Gay or Gilf?

by PRlNCESS CADENCE

Rating: mature
Tags: Applejack, My Little Pony: Friendship is Magic, Granny Smith, Feather Bangs, Porn, Apple Bloom, Comedy, Sex, Big Macintosh
Length: 4639

Feather Bangs needs to choose between whether he would rather smash Big Mac or Granny Smith.

Day 5 of the 12 Days of Feather Bangs!

Back when Feather Bangs lost out to Big Mac in his battle for Sugar Belle, Applebloom wanted to make sure that there wouldn't be any bad blood between him and her brother, so just to make sure, she invited Feather Bangs over for game night with the Apple Family! However, after the game takes a turn for the worse, Feather Bangs has to make a choice. Who would he rather smash? Big Mac or Granny Smith?

Be sure to leave a comment and tell me what you thought of the story! :eeyup:

Published 2018-12-18 21:10:01 UTC
Last updated 2018-12-18 21:10:01 UTC

Gay or Gilf?

Six days had passed since the battle for Sugar Belle, in which one pony won the heart of the most beautiful mare in Our Town, whereas the other was left with total loneliness. Despite how much he tried to play off how confident he was and how he was totally fine with Sugar Belle choosing somepony else over him, however, he was still aching inside, and Applebloom could see it as clear as day better than anypony else.

“We’ve gotta do somethin’ to cheer him up!” Applebloom told the other crusaders before they made their long trek back to Ponyville.

“What do you mean?” Sweetie Belle asked. “He seems fine to me.”

“Call it a hunch, but it seems like he’s not really as OK as he looks.”

“He did just get rejected by somepony he really liked,” Scootaloo chimed in.

“Exactly! We’ve gotta make sure he’s OK! Otherwise every time my brother comes back into town, they won’t ever talk to each other and they’ll never be friends!” Without waiting for the other crusaders’ response, Applebloom took off towards Feather Bangs, who was just a few houses over, flipping his mane and impressing three lovely young mares with his juggling abilities. “Excuse me, Feather Bangs, but could I talk to you for a minute?”

The handsome bachelor quickly stopped what he was doing and looked down at the filly, catching all of his balls without even looking, making the mares behind him all pass out from his overwhelming charm. “What’s good, little filly?” he asked with a smile.

“Listen, I just wanted to make sure you’re not gonna be upset with my brother after everythin’ that happened today.”

“No sweat, girl. This Feather’s already been picked up by the winds of change. Ha ha.”

Applebloom tilted her head in confusion, not sure whether he was being poetic naturally or if being rejected by Sugar Belle really put him in that much misery. “I get that, but… I just wanted to make sure. In fact, my family’s havin’ a game night a week from now! It’d mean the world to us if ya came!”

Suddenly, all the balls in Feather Bangs’s hoof fell to the ground as he broke out into a cold sweat, looking around everywhere except for Applebloom’s eyes. “Next week? Oh, dang! I actually had somethin’ to do a week from now. If only it were a day earlier. Oh, well! You guys have fun with your--”

“Then we’ll do it the day before!” Feather Bangs’s jaw dropped as he completely ran out of excuses. “I can’t wait! I’ll see you then, Feather Bangs!”

Feather Bangs wanted to say something, but all he could do was watch Applebloom as she ran back to her friends, leaving him with a jaw on the floor and a helpless expression. “Oh, horse feathers…”

Six days later, Feather Bangs arrived at Sweet Apple Acres for the Apple family’s game night, and even though he was happy to be following through with his commitment (if he could call it that), he still wasn’t too sure about how he felt hanging out with Big Mac. Their rivalry had gotten pretty heated back in Our Town, nearly ruining both of their chances to be with Sugar Belle, and he was still feeling pretty upset about losing in general. Not only that, but what if Sugar Belle was there too? Would he really be able to handle it?

Feather Bangs fought with himself for several minutes, standing in front of the Apples’ front door, constantly switching between hovering his hoof over the door and turning around to back out. Finally, he made his decision. He was going to leave after all, but right as soon as he made the choice in his head, before he could even turn around to start walking back home, the front door opened with Applebloom’s wide smile shouting, “Welcome to the party, Feather Bangs!”

