lied to him. Nothing he practiced with was even close to how soft she felt. And it was much more active than he could ever imagine. Their lips squished together and pulled apart with a small pop. If he got to far, she pinched his lower lip between hers and pulled him back. Not to mention her tongue slipping in and licking at him like a puppy. Her hair tickled the top of his nose and her breath brushed through his beard, but he could barely feel it. He could barely feel anything other than his mouth.

All that, in an instant. When she left, her absence hit him hard and fast. Their eyes met again, and he realized that he hadn’t closed them like in the movies. Sunset hummed then smiled again.

“You know you can touch me, right?” A hand left his face and found its new place on his wrist. She led him to her back, then further down than that. Down to the curve of her ass in her skinny jeans. “Mhm. Good.”

Then she turned her attention to his slick, deep blue polo shirt. She unfastened its buttons with speed and ease quickly reaching his white tank top. Her hands glided against his pecks, feeling every nervous twitch underneath. Tracing some pattern on his chest with a finger, she finally landed on his nipple, then dove down for a quick kiss.

That set him off. His entire body shivered, his grip tightening on her ass. That left her just as surprised as he was. But in the end, she laughed it off.

“Hmm…” she moaned. “Do that again.”

“O-Okay.” He complied, and she hummed again. Even under the roughness of her jeans, he could feel how perky her butt was. Kneading it like dough was pretty fun, and Sunset didn't seem to mind. In fact, when he squeezed she would giggle like a stuffed toy. “L-Like this?”

“Mhm.” Her attention was back on his chest. She lifted his shirt and planted those little kisses on his skin. A burst of heat spread out on each one like little landmines going off. She even licked at his nipples a little. He tried his hardest to keep himself from crying out like a little girl.

Her path continued downward, but she didn’t reach the bottom. Instead, her focus turned upward. She got to her feet and reached down to his waist. Her fingers caught the metal latch of his belt and pulled against the strap until it came undone. She rolled her palm along the twitchy bump with an excited chuckle. Next to go was the zipper, filling his ears with its low, metallic buzz.

“Here it is…” She pressed her body into his before peeling his boxers from his body. There was an underlying sense of neediness hidden behind her actions. It was only satisfied once his cock finally popped out in all its thick, droopy glory. “Jesus, dude…”

“H-Hey, are you sure about this?” A little late, considering the situation. Not to mention that it fell on deaf ears. After tucking the top of his boxers underneath his balls, she made for the tip of his shaft. Her index finger poked it then traveled along the bottom until it reached his balls. It was a way to gauge just how much she was working with.

“I'm sure. How could I ever pass this up?” Her other fingers joined it next. They pressed into him and wiggled them like she was trying to tickle him. Instead, it made him tremble. “What about you? Getting cold feet?”

“Of course not!” he exclaimed. Judging by her expression, she was either enjoying his panic or fooled by his confident smirk. “I'm… ready.”

“I bet you are, big boy.” Finally, she grasped his cock tight in the middle. A wrap of pure velvet, soft enough to make him melt away. The palm of her other hand squished against his head and twisted back and forth. When she pulled it away, a string of clear liquid followed. When their eyes met, she smiled, then pushed even closer. Close enough for him to feel her breath on his neck and smell the vanilla on her hair. “Take my top off.”

Trying to move revealed how stiff he was standing there. Like moving even an inch would break the illusion Sunset put on him. But he couldn’t let the fear of the situation rule him. With a few blinks and a deep breath for confidence, he reached towards Sunset to pull her out of her outfit.

Her shirt was easy. It was a simple white top with large white straps that crossed over her chest. It also showed a little bit of skin around her stomach. It called him in, and he touched her as gently as he could. Sunset’s breath was shaky while his hands pulled her shirt up her body and exposed her.

“Wow…” It was all Zephyr could manage. Her body was amazing. Her stomach was toned and fit, and her tits were snugly packed into a black bra. Instinct made him reach out for it, and reason was a little too slow to stop him. He grabbed at her chest, taking one breast in his hand. His thumb brushed over her nipple and pulled a small giggle out of her.

