On A Friday

by ScousePone

Rating: mature
Tags: My Little Pony: Friendship is Magic, Other, Romance, Pinkie Pie, Sex, Slice of Life, Anthro
Length: 4816

When Pound Cake is depressed on a Friday night, Pinkie Pie helps lift his spirits in a very special way

When Pound Cake gets upset because he has nothing to do on a Friday night, Pinkie Pie helps lift his spirits by spending some alone time with him. NOTE: CHARACTERS ARE AGED UP

Featured on Equestria After Dark!

Proofread by SolidFire and Atrodilla

Cover art by The-Unicorn-Lord

Published 2014-09-06 04:10:07 UTC
Last updated 2014-09-06 04:10:07 UTC

Chapter 1

Wiping the cloth across the table, Pound Cake let out a depressed sigh. The table was nearly spotless, as he had been wiping it down for the past fifteen minutes, but he was uninterested in doing anything else. It was well into the night outside, but the streets were illuminated by lampposts. Pound watched ponies walk by, their shadows teasing him with the prospect of a wondrous, adventurous Friday night.

Friday night. His stomach turned just from thinking about it.

Tormented by the nightlife, Pound Cake looked away from the window and tossed his dirty cloth on top of the table before slumping down into a chair. He could see his reflection in the table, but all he noticed was longing. A desire for something new, something he’s never experienced before, something that didn’t involve getting covered in flour.

“Thank you very much and have a great night!” The cheerfulness of Pinkie Pie snapped him out of his depressing daydream, her bright voice filling the room as she sent off one of their last customers with a box of delicious, freshly made cupcakes.

Pound Cake looked at her from over his shoulder. She’d been working all day, like usual, but she was still full of energy and wearing a pleasant smile. She hummed happily as she prepared another batch of sweets, swiftly tying up the package’s string like she’s done a million times before. His spirits were lifted a little just by watching her, but not by much.

Even though Sugarcube Corner was owned by his parents, Pinkie was the one that taught Pound more about making treats… or maybe she just made it more enjoyable. His parents made it a lesson while she made it an activity, lifting his spirits with a song or a game whenever he got frustrated. His favorite childhood memories usually involved her putting a smile on his face.

“There we go, that’s an adorable little package if you ask me!” Pinkie placed her hands on her thick hips as she admired her craftsmanship. A light blue box was wrapped up in a pink ribbons tied into a nice, puffy bow.

“Who’s the present for, Pinkie?” Pound Cake asked, trying to put a smile on his young face.

“For me!” She chirped with a little hop, “I baked up my own batch of cupcakes that I’m gonna give to myself tomorrow. It’ll be a whole lotta fun because it’s like opening a birthday present!”

“Why don’t you just eat them now?

“Because it’ll give me something to look forward to tomorrow!”

Pound Cake rolled his eyes jokingly. “I don’t get it, but I guess you’re right.”

“You get all those tables nice and clean, Poundy-pie?” Pinkie asked sweetly, placing the box of sweets on the counter and grabbing the broom.

“Uh, not yet, I got, like, one more to do,” he replied before grabbing the cloth and cleaner.

“Okie dokie lokie.” Pinkie smiled as she started sweeping up around the counter. “But get them cleaned up soon so we can close up the store, okay?”

“Sure thing, Pinkie,” Pound Caked said flatly. Pinkie picked up on his tone and paused momentarily.

Pinkie watched as he slogged over to another table. He let out a heavy sigh before wiping the table down.

“Is something wrong?” Pinkie asked with concern.

“Nah, everything’s okay.”

Pinkie was silent, rather annoyed that he would lie to her like that, but she could tell he was protective over whatever was bothering him.

“Pound, it’s pretty clear that something’s niggling at you.” Pinkie made her way over towards him, sweeping up all the dust in her path. “Why don’t you tell me what it is?”

He took in a deep breath and thought about stonewalling her, but he changed his mind when he looked her smiling, caring face.

“I’m just,” he paused briefly, leaving Pinkie on a cliff of suspense, “I’m so tired of being stuck here every night. All my friends are out having a good time without me. I feel like some exiled prisoner trapped on a deserted island.”