“Heh heh… Yeah…”

He had no excuse now. With an uneasy tension gripping at his gut, he slowly made his way inside, being met immediately with three other ponies, all waving from the carpet for him to join them.

“Howdy, partner!” the orange mare said with glee. “Y'all must be Feather Bangs! My name’s Applejack, this here is Granny Smith, and I guess ya already know the others.”

“Hidy ho!” Granny Smith called out with a wave.

“Eeyup,” answered Big Mac, making Feather Bangs’s heart drop even lower than before. He knew that coming here was going to be difficult for him with everything going on, but he didn’t realize that he would be this upset just from seeing Big Mac’s face. He couldn’t let his emotions show, though, especially seeing as how they were trying so hard to make peace with him after all that had happened.

With a subtle, deep breath, Feather Bangs flashed his pearly whites, flipped his mane and said with his usual suave voice, “What’s good, Apple family? So nice of you to invite a humble pony such as myself into your beautiful home, and might I add, with such beautiful young ladies. Ha ha.” He winked at Applejack and Granny Smith, making them both giggle with their hooves over their faces.

“So what game did we decide we were gonna play?” Applebloom asked, bringing Feather Bangs along with her to join the circle of ponies on the floor.

“I’m glad you asked!” Applejack shouted with enthusiasm. “We’re gonna be playin’ would you rather, but we’re gonna do it with a twist!” Feather Bangs raised an eyebrow, wondering how somepony could put a twist on a game like that. “Whichever option you say, ya have tah go through with it!”

This was obviously a game where things could get uncomfortable, but the more Feather Bangs thought about it, the more he realized that this was the point of the game. Sure, he would probably end up having to do something embarrassing, but so would the Apples, which in and of itself was the perfect way to form a bonding experience. Despite how much he didn’t want to see Big Mac, he was with Applebloom in believing that there shouldn’t be any bad blood between the two of them, and this game was the perfect way to make that happen.

“I’m in!” Feather Bangs exclaimed.

“Great!” Applebloom exclaimed. “Then you can go first!”

“...Wait, what?”

“Don’t be shy, now!” Applejack said. “Go on and pick somepony you wanna ask a question to!”

The whole idea of the game “would you rather” was to make ponies choose between two terrible choices that they’d have no way of backing out of, but he didn’t know these ponies well enough to know what their boundaries were yet. He didn’t know if he should give them two crazy options or if he should start with something like “eat an orange or eat a pear.” That’s when he remembered, though, that whatever they ended up choosing, they would have to go through with it, and he couldn’t risk having them do anything extreme just yet.

“OK…” he began. “Applejack! Would you rather… run around the room like a chicken or have to speak only in questions for the rest of the night?”

Everypony around her was now staring at Applejack with excitement written all over their faces, waiting to see which Applejack would choose. This idea seemed simple enough. Both ideas were fairly eccentric, but they were still tame enough to not offend anypony, just in case they were the type to take things personally. Plus, with the options he had, one option was a far better choice than the other. All she had to do was run around like a chicken once and--

“I ain’t runnin’ around like no chicken, so I guess I’ll just talk in questions fer the night. Oh! I mean, does this mean it’s my turn now?”

“Eeyup.”

Feather Bangs couldn’t believe it. She legitimately chose to spend the entire night asking questions as her only means of communication rather than pretending to be a chicken?! Now he really had no way to know what their comfort level was, but fortunately for him, he would at least have a few more turns before he had to ask any more questions, unlike Applejack.

“Alright, Big Mac, would you rather dress up as a lady or wear Granny Smith’s extra pair of dentures?”

Big Mac sat deep in thought with his hoof to his chin, making Feather Bangs wonder how wearing a pair of dentures could even come close to wearing some silly old dress. After a few more moments, however, Big Mac stood up and walked upstairs, leaving everypony in the room with a silent anticipation that was so quiet, they could hear the sound of each other’s heartbeat. Finally, though, the sound of hoofsteps making their way back down the stairs filled the room, and when Big Mac returned, he was wearing a white and blue dress, a blonde wig and hot pink lipstick.