“You’re really hard, now,” she whispered. She pulled on him a few times just to get the motor running, then played around with the tip in her other hand. “Go ahead. You can touch...”

No need to ask him twice. His arm was on its way around her before she asked. The latch of her bra came loose with a few tugs, and her tits pushed it off completely. It fell to the ground with a small thud, since both hands were preoccupied.

If he could reach up and grab a cloud, this is what Zephyr imagined it would feel like. Soft enough to sink into, and so much to touch. He reached around the curve and swept underneath, taking their weight in his palm. They spilled out even with his hand splayed. Her nipples began to shake, poking outward and getting harder. This time, his thumb got caught on it while passing by.

But he couldn’t ignore Sunset working her magic down below, no matter how mesmerized he was. Despite his length, she made sure that not an inch went unused. If he could feel it, she was touching, grabbing, or twisting it. With that kind of treatment, it was no wonder that his dick thrummed like a heartbeat.

She grabbed the tip like a flashlight, squeezed down, then pulled until every drop of precum was sucked out of him. That sticky dripping mess was brought right up to her mouth, where she licked it clean like a cat with milk. When she was done and met the half-surprised, half-horny expression on Zephyr’s face, she laughed.

“Eat a lot of pineapple?” if he wasn’t already, he flushed red.

“Y-Yeah,” he admitted. “I-I heard it… well, you know. “

“It works. That was sweet.” Like a mischievous cat, she pounced on his lips again, taking him off guard. She was quicker this time, though. She only spent a few seconds pinning him down. “See?”

“Yeah…” He lied. There was no way he could focus on the taste there. He reached up to his lips as Sunset pulled her shirt all the way off. The way the moonlight coasted off her body gave the look of a goddess.

“I’m gonna enjoy it a little more.” She used his chest as support to lower herself down to the floor. Once she got to her knees, she found his cock staring her right in the face. And like its owner up above, she gave it a little welcoming kiss.

Or so he thought. That kiss quickly morphed into a lick. One that made it halfway down the shaft. She retreated for another, right on the tip, but instead let him inside. Her tongue curled, pulling him in before curving around the shaft. Two inches in, she paused, then reached for the base of the shaft. She cradled it in one hand, like holding a microphone.

Zephyr expected a slow ride. He thought he liked wild girls, but Sunset’s gentle consideration for him made him rethink that. Then again, she did have that wildness. It was just underneath the surface, waiting for the right signal. Maybe it was his taste, his smell, or just the absurd length ahead of her, but something gave Sunset that signal.

Sunset lurched forward, moaning as the inches disappeared down her throat. The sudden attack was almost enough to bring Zephyr to his knees. He managed to catch himself by bending forward and holding her head, but she wouldn’t be stopped. She went all the way, pressing her nose into him in a single smooth motion.

“D-Damn…!” Zephyr huffed. That knocked his breath clean out of his lungs. But Sunset didn’t give him a moment to recover. She pulled back just as smoothly, revealing the saliva coating she applied so quickly. Then, blink and you’ll miss it, she buried it once again. “S-Sun— h-hold on a sec!”

On her way back, she stopped. Zephyr shoveled a few breaths of air into him and stabilized. Sunset’s eyes narrowed and her mouth shifted a bit. He knew that if she could smile, she would be doing it smugly right now. She retreated to the head as slowly as she could go. She sucked on it all the way back, too. Like she was trying to slurp up anything she could get out of him. She pulled her head to the side once she reached the tip, then jerked back, pulling him out with a wet, gooey pop.

“Yeah…?” Somehow, she seemed more drunk now than before. Her eyes were glazed and unfocused. Well, not unfocused. They only focused on one thing.

“How can you do that?” he huffed. “Don’t you have a gag reflex?” Sunset laughed, then rubbed her cheek against his shaft.

“Ponies don’t have a gag reflex.”

“What? What are you—” The question died in his throat once she grabbed his balls. She brushed over them with her thumb, then held them both in a bowl made with her hands.