He tensed up as his voice overflowed with frustration. His ears drooped down while he placed his head over his arms on the table. Pinkie didn’t like seeing a friend upset, but she couldn’t stand when it was someone important to her.

“Pound Cake.” Pinkie placed her hand on his shoulder. “I don’t want you to feel sad about all that. If you want to go to a party, I’ll throw a nice big one here so you can invite anyone you want! Everypony loves a Pinkie Pie party!”

“I dunno, Pinkie.” He shrugged before sitting upright. “That’s nice of you to offer, but it’s more than the parties I’m missing out on.”

Pinkie tilted her head. “What else are you missing out on at a party? Parties have everything! Fun, games, singing, dancing, oh, I’m sorry if mentioning a bunch of super fun party stuff makes you feel worse,” she apologized, getting a light chuckle out of Pound Cake.

“It’s fine, Pinkie. I’m not sure how parties worked back in your day, but they’re a bit different now.”

“Back in my day? Are you calling me old, Mr. Smarty Pants?” Pinkie teased, playfully wagging her finger at Pound while she placed her hand on her hip.

“Okay, okay, you’re still young, but seriously, nopony plays party games and stuff at my age. Usually, you sit around, have a few drinks, and, well, my friends try and, uh, hook up with other mares,” Pound explained, a bit embarrassed by the last part.

“My old granny brain must not understand this term ‘hooking up’!” Pinkie giggled. “I’m surprised you don’t have mares over you all the time though with that cutesy wittle face of yours.” She placed her hands on his cheeks and squished them together, making him turn a deep red before ripping them off.

“That’s… kinda what’s got me down in the dumps.”

“Being a total chick magnet?”

“No, being a total chick repellent! I can’t get a single mare to go out with me! I’m not as muscular as other stallions and it’s like I can't do anything cool besides bake a cake or a pie or something. I even asked Pumpkin on what to do and she said that I should just be myself and be outgoing, but that never works! Whenever I do go to a party, I probably talk with, like, two mares before being tossed aside for cooler, more popular stallion. Meanwhile, like, all my friends are getting laid and I’m stuck finishing the job off myself…” Pound Cake caught himself. “Uh… did I say that out loud?”

“I definitely heard something about gettin’ laid in there,” Pinkie admitted. “Sounds like you’d rather have a one night stand than an actual relationship to me.”

Pound shrugged again. “I dunno, is that bad? It may sound kinda self-centered, but I just really, really wanna get laid and why am I so comfortable talking about this with you?”

Pinkie smiled, her large breasts bouncing as she spun around in place. “Because Auntie Pinkie Pie’s your bestest friend that you can tell anything and everything too!”

Pinkie was more than a friend to Pound Cake; she was a family member. He had known her his whole life. She changed his diapers, played games with him, read bedtime stories, and was always there whenever he really needed someone to talk to. He could always go to his parents for anything, but Pinkie was different. He never felt nervous or worried about what she’d say; most of the time he preferred going to her with his problems. His heart warmed whenever he thought back to her wiping away one of his tears, giving him a comforting hug or kiss, and then sending him off with a lollipop or a cupcake.

“It really sucks having to hear my friends brag about the mare they had last night while all I have to talk about is what kind of video I jerked it to,” Pound huffed.

Pinkie walked the broom back over to the counter, her wide hips swaying with every step. She knew how important something like this was to a stallion Pound Cake’s age. He wasn’t going to die if he remained a virgin for a few more years, but she understood his point of view. Having to hear about all your friends doing something you desperately want to do but can’t is almost like torture. She wanted to help him out, but he would need to go along with it as well.

“Hey Poundie,” she called, “I can help you get laid if you want.”

His ears perked up and he moved with a renewed sense of energy. “R-really? I mean, if it’s not too weird or anything. It kinda sounds weird. Is it weird? Hopefully it’s not, even if it’s weird that it’s not weird. What am I even talking about anymore?”

“It’ll be a piece of cake!” She beamed, hopping happily towards him.

