A Filly Named Jailbait

You stand there, letting the cold water flow over you, but your erection is completely unaffected. It's telling you to give up; you have no chance of winning.

But, penis, she's a little girl.

Your penis responds by throbbing and becoming even harder, almost painfully so.

You sick fuck. How could you do this to me?

You slowly realize this is one game you simply cannot win, because you don't even know how to play. Sighing in resignation, you turn off the water and start to towel yourself dry.

You win this round, penis. It always wins.

You feel dead inside as you shuffle down the hall, completely naked. You pause in front of Jailbait's bedroom door, hand on the knob. Anon Jr is urging you forward, tugging at his leash. The words of your late grandmother echo in your mind.

"Sometimes, you just have to let go of all control, and hope everything turns out okay."

You feel your resolve strengthen. You'll do it. You're going to fuck this filly senseless. You have to.

For Grandma.

Anon Jr is practically foaming at the mouth now, anticipating the sweet taste of forbidden fruit lying just beyond the door. Your mind at peace and your soul burning in hell, you open the door.

"Welcome back, servant. Let's pick up where we left off, shall we?" Jailbait is lying on her back, front hooves behind her head, back legs crossed chastely. Her short, yellow mane is slightly damp from her own recent shower. If you were a better man, you would turn around now and never look back, but you passed the point of no return a long time ago. You shut the door behind you.

When she finally turns her head to look at you in all your naked glory, her pink coat immediately blushes a deep red.

"...O-oh." Her momentary shock fades and is replaced by that fucking smirk. "I see you're eager to serve your mistress. Perhaps I'll allow you to cum for being such a faithful servant."

You're getting really tired of this master/servant bullshit. She's one-tenth your size, for fucks sake! When she pulls a pair of handcuffs out from behind her head, you immediately remember why you're doing this in the first place.

"Now come here and let me put these on," she commands. Your erection throbs again.

Really?! Fucking really. Of all the obscure fetishes, you choose being dominated by underage horses. I'm very disappointed in you.

Anon Jr doesn't care. He's drooling now, eagerly awaiting his release.

You walk over to bed and she motions for you to sit against the pillows, which are propped up against the headboard. Doing as instructed, you hold your wrists out, ready to get 20 to life. The first cuff goes around your left wrist, before being pulled above your head. You raise you right arm without prompt because you're a filthy degenerate. The second cuff goes through a hole in the headboard before latching onto your right arm. Your last chance of freedom is gone.

"Mmm..."  Jailbait moans while biting her lip. "You're much more compliant than my other sitters were. I like that."

I fucking knew it. Were all the other sitters arrested? Did she just let them go free? ...How the fuck have her parents not noticed anything?

The filly gently positions herself on your stomach and slowly starts to grind her hips against you. "Are you ready for your reward?" She feels your arousal throb against her flank, and her smirk returns. "I'll take that as a yes... Now beg for it."

Oh my god penis stop.

"...Please, Mistress."

"Please what?"

"Please give me my reward." You're practically ready to cum already, and that fact fills you with shame.

"Do you think you really deserve it? You're supposed to be in charge, and yet here you are. Chained to the bed of a foal. You aren't very good at your job."

"I've done everything you've asked!"

"And don't you think that's kind of pathetic?"

Anon Jr thinks it's fucking fantastic, apparently.

"But you're right, you have been a good servant. So here's your reward."

Your mistress slides down your stomach and over your shameful erection, leaving a slick trail as evidence of her own arousal. She stops at your thighs, now eye level with Anon Jr. She grabs the base of your dick with her wings and slowly moves the tip to her lips.

"Good boy," she says with a kiss. Opening wide, she sticks out her tongue and drags it from base to tip. You let out a gasp of pleasure.

"You know what? I've decided to let you be the one." Your foggy mind can't comprehend what that means, but Jailbait continues. "I'm actually a virgin, and I want you to change that, my good and faithful servant."

That pushes you over the line. Your body tenses and your eyes close. Sensing your release, Jailbait envelops your dick with her lips, expertly wrapping herself tongue around the shaft. Your cum explodes into the filly's mouth, and she eagerly swallows every drop. When you're finally spent, she slowly lets you go with a loud slurp.

"Mmm... You taste different from stallions, but it's not bad. We're gonna have to work on your stamina, though."

Your cloudy mind manages a single response.

"Yes, Mistress."

"Really? You're willing to come back next weekend?" Ambrosia looks surprised at the idea. "Not that I think it's a bad thing, it's just that every other foalsitter we've had before didn't really get along with JB. None of them want to watch her again."

"She was very well-behaved, ma'am." Out of the corner of your eye, you see the filly in question walk by, her flank swaying. "I'd love to watch her more often."

"Then it's settled!" Noble loudly declares. "You'll be our permanent foalsitter from now on. Pleasure doing business with you, Anon."

You shake Noble's extended hoof with a small smile.

"The pleasure is all mine."