“Relax.” She paired her words with a soft kiss right on the tip. “I’ll be fine. It felt good, right?” There was no universe where he could deny that. He’d be feeling that warm tight pinch around his cock for days.

Her little kisses continued until she grabbed hold of it between her lips. She slipped it in again, but slower this time. A gesture Zephyr greatly appreciated. The hand he used to keep her at bay now ran through her curls, wrapping around to the back of her head. There was a little purr underneath him as he cradled her close.

The blowjob was much more standard from here. Not that Zephyr knew anything about a standard blowjob or any kind at all. But at least this felt more natural. She weaved in and out, gently nipping at the shaft with her lips as she attempted to devour it whole. Her spit began to drip down his balls like sweat, onto Sunset’s exposed breasts down below. Her thumbs curved around his ball sack like she was petting a cat. And each time he hilted inside of her, he would throb hard enough to shake her.

“Oooh… hmmm…” He couldn’t get the words out. Any attempt to form a sentence was snuffed out. How could he, while Sunset kept him on his toes? Her throat was so smooth and tight, it was buttery. Her tongue lapped at him whenever she couldn’t stuff any more of him inside her. This kind of head could melt a person.

One of her hands left his balls and grabbed the base of his shaft again. Thinking she was going to stop, he bucked his hips forward a bit. A purr was his response. She jerked him in the little space between her mouth and his stomach, egging him to burst open like a fountain. He was close, and they both knew it.

But instead of relief, there was a sharp pain. Sunset’s grip tightened hard enough to pinch him down and stop everything. Still, his body wouldn’t just calm down. He clenched his hands and toes into fists and threw his head back with a sputtering moan. His cock throbbed madly, aching for a release it couldn’t have. After a few seconds, it calmed down, and Sunset pulled away from him like she did before.

“Not there,” she hummed. That was her only explanation as she got to her feet. Zephyr huffed and gasped, trying to get his body back to normal. But one look at his dick told him it was impossible. If it were a person, it’d be ready to pop a blood vessel. It pounded like a headache and drooled spit and precum like a dog. He needed to blow.

“W-Where?” he asked, desperation heavy in his voice. Sunset ripped the button of her jeans out of place and tore down her pants. A long, thick strand of her own arousal followed. She stepped out of her clothes and turned away from him. She shoved herself back, letting his shaft brush across her ass.

“Here,” she answered. “Inside.”

Zephyr had never practiced for this. But if he didn’t know what he had to do now, he really would be hopeless.

His hands shot outward with frantic excitement and grabbed hold of her waist. He thrust forward, but his eagerness made him miss his target. The second attempt was better, but her pussy was so wet that his inexperience shone through. His head pressed against her lips and squished them down. The beginning of a moan left Sunset’s lips before she reached between her legs and to his shaft, guiding him in.

Zephyr gasped and his grip tightened. A thick shot of cum smashed against her lips, splattering outward like a popped water balloon. She managed to slip him in before the next one and sucked up every drop of seed he had to offer.

And it was a lot. The throbbing feeling was muted by her walls clenching down on him, but he was still pumping strongly. Big waves churned from the base to his tip, then blasted forward like a cannonball. Everything came to a slow, dribbling end after a few moments, but it certainly felt like hours.

The quiet night sky was filled with his panting and gasping. His body shook like he’d dipped in the Arctic, but he was sweating like a pig. His grip loosened until eventually his hands fell at his sides and his head hit the brick wall behind him.

And that was it. He lost his virginity and busted the fattest nut of his life all in one go. This was definitely in his top five best moments. But before the camera could pan out and the end-credits music could play, Sunset stirred underneath him. He was still halfway buried inside her after all. She shifted forward a bit, letting a few inches of his gooey cock slip out.

“Damn, Zeph…” she said. He was worried that he’d done something wrong until he saw her familiar excitable smirk. “You really made a mess here.”

“S-Sorry, I guess.” He combed the hair over his eyes backward, so he could see properly for himself. And yeah, there was a lot. Not much in his sight wasn’t dripping. She moved again and nearly let him go before thrusting her hips back. As his length re-carved its way through her, they both let out a moan.