Granny Smith erupted with laughter. “Ya hated the idea of wearin’ mah dentures that much, didja, Orchard Blossom?”

“Eeyup,” he said at an octave twice his normal range. “Now, Granny Smith, I do believe it is my turn.”

“Lay it on me, sister! Ol’ Granny Smith can take anythin’ y’all try an’ throw at her!”

Big Mac giggled in his new feminine voice, giving Granny Smith a devious grin, which Granny Smith returned as she leaned in closer. “Alright, Granny. Would you prefer to sleep in the chicken coup tonight or give up your rocking chair for a week?”

“I ain’t givin’ up mah rockin’ chair! Y’all better keep yer filthy hooves off of it, ya hear?!”

“But Granny Smith,” Applejack began, “that’d mean havin’t to sleep--Oh, dagnabit! I mean, don’t you realize that you’d have to sleep with Buster the rooster?”

“I don’t care ‘bout no darn rooster! Back in my day, the roosters wouldn’t wake ya up in the mornin’ unless ya tucked it in and read it a bedtime story! The only thing I’m scared of is somepony sittin’ in my chair and ruinin’ mah seat cushion! I got it just where I want it, and I don’t need none of y’all messin’ it up!”

These ponies were crazy! Feather Bangs may not have lived in a place that one would call luxurious, per se, but he at least had a place to sleep better than a chicken coup! He couldn’t imagine having to sleep with a rooster just so he wouldn’t have to give up a chair, but what was even more ridiculous was how Big Mac changed into a completely different pony after putting on that outfit. If Sugar Belle saw something like this, there was no way she’d stay with him! Or… maybe Big Mac was showing the personality that Sugar Belle fell in love with in the first place?

“Oh! Pick me next!” Applebloom exclaimed, waving her hoof in the air.

“Alrighty, Applebloom,” Granny said with a sadistic cackle. “Would you rather eat yer veggies fer once or go tah bed at a reasonable hour from now on?”

Applebloom stared blankly at her grandmother, who seemed to be having the time of her life. “You’re a sick, twisted old woman. You know that, right, Granny?” Her grandmother, however, laughed even louder, making the other ponies in the room laugh along, waiting to hear what choice the filly would pick. “Fine… I’ll go to bed before 10 o’clock from now on.”

Granny Smith was now laughing so hard that her chortles turned into painful wheezes. “You’d rather spend yer whole life goin’ to bed early just so ya don’t have to eat yer spinach one time?!”

“That wasn’t a fair question! You know that I have a secret allergy to vegetables that nopony has discovered yet!”

“I shoulda just asked would ya rather eat yer vegetables or kill yerself!” Granny Smith smacked her knee from her own hilarity, but Applebloom just rolled her eyes.

“That just kills me twice! Anyway, my turn. Looks like I’m askin’ you this next one, Feather Bangs!”

All of the eyes in the room then fell onto the pony with the gorgeous mane, who had been silent throughout most of this game but would now have to join in on the embarrassment. He had seen what the other ponies had asked each other to do, and although they didn’t seem like the worst things in the world to him, they were obviously the worst choices imaginable for them. Luckily they didn’t know him too well, but that still didn’t mean that Applebloom wouldn’t come up with something that would give him nightmares.

“Bring it on, girl,” Feather Bangs replied calmly with a smile that hid his internal anxiety.

“Let’s see… what should I pick for Feather Bangs?” The way she said it made him feel like she would have to cater a question that would have to be specific to him, which could go one of two ways. Either she could ask him to do something that literally only he could do, or she’d go easy on him, seeing as how he was still new to the Apple family’s shenanigans. “I got it!”

Feather Bangs flipped his mane, portraying a confident image of himself and hiding his inner fears. “Lay it on me.”

“Would you rather have sex with Big Mac or Granny Smith?”

Suddenly, the stallion with the beautiful mane felt his heart drop to his stomach. This whole thing was a trap after all.