Pound should’ve felt ashamed for watching her breasts bounce around as she skipped, but they were difficult not to notice. He felt even more ashamed that she had played a part in some of his fantasies. It was like she had gotten more attractive over the years, getting curvier as time went on. She still looked wonderfully young for being close to 40. Above all, he loved her breasts. Some preferred butts and others preferred breasts. Pound Cake was a lover of a mare with a nice, big, healthy pair on her chest that just begged to be squeezed. He’d be perfectly fine being completely smothered by Pinkie’s cans.

“Do you know a mare that would be interested in me or something?”

“Mhmm, indeed I do!” She nodded merrily.

“Really? That’s great! Wish you would’ve mentioned that sooner, but who is she?”

Pinkie Pie stood behind Pound Cake and placed her hands on his slender shoulders, the tips of his wings touching her wrists. She tilted forward so her breasts were resting up against his back and neck. Slowly, she slid her hands across his shoulders and to his chest, resting her palms against him as his chest started to rise and fall rapidly. She’d been with enough stallions to know that he wasn’t uncomfortable; if his body language and reactions indicted to her that he was, she would stop immediately. Pinkie lowered her head and placed her mouth close enough to his ear so he could hear barely a whisper.

“Me,” Pinkie whispered seductively. Pound Cake could practically feel the words coasting against his ear, cruising all the way to his eardrum.

“W-w-w-what?” Pound stuttered, feeling like his tongue was about to fly right out of his mouth and wiggle away on the floor.

Pinkie’s hands cupped his cheeks as she tilted his head upwards. Her light blue eyes were hypnotizing to look at. She blinked slowly and seductively before kissing him gently on his forehead. His face was flushed, his eyes wide. It felt so much like a dream, but it wasn’t. He was there. Pinkie was there. She was kissing him. He could feel her warm breasts squishing against his back. It was happening, it was real, it wasn’t a fantasy.

“P-Pinkie… isn’t this moving a little too… fast?” Pound murmured between his heavy breaths.

“I’ll stop if you don’t like it,” Pinkie assured, combing his mane with her fingers.

Stopping was the last thing Pound wanted. He was just taken aback by how Pinkie was acting. He couldn’t believe that the mare he had fantasized about so many times was actually coming on to him. She took his silence as a sign of approval and continued sliding her hands across his face and onto his chest before placing two fingers underneath his chin, tilted his head up, and brought his lips to hers. Pound let his eyes close as Pinkie’s tongue swirled around in his mouth. It wasn’t his first kiss, but it was a hell of a lot better.

When Pinkie pulled away, Pound Cake was still awestruck. He sat there in a dazed state, mouth still waiting for Pinkie to return. She giggled and closed it, snatching him back down to earth. She spun around to face him, straddling her legs over his lap. All Pound could focus on were Pinkie’s breasts inches away from his face, barely held back by her blouse. He inhaled her sweet scent , staring forward at her breasts as his mouth hung open. She pressed her nose against his and spoke softly once more.

“It wouldn’t be right for us to do this out here in the open. Let’s go upstairs, okay Poundie?”

Pound Cake fought to keep himself from fainting at those words, the boner in his pants struggling to get free. Pinkie stretched out her hand and grinned, her tail flicking around enthusiastically. Trembling with excited nerves, he gulped and lifted up his hand. Pinkie pulled him up from out of the seat, pulling him directly into her chest. She snickered as she stepped back, allowing him to breathe again.

“I’ll be waiting for you upstairs,” she cooed before walking off, her hips shaking with every step. Even at her age, her butt was still perfectly plump.

Pound Cake followed her, feeling as if he was floating along the ground with one obvious part of his body leading the way. Thoughts sped through his mind as he went up the stairs. What if he messed up? What if she didn’t like it? What if someone caught them? There were so many thoughts, he didn’t know which one to focus on; his brain was in overdrive.

He heard the doorknob click as Pinkie opened it. She’d been living at Sugarcube Corner ever since he was born. Pound wondered why she never moved out and found her own home, but she was as big of a part of the Cakes as he was, plus she liked the free cupcakes! Her room was kept nice and clean, the bed made perfectly and not a single speck of dust polluting the air.

“Go on and sit on the bed, sweetie!” She hummed happily.