“Got any more for me?” Her confident grin came with another thrust, now treading new territory. Zephyr clenched up again once his dick twitched. “Hmm… Come on. We d-didn’t even get to do— ahh!” Another thrust and some excess cum squirted out of her. Her fluttery moan definitely helped her case. He could feel himself getting harder with every word.

“I-I can still go!” he called. Energy flowed back into his veins and moved his hands back to her sides. Once he found his grip, he pressed forward eagerly, tucking the rest of his length inside her in one go. The sharp gasp followed by a long, low growl caught him off guard, though. “Are you alright?”

“A-Are you serious…?” she huffed. Her pussy was clenching tight, keeping him locked in while also shoving him out. “You just impaled me with that thing… it’ll be a miracle if I walk out of here.” Little drops of their mixed arousal tapped against the ground as he pulled back. The growl returned, but it turned into a chuckle halfway through. “Whatever. Just keep doing that.”

This was the part Zephyr was most confident about. All the fleshlights locked away in his closet were supposed to prepare him for this. But as much as they advertised the similarities, humping a hunk of rubber couldn’t compare to the real thing.

He took it nice and easy at the start because that was really all he could handle. Her body clenched up randomly, choking his shaft for a moment before letting him go. Not that he minded. The walls clamping down on him were softer than any silk or velvet he’d ever felt. It was so wet, he could slip out at any moment, and the heat baked him. He finally understood why it was called an oven.

“Mmmm…” There was a noticeable tic Sunset had whenever his head would scrape past a certain spot. He maneuvered to it and poked with his tip, ripping another half gasp, half moan from Sunset. “Hnng… so good. Keep that up, baby.”

“You… like that…?” His confidence was undercut by his constant whining moan, but he still tried to put up his usual front. A wide smile to keep the ladies distracted by the good old Zephyr charm. The only difference now was that it seemed to work. The next time he hilted inside of her, she pressed her butt against his stomach and stood up straight. After turning her head to the side, she surprised him with another kiss.

“I love that,” she admitted. Believable, considering how tight of a squeeze she had him in. The hands around her waist climbed to her breasts again, holding her close as they made out. After she pulled away, she ground her hips into him, stretching herself back and forth on him. “Fuck me, Zeph...”

That look in her eyes was lust. Great, suffocating, and all-encompassing. That statement wasn’t a request. She wanted to wring him dry of everything he could give her. He clenched his teeth to steel himself, then loosened the grip on her waist. In fact, he pushed her away and slipped out.

“What are you—” Quick as a viper, Zephyr zipped out from behind her and appeared in front. One hand pressed into the wall behind them, while the other lifted her leg. Her eyes barely got to meet his before he pushed into her with a kiss. The first one he’d ever given himself. And as sloppy and untrained as it was, he could feel Sunset buzzing with excitement underneath him.

“Y-You want me to fuck you?” he asked after pulling away. Both were catching their breath, so Sunset could only respond with a nod. Strength welled up from his core and allowed him to scoop her up with ease. “Alright! I’ll fuck you until your legs go numb!”

His hips thrust forward, almost burying his entire length in one fell swoop. He winced as he ground to a stop, but Sunset let out a proper moan. Louder than anything she’d done that night. It was fierce and depraved. Animalistic. Her arms wrapped around Zephyr's back and her fingers clawed at him.

He ignored the pain and focused on her pussy. With his newfound strength, he slammed headfirst into her folds and crushed her defenses. No amount of clenching down would stop him from cleaving through her like a sailboat on the water. The quiet night soon filled with squishy clapping and growling from the rooftop. But neither was worried about anyone else right then.

“Fuck… oh f-fmmm!” Sunset pulled him closer and buried her head in his shoulder. Her walls clamped down on him harder than before almost stopping him completely. He guessed she came, but couldn’t get any words out. Anything he tried to say would come out as heavy panting or a moan of his own.