“APPLEBLOOM!” Applejack shouted angrily, making everypony flinch. “Y’all should feel ashamed of yerself fer--Uggghh! I mean, what are y’all thinkin’, askin’ our guest to make a choice like that?!”

“What?” Applebloom asked defensively. “Y’all talk sex all the time when you think I’m sleepin’!”

“...How late have you been stayin’ up, Applebloom?!”

Feather Bangs didn’t want to look at the two sisters fighting and yelling at each other, but when he looked at the other two ponies in the room, he was met with an even more awkward situation. Both Big Mac and Granny Smith were blushing profusely, looking away from Feather Bangs as he quickly dropped eye contact as well. Surely he wouldn’t have to go through with something like this… right?

“Now,” Applejack said firmly, “don’t you think you should apologize to Feather Bangs for even askin’ him a question like--”

“Don’t we get to hear the answer?”

Out of nowhere, all the eyes in the room turned to the green old lady, smiling wide enough to show off her own pearly whites while winking at the uncomfortable stallion.

“Granny Smith, don’t you think somethin’ like that is better left unanswered?”

“What in the blazes for?! It’s a good question! Big Mac is a girl now anyways!”

“Eeyup.”

Feather Bangs cringed, moving his face over to Applejack for support, but when Applejack looked him back in the eyes, all she could do was shake her head, silently communicating that she had done all she could. The worst part about all this was, if he hadn’t given Applejack that first stupid question, she might have had a better shot at convincing her grandmother to not force his answer. Unfortunately for Feather Bangs, however, that was not the reality of the situation.

“Well?” Granny Smith pressed further. “You’d obviously choose me, right?”

“Nope,” Big Mac replied, making Feather Bangs squint his eyes suspiciously. Whose side was he even on? Did he honestly want Feather Bangs to choose him?

Then, with his mouth curling into a smile, an idea crossed his mind that would make them so uncomfortable that they would drop the subject altogether, and if he was lucky, they might even be able to move onto a better game after this. Of course, there was always the chance that they would make him go through with whomever he chose, but if his options were gay or gilf anyway, it’s not like there was a right decision that he could make.

Sliding his hoof through his bangs seductively, Feather Bangs replied, “I would rather have Big Mac to start with Granny Smith as dessert. Ha ha.” Feather Bangs smiled to himself, honestly believing that what he said was the best thing he could have done, but all that came crashing down as he watched Applejack holding her face in her hoof, shaking her head miserably.

“That means you have to have sex with both of ‘em!” Applebloom cheered.

“What?! I--I mean, I’m not a stallion to back down on what he says, but I need to make sure that both ponies are willing to consent to the terms before proceeding.”

They had to back him up on this one! There was no way that they’d go through with it, but for some reason, both of them were still blushing!

“Granny Smith,” Applebloom said, turning towards her grandmother. “Are you fine with it?”

“Fine with it? I haven’t had a dick in fifteen years! I’ve been in heat so long that if mah pussy were a third world country, it’d be in a drought that not even Saddle Arabia could come back from!”

Again, Applejack shook her head in embarrassment, but Applebloom turned towards her brother with the utmost enthusiasm. “You’re good with it too, right Big Mac?”

The transgender stallion giggled, looked away and quietly said, “Eeyup,” fulfilling the requirements and once again leaving Feather Bangs out of excuses.

There was no way this was actually happening. This had to either be a nightmare or a setup. Was Sugar Belle watching from another room, looking to add insult to injury for failing to court her? If he didn’t come up with something quick, he was going to be stuck having sex with a dude and a walking corpse, but his fear was keeping him from any creativity he had stored behind his flowing locks.

“That settles it!” Applebloom announced excitedly. “Big Mac, yer up first!!”

Finally making eye contact with Feather Bangs, Big Mac rose to his hooves, approaching the other stallion in the room who gulped in fear. How was this even going to work? It wasn’t exactly like Feather Bangs had ever had sex with another dude before. Were they going to do anal? Was one of them going to have to give the other a blowjob? Who was the top and who was the bottom in this situation?