Setting himself down on the bed, Pound blinked as he watched Pinkie approach him. His jaw dropped as she unbuttoned the top of her blouse, stopping halfway down. Wrapping her arms around his neck, she pressed her forehead against his.

“You do the rest.”

“O-ok-kay…” He floundered over the word.

His hands were shaking when Pinkie took hold of them. Her gentle grip calmed him down as she helped guide his hands towards the buttons of her blouse. They were so warm in his hands for the first time, full and soft against his hands. They felt even better than he imagined! He gave them a light squeeze, making her let out a tiny giggle as his fingers indented her breasts. His nervous hands fumbled over the buttons clumsily. He regained focus and finished the last button.. His heart was seconds from bursting out of his chest. Her breasts started coming into full view, slowly spilling out of her blouse. She pushed the sides of her blouse aside, letting her breasts fall freely and jiggle slightly.

Her breasts bounced up and down as she pulled her arms away. They looked even bigger in person.. He wondered how often she went without wearing a bra or even a tank top underneath whatever she was wearing. They were smooth and heavy in the palms of his hands as he cupped them, feeling her twitch in his touch. Pound squeezed and groped them, circling his hand around as he brought them to his face, pressing his nose into them to take in their scent.

Pinkie threw her head back slightly and let out a pleased moan. Most of the time, stallions were so rough with her, over-eagerly manhandling her breasts and butt. She didn’t mind it, but it was nice to have a stallion be gentle with her. She gasped suddenly as Pound’s fingers suddenly pinched her nipples.

“Oh my God, Pinkie,” he whispered as he switched between her breasts, “your tits are fucking amazing.”

She was warm with happiness knowing she was putting a smile on his face. His tongue ran across her short fur, flicking over her nipples and then circling around them. Pinkie grinned widely, amused at seeing him act like a hungry foal. He opened his mouth wide to suck on her breast, locking around it as his tongue flicked across her nipples and circling her areolas.

“So...awesome,” he said as he popped off of her breasts loudly, fidgeting in his seat to keep his mind off his raging boner before diving back in.

“Heh, g-goodie! I’m g-glad you like th-them!” she moaned, pressing her hands against her clavicle.

The bulge in his pants prodded insistently against her thigh like it was a kid asking if it could come out of time-out. Her hand reached down and gripped his bulge as he continued sucking on her. His eyes shot open like a firework.

“I’m guessing you’ve probably never gotten a blowjob before, huh?” Pinkie teased, her hand running smoothly over his jeans.

“Are you serious? Do you know how many times I’ve imagined that...er...fuck it, yeah, I’ve imagined that a hell of a lot!” Pound Cake chirped.

“Of course you have, silly! Every stallion has, especially the young ones! Luckily for you, I give, like, the best blowjobs in Equestria.” She winked as he squirmed around with uncontrollable excitement.

Pinkie got on her knees and gripped the waistband of Pound’s jeans. She fiddled around with the button, unzipped the fly, then slid the jeans off his legs and onto the floor. His member popped out and bopped her on the nose, dabbing it with a small amount of pre-cum. Though it wasn’t very thick, it certainly was on the longer side. It reminded her of Mr. Cake’s stallionhood, though she wasn’t going to tell Pound Cake that..

“Wowie, Poundie! I didn’t know you were this long!” Pinkie exclaimed, pressing her warm palm softly against the underside of his cock, raising it slightly to admire it.

“Yeah… I guess it is… is that good?”

“I always tell stallions not to worry about their dicks, but worry about how they use em’! If you can please a mare the right way, you’ll have nothing to worry about!” Pinkie said as she measured Pound’s cock with her fingers.

“B-but how do I do it the right way? I mean, like, what am I supposed to do? Does everypony have conversations like this during sex? Is it bad that we are!?” Pound Cake shot out questions like a machine gun.

“Don’t get all worked up over it, honey,” Pinkie said calmly. “Just take a deep breath, relax, and enjoy it! If that big ol’ smart brain of yours goes thinking about all these thingies, you’re gonna have a bad time!”