In fact, he was nearing his limit as well. Zephyr had put on the muscles to impress the ladies, but he wasn’t built for extended workouts like this. Sweat gushed out of him and his breaths were becoming more rugged and uneven. The only thing keeping him going was the hot fire burning in his core. And now, he could feel that fire climbing up and out of him, down his shaft and to the only destination it had left.

Zephyr pushed Sunset into the wall hard enough to squish her. With his dick hilted, it sputtered and twitched until hot spunk sprung out of him like before. Their moans mixed together as their cum did the same. It pooled quickly, then rushed over his shaft and out from the only place it could go. After a big splash that hit his balls, more and more oozed out of her steadily.

Again, everything came crashing back to him a few seconds later. His time in euphoria felt heavenly, so coming back felt like hell. His muscles ached and screamed at him for relief. There was barely a whiff of breath in his lungs. Sunset’s ass slipped from his fingers, but she managed to catch herself on her feet. But she was just as wobbly as he was, and fell to the ground.

After a few moments, Zephyr followed suit. He crashed onto his butt and put his palms on the ground behind him for support. It was cool, which gave him a little relief, at least.

He glanced over at Sunset. Her eyes were closed and her head was resting on the wall behind her. Zephyr’s interest was more on her legs, though. They were wide open, giving him a clear view of what he’d done. All that cum drooling out of her pussy and down her legs was him. It felt weird looking at it coming out of a person rather than a rubber hole.

“So you’re a grower.” Sunset’s voice made him flinch. When he looked up, her eyes were open, staring just like he was. He glanced down at his deflated dick. It was pretty unremarkable in this state. He meant to meet Sunset’s eyes, but he got stopped by her pussy once again. Catching on, she reached down and pulled her lips to the side with two fingers. “Like what you see?”

“Do you?” he countered. “Uh… not right now. I meant back when it was bigger…” Her laugh cut his sentence short. He could tell his face was bright red.

“Yeah, I do.” Her eyes narrowed, and Zephyr felt his heart skip a beat. He prepared for a pounce, but it didn’t happen. Instead, Sunset shakily got her feet and sighed. “But I’ve gotta get back to the party. We’ve already been gone for a while.”

“Oh…” The mention of the party below them let the reality of his situation set in. He just fucked Sunset Shimmer, someone that everyone knew. Not to mention a close friend of his sister and his crush. Uh… former crush? It didn’t matter! “Uh, Sunset?”

“Yeah?”

“What, uh… what are we?” Sunset blinked, then furrowed her eyebrows.

“I failed philosophy, dude.” Zephyr shook his head.

“I meant our relationship,” he groaned. “Are we like… together, or was this just a one-time thing?” His eyes widened and his heart dropped. “What are we gonna tell Rainbow Dash…?”

“Hahah.” Sunset chuckled. She collected the clothes scattered around earlier until they were all over her arm. “How about we worry about a shower before all that? The ones next to the gym should be open.”

“Right… yeah.” He got to his feet like she had just as she got to the door. “Um, shouldn’t you put something on?” Another laugh.

“They’re probably drunk out of their minds.” She waved him away. “Probably won’t even be in the hallways. We’ll be fine.” She pressed against the bar door until it clicked, but nothing happened. Again, with the same outcome. “Uh… what?”

“What?”

“It’s locked.” She tried it again for good measure, but the result was the same. “Someone must have come around and locked it earlier.”

“S-So what do we do?” he asked. Sunset hummed before a devious smirk appeared on her face.

“Someone will come around early tomorrow. We’ll get out then.” Her clothes fell to her legs in a pile as she took a step towards Zephyr. “And hey, the night’s still young. Wanna… go for round two?”

It wasn’t as intense as earlier, but he could still feel it. The lust that burned behind her cool blue eyes. It slipped right past his common sense and touched that part of him that couldn’t get enough of her.

When she got close enough, he grabbed her by the waist and pulled her in. He turned up the charm and backed it with confidence. He wasn’t a virgin anymore. With their bodies together, Zephyr swore he could hear her heartbeat. Or maybe it was just his own, pounding against his ears.

“I’m in,” he said, matching her smile. “All the way.”

Author's Note

After-Sex Smoke