Once Big Mac was finally in front of Feather Bangs, however, he rose up to his hind legs, revealing his massive erection which was now hanging in front of Feather Bangs’s face. “Oh,” he said sorrowfully. “I guess I’m the bottom.”

“Eeyup.”

Feather Bangs took a deep breath, closing his eyes so he wouldn’t need to look at the giant phallus in his face, at least momentarily. Finally, he lifted his hoof, albeit slowly and shakily, up to Big Mac’s shaft and grabbed hold, making Big Mac shudder from the sensation he was already beginning to feel. He wasn’t going to get out of this. It was only a matter of time before he would have to get it over with, and with his mind made up, he quickly opened up his jaw and placed the penis into his mouth, squeezing his eyes closed in embarrassment.

“Does it feel good Big Mac?” Applebloom asked in curiosity, staring at the scene in front of her with all of her attention.

“Eeyup,” Big Mac replied, humiliating Feather Bangs even further. This was the guy that had beaten him in winning Sugar Belle’s heart, and here Feather Bangs was, sucking his dick. Was he going to have to go until Big Mac finished? Would he have to make both Big Mac and Granny Smith cum? Could Granny Smith cum?

Feather Bangs ignored all of the possibilities and continued to go to town on Big Mac’s cock, rubbing it back and forth while sucking him like a vacuum. Eventually it would all be over, but for right now, he had to do his best to endure the taste of Big Mac’s meat and try not to gag as his cock grew larger in his mouth. With one eye squinting open, Feather Bangs peeked over to see Applejack’s reaction in all this, but she was busy burying her face in her hooves, unable to do anything except ask questions, much like Feather Bangs right now.

“Make sure ya don’t get too excited there!” Granny Smith called out from behind her grandson. “You’ve still got me to take care of, and I don’t want you all tuckered out before it’s my turn!”

Of course. Banter. It’s not like this wasn’t already the most embarrassing experience of his life. Regardless, Feather Bangs licked up and down the edges of Big Mac’s dick, giving him an oral massage while his teeth gently caressed the top and bottom. His hooves, meanwhile, ran up from where his mouth could take in its maximum capacity down to the base where his balls were, which was still a long ways considering how well-endowed Big Mac was.

“Hey, Granny!” Applebloom exclaimed. “I just got an idea! What if Feather Bangs lies up against the couch so you can get on top of him while he works on Big Mac!”

“Applebloom!” Applejack shouted. “Don’t go around talkin’ like--I mean, does he really have to do this?”

“Yer darn tootin’ he does!” Granny Smith shouted. “If ah’m gonna be sleepin’ in the chicken coop tonight, ya’d better believe I’m gettin’ some booty before that!”

Feather Bangs cursed himself on the inside, but following through with Applebloom’s demands, he scooted his way over to the couch to his side, never letting Big Mac’s penis slip out of his mouth. Then, sticking his lower body between Big Mac’s legs, Granny Smith slowly moved her way on top of him, playing with his dick in her hooves like it was some kind of toy. He did his best getting his length erect for Granny Smith, even clenching his pelvis to send more blood in that direction, but he couldn’t deny how difficult it was to get hard when he had a cock in his mouth.

Eventually, however, Granny Smith found a way to put his length inside her folds (of which she had many), easing his limp phallus into her soggy undercarriage. “Hoowee!” she cried out. “This sure feels better than that time I tried usin’ the kitchen pan!”

“Granny, did you really use the kitchen pan for… that?” Applejack asked incredulously.

“Of course! That and the rollin’ pin. I personally prefer usin’ my hooves, to be honest, but they were at least nice experiments.”

“GRANNY! I cook with--I mean… Nevermind.”

Granny Smith didn’t seem to notice, however, as her hips began to gain a slow, steady rhythm on top of Feather Bangs’s pelvis, moaning quietly in her state of arousal. She wasn’t tight by any means, but he could feel her lower lips trying desperately to grab his dick and pull it deeper into her cavity. Feather Bangs, though, being the gentlecolt that he was, put one hoof to the floor for support and began lifting his hips up, humping Granny Smith with as much force as she was giving him.