Pound was about to say something, but Pinkie flicked her tongue across the tip of his stallionhood, sending a shock down his spine. With just the tiniest contact from her tongue, Pound was already in heaven. Pinkie continued licking his cock, licking every inch down until she reached his balls, watching his legs flinch and tail swish around. His wings opened up slowly as he clutched the covers of the bed, throwing his head back to let out a soft moan.

“Oh my gosh, I didn’t know they would be this good!” he gasped, relishing in the pleasure.

Pinkie closed her eyes, wrapping her wet lips around Pound’s lanky cock. Reaching up one of her hands, she held his balls in her hand, caressing them with her thumb. Her tongue swirled around his cock, quickly drifting over his medial ring as Pinkie passed it. Pound Cake placed his hand on her mane, clenching his thighs as she took in all of his length. As her head bobbed up and down his cock, Pound Cake tightened his grip and grunted, subconsciously thrusting his hips forward.

“P-Pinkie…!”

His orgasm snuck up on him before he could get another word. The pleasure came rocketing through his body earlier than expected. Pinkie’s eyes shot wide as his moans filled the room. She had gone back down to the base of his cock when he started filling her mouth with his cum. She wasn’t expecting him to cum this early, but she still gulped all of his load down. He spurted out the last shots, panting quickly and heavily. Pinkie made a slurping sound as she pulled off of him, letting his stallionhood drip her saliva and a bit of his cum onto the floor.

“Wow, Poundie, I wasn’t expecting you to cum so soon!” she admitted, liking her lips clean.

“I… yeah… I probably messed up huh?” He panted sadly.

Pinkie rose up from the floor and wrapped her arms across his back, feeling his feathers tickle her fur. “You gotta stop being so hard on yourself, sweetie pie! Things like that happen all the time. Heck, I’ve seen it happen to the toughest, strongest stallions in Ponyville! It was your first time and you got a little too excited.” She kissed him lightly on his nose.

“T-thanks, Pinkie Pie…” He blushed, looking away.

“Sooooooooooo, how about we get this shirt off of you before we start round 2,” Pinkie suggested, already taking a hold of Pound’s shirt.

Pinkie slipped the shirt over his head, his feathers twitching as the fabric scanned over them. Pound Cake squeaked embarrassingly, clutching one arm with the other. The cool air was refreshing against his fur.

“You’re as red as a strawberry.” Pinkie poked his nose. “But as cute as one too!”

Rubbing his arm, Pound let out a nervous whine. He’d never been completely naked like this in front of a mare before. His body was thin and naturally athletic like most pegasi, even though he wasn’t much of a flyer. The only time he seemed to get off the ground was when he had to make a speedy delivery for Sugarcube Corner. Still, his genetics provided him with a nice physique that he always thought looked a little feminine, not that he minded.

“Oh my golly gosh! You have the cutest little body!” Pinkie chirped.

“Uhm, t-thanks… but it’s k-kinda wimpy…”

“I think it’s adorable. I just wanna eat you up!” Pinkie sung, snuggling her head into Pound’s chest.

Her fingers tickling his sides sent a shiver up his spine; his toes curling as she slowly rubbed his back right below his wings. She kissed him from his belly to his chin, enjoying hearing the faint squeaks and moans he would make. Slowly, she started laying him down on the bed, caressing his shoulders and chest, ditching her skirt along the way.

“P-Pinkie… this is awesome…” he whispered.

She responded with a kiss. He still couldn’t believe what was happening, but he loved it far too much to give it thought.

“Mind getting these panties off for me?” she asked invitingly, gripping his stiffening cock in one hand with the other placed flat on his smooth chest. She leaned back and spread her legs so he could get a good look at her white and green striped panties. Her pussy was damp with juices.

Pound’s hands quivered as they took hold of her panties, gripping tightly on the thin waistband. He slid them down her thick thighs, watching Pinkie’s pussy glisten with her juices. He’d only seen a mare’s bits in pictures and videos. Seeing Pinkie’s right in front of him like in so many of his fantasies was very much a dream come true.

She positioned herself above his stallionhood, slipping out of her panties. Pinkie Pie crawled towards him before stopping and crouching above his stallionhood, rubbing two of her fingers against her clit before lowering onto him. He immediately went half-lidded, completely overcome by the sensation of entering into the mare of his dreams. He slid into her easily, watching as her pussy enveloped his cock.

