A Filly Named Jailbait

You are standing a few feet inside your apartment, trying to move without disturbing your tender jewels. Your shirt was covered in sweat, so you took it off before unlocking your door. Now, you just need to figure out how to remove your pants as efficiently and painlessly as possible. You start with the belt, which proves to be just as much of a pushover as its owner. When you grab the button, though, you notice something out of place.

A small, pink feather is tucked into the waistline of your pants, slightly ruffled from the walk home. You gingerly remove it and start to smooth out the barbs with your fingers. It's a few inches long and looks to be one of Jailbait's primary feathers. You place it on the coffee table and continue struggling against your pants. After a few long, painful minutes, you stand naked and victorious. You double check to make sure you locked the door behind you, then awkwardly waddle to the bathroom.

You turn on the shower and step in once it's warm enough. This shower serves two purposes; an attempt at cleansing your sinful body, and a safe place to furiously touch yourself. The best cure for blue balls is to orgasm as soon as possible, and that's exactly what you plan to do. You set a personal record and manage to finish in under a minute. And regardless of what Anon Jr says, you most certainly were not thinking about an underage horse riding you like a rodeo bull.

I'm so fucking pathetic. It has become your daily mantra; a reminder of just how little you deserve to live.

The relief isn't immediate, but it slowly fades as your erection wilts. Finishing up with your shower, you step out and grab one of the many towels you stole from the palace during your first week in Equestria. Sneaking them out was extremely easy; no one noticed you weren't actually pregnant. They just gave your stomach a strange look and then sighed. Ponies can be so stupid.

When you're completely dry, you slap on a new pair of boxers and take a seat at your favorite window. It's Sunday, so there are more ponies out than usual. You glance at the patch of grass where you first saw Jailbait stretching, but she's obviously not there. Her ballet classes are in the evening, if you remember correctly. Aside from Saturdays, you don't even know what days the classes are on.

You catch yourself wondering about the schedule of a children's dance class.

Have I truly fallen beyond morality and shame?

You realize that you no longer care.

The week passes quickly with little event. You don't see Jailbait again until Saturday evening, when she finally returns to her spot in the grass, escorted by her father. Noble says a few words to her, then starts walking back. She starts to stretch, but then glances up at your window. Seeing you there watching, she motions you down with a hoof, the shy smile making its reappearance.

You casually sprint down the stairs and out the door, nearly running over several ponies in the process. Stopping at the bench next to Jailbait, you try catch your breath while she laughs at your eagerness.

"Um... Anon?"

You immediately notice something off. Jailbait has never used your nickname before. It's always been 'servant' or 'human' except for the one time she sarcastically called you 'Mister Anonymous' when she first spoke to you. Looking up with trepidation, you are surprised to see the filly looking... nervous? That can't be right.

"Yes, Mistress?" You glance around after replying, worried someone nearby might have overheard.

"N-no, you can drop... that, for now. I just... I was w-wondering if you wanted to come watch me dance..." she quietly trails off at the end, making you strain to hear. Your brain takes a few seconds to process what the fuck is going on.

"Y-you don't have to!" Jailbait quickly says before you can respond. "I mean, I just wanted to let you know, and if you have any free time you can..." she's mumbling unintelligibly now. Your brain hasn't quite caught up yet, probably because you're a fucking moron.

Jailbait takes your silence as an answer, and she starts to ramble in a voice slightly louder than a whisper. "I-I know, it was stupid. I shouldn't have even asked. You probably don't even-"

"I'd love to," you blurt as you finally succeed in rubbing two brain cells together.

The filly just stares up at you, her mouth slightly open.

"...Really?"

There's definitely something going on here. I just wish I knew what.

"Yeah, it sounds fun." You nod your head with a smile. Her face lights up.

"Okay!" She grabs your hand with her wings and starts pulling you toward the building next to your apartment. "I'll introduce you to my, friends, and you can meet my teacher, Miss Frills!" You let yourself be pulled along, happy to see Jailbait so excited for once, but wary at the same time.

The building looks nothing like a dance studio on the outside. It's a small, yellow box with a single, wooden door facing the street. The only windows are near the roof, preventing you from seeing inside. When you're dragged through the door, your vision is temporarily restricted by the dim lighting.

Jailbait pauses when she sees the darkness, not releasing her grip on your hand.

"Huh? Where is... wait," she whispers to herself before turning to you with a sheepish smile. "Uh, I forgot I'm always the first one here. I usually wait for Miss Frills to arrive before going inside, but she's not here, yet."

"Should we go back outside?" you suggest, gesturing toward the door with your free hand.

"...Sorry," Jailbait mumbles before turning to the door.

Right as you close the door behind you, a sharp voice makes you jump.

"What were you doing in there?"

You turn to see a jet-black earth pony mare glaring up at you. Her white mane is pulled up in a tight bun, giving her a very professional look. You notice her ass tattoo is actually an ass tutu—a white silhouette of the hind legs of a pony wearing a frilly ring just above its flanks.

"Miss Frills!" the filly behind you pipes up, releasing your hand to give the mare a hug. "This is my foalsitter, Anon. Is it okay if he watches us today?" Her voice is overflowing with excitement, making you smile once more.

"I don't see why not, but why were you two in there?" She doesn't even glance at you.

"I... I wanted to introduced him to everypony, but I didn't realize how early it was," Jailbait laughs nervously with her ears splayed back.

"Hmph. Well, no matter. I'm here now, so we can go inside. Nice to meet you, Mister Anon," the mare walks past you into the building, still refusing to look at you.

"The pleasure is all mine," you mutter, watching her flank sway as she walks. Chalk one more point to earth ponies having the best asses.

You sit in a chair next to a rubber mat that stretches across nearly the entire floor. All the foals have arrived and are sitting on the mat in front of Miss Frills. To your surprise, you see a few colts in the group. Most of them are staring at you in wonder, while the rest seem a bit afraid of you. Jailbait is bouncing in place, eager to finally introduce you to her friends.

"Alright, young ones," Miss Frills says in a much softer voice than previously. "You have undoubtedly noticed our guest by now, so JB here will introduce him to you all." Jailbait jumps to her feet and dashes to your side, grabbing your hand with her wing again. She pulls you to your feet  and over to the spot where her instructor previously stood. The foals don't seem afraid of you now that Jailbait is next to you, still bouncing and grinning.

"Everypony, this is Anon. He's my foalsitter," the pink filly proudly declares. The group lets out a few 'oohs' and 'aahs' in response. "He's here to watch me dance. It's okay to be jealous, I don't blame you." There's the cocky attitude. What happened before?

"Also," she continues before glancing at you. When she makes eye contact, her body stiffens and her confidence drains away. She turns back to the small crowd. "He's... uhh... Y-you can look at him, but don't touch!" she practically yells that last line, her face growing red. You notice her legs are shaking. What the actual fuck? Is she sick?

Miss Frills seems to notice as well, because she quickly speaks up. "Thank you, JB. Alright everypony, find a partner and begin stretching. We only have one more week until the recital, so let's work extra hard today!"

You watch in confusion as Jailbait grabs the nearest pony—a blue unicorn filly—and drags them to the opposite side of the room. All the other foals quickly find partners and begin their stretches. Miss Frills watches in silence before turning to you.

"May I speak with you for a moment?" she asks in the harshest polite tone you've ever heard. Who pissed in her cornflakes?

Not waiting for a response, she walks off to a small office at the back of the room. Following behind her, you take the opportunity to continue staring at dat ass.

The dark mare closes the door behind you and you hear a lock click.

"What the buck did you do to her?"

...I'm going to prison.