“Don’t hold back, now!” she said, bouncing on top of him. “I just had my hip fixed and I’ve been meanin’ to use it!”

Feather Bangs had to finish this quick. He just wanted it to be over. With all the energy he had, he urgently sucked Big Mac even harder, ignoring his gag reflex as his engulfed more of his cock into his throat. His own dick, meanwhile, was finally beginning to grow stiffer, and with Granny Smith’s naturally wet vagina, he was able to slide his length through her at maximum speeds, making her moans grow even louder. One of them had to finish soon. He didn’t care which anymore.

Finally, even Big Mac was beginning to breath heavily, squeezing his eyes shut as Feather Bangs sent his pleasure center into a frenzy. He now knew who his target was, and stealing some of the energy he had been saving for Granny Smith, he rubbed Big Mac’s shaft at maximum force, running his tongue in circles violently around the curvature of his dick. He was almost there; he could feel it.

Fortunately, Granny Smith was so involved in her own world that she didn’t even notice how much energy he had stolen to help pleasure Big Macintosh. She was busy repositioning herself, turning around and putting herself in a backwards cowgirl pose, giving Feather Bangs a prime view of her butt as it collided with his hips. Big Mac, though, was on the edge, swinging his head back in ecstasy, breathing loudly from the sensory overload in his cock.

Then, suddenly, Feather Bangs felt something different happening. He could feel Big Mac’s balls beginning to sink into his body, and before he knew it, his hold shaft was beginning to pulse violently.

“Oh, eeyup. Ohhh eeyup. OOHHHHH EEYUP!!”

Feather Bangs then quickly pulled Big Mac’s genitals out of his mouth, which immediately began to shoot streams of thick, white liquid all over his face. He was being covered in Big Mac’s seed, which just kept going, pulse after pulse with no signs of letting up, but this meant that Feather Bangs was finally done with him. Even with semen decorating his face, he began to feel his heart lifting up, filling him with an overabundance of joy that--

“Hoo Nelly!”

Then out of nowhere, Feather Bangs felt something going on in his own body. Looking past Big Mac and over at Granny Smith, he immediately began to feel his own balls contracting, sending his sperm coursing through Granny Smith’s insides. Her warm, moist undercarriage seemed to almost invite his cum deeper, absorbing the semen into her body as his throbbing penis gradually died down. He must have been so excited to be done with Big Mac that his brain interpreted the dopamine rush to signal an orgasm, which Granny Smith seemed to be enjoying very much.

Finally, with both stallions having finished with their own orgasms, Big Mac stepped himself away from Feather Bangs while Granny Smith struggled to get herself up again. “A little help, Applebloom,” she called, with Applebloom and Big Mac immediately helping her off of Feather Bangs’s pelvis. “I gotta hand it to ya, Feather Bangs. You sure know how to pleasure a pony, and from the looks of it, you were pretty pleased yourself.” Granny Smith then motioned down to the semen which was beginning to leak out of her vaginal opening down onto the floor below.

That’s when Feather Bangs’s heart went through a spiral downward, realizing the possible consequences of what he had just done. “You don’t think--” he stammered, garnering a hearty laugh from the senile green mare.

“Y’all worried about me gettin’ pregnant? Ah hit menopause before you were even born!”

As disgusting as that was, Feather Bangs sighed in relief, but that was the only relief he had been given all day. “You guys wouldn’t mind if I used your shower, would you?” he asked, pulling some semen off of his face which stuck to his hooves.

“If you do, will you promise not to tell anypony what happened tonight?” Applejack asked with sincerity, to which Feather Bangs scoffed.

“Girl, who am I gonna tell this to? Sugar Belle?”

Then, everypony’s eyes went wide, and Feather Bangs suddenly realized that maybe coming to Sweet Apple Acres wasn't such a bad thing after all.

Author's Note

On the fifth day of Feather Bangs, Princess Cadence gave to me:

Five ponies shook, four apple friends, threeway sex, two stallions' cum, and the question, "What did I just read?"