She smiled at him, happy to see that his eyes were as wide as the moon. Pound Cake slid in easily and moaned heavily. It was a billion times better than anything he had ever felt.

“How does a mare’s pussy feel, Poundie?” Pinkie asked playfully.

“The… best… thing…” He panted as he bit his bottom lip.

She slowly bounced on him, cupping her breasts in her hands and moving them around for Pound’s enjoyment. She would pull off his cock and grind against him, coating his cock with her juices. His hands tapped lightly on her cutie mark a few times before delivering a stern, sharp slap that made Pinkie peep. She giggled in response, Pound Cake gave her another slap, this time getting a giggle out of her.

“Oooh, some spanking! Nice initiative, Poundie!” Pinkie’s compliment gave him more confidence to give her another slap.

Her ass pushed back as she rode him before surging forward, almost like the ocean’s waves. Her tail tickled his balls, adding a new, but amazing sensation to his body. If he had to pick any mare in the world, Pound would have probably still picked Pinkie. She was just one of a kind.

Pinkie shut her eyes as she slammed her thick hips down, rapidly burying his cock inside of her. Her butt slapped against his groin, creating a sloppy sound that made Pound Cake even harder. His tongue hung out the side of his mouth as he breathed heavily and aroused, gently thrusting into her. Sweat dampened his forehead as he pushed upwards into her. His hair was completely bedraggled from their fucking. Meanwhile, Pinkie’s mane, surprisingly, remained perfectly in place.

Pound gripped Pinkie’s thick flanks tightly, holding them in place as he began to roughly fuck her, making her tits slap together. She moaned and squeaked adorably each time his cock filled her. She moved with the experience that fucking a different stallion almost every other night could get you. Her body’s movements reflected the years of experience she had under her belt. Watching her mane and body bounce while her pants and moans filled the room like she did in his fantasies was otherworldly.

“P-Pinkie… I’m getting r-really close!” Pound Cake huffed, slowly pushing his hips upwards, plunging himself deeper into Pinkie.

“D-do you want to c-cum inside? It’s o-okay if y-you do!” Pinkie assured between her panting.

“Your… your tits… I wanna cum on…” His words were lost as he tried to focus on holding his orgasm back, but Pinkie understood what he was trying to say.

She slid off his cock, her juices coating it and landing on his groin. Quickly, she smothered his cock between her breasts, using his pre-cum and her honey as lubrication. She looked up at him with her bright blue eyes and ear to ear smile. He groaned happily as her giant, warm breasts enveloped around his cock. Her nipples flicked over each other while she rubbed against his cock, the sight bringing Pound to the brink of his orgasm.

She felt him pulsate between her and pulled off his cock, breasts jiggling as she gripped his cock firmly. She jerked the full length of his shaft before aiming it right at the top of breasts. Pound Cake moaned loudly as he erupted, painting her pink fur with thick, white cum. She giggled gleefully as he emptied his load, enjoying the warmth of it gradually coating her fur. When the last few drops of his cum spluttered out and slid down his shaft, Pound Cake sighed heavily and collapsed back onto the bed, his cock slowly beginning to go limp.

“Holy moly, Poundie! That sure was a big load!” Pinkie remarked as she brought her breasts to her mouth to lick up his cum; oddly, it had a sweet taste to it.

All Pound could do was breathe heavily as he felt the touch of exhaustion wash over him. His eyelids shut slowly and his breathing started to steady. While she finished cleaning herself up, Pinkie watched him drift off to sleep like she did when he was just a little foal.

Pinkie gathered up their clothes, making sure to fold Pound’s neatly and leave them by the bed. She pulled the covers over Pound Cake, stopping at his shoulders before tucking him in soundly. Leaning down, she left a kiss on his forehead, her hand running through his mane.

“T-thanks… Pinkie…” he whispered while he was half asleep.

“You’re welcome, Pound Cake. Sleep tight and don’t let those bed bugs bite!” she said as she walked away from the bed.

The only reply she heard was the sound of him breathing peacefully. Pinkie flicked off the light switch and left, leaving the door cracked open.