Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 15 by Testytesterton Testytesterton

What awaits tomorrow?

You get put in your place.

"Wake up, bitch, you've got a busy day ahead." At first you wonder if you said it, but you look up and see your Mommy, dressed in a tight leather dress and knee high boots, with a very stern expression on her face...

"I saw how you treated your friend last night. I put cameras in your room hoping to see my sweet little switchy succubus making her first sissy girlfriend. Instead I found a spoiled bully brat who breaks her toys when she plays with them." You roll your eyes, unimpressed with her disapproval...

SLAP

Tears sting your eyes as the **** of her slap rattles your teeth. You forgot you weren't dealing with a confused closeted sissy, but you remember now. "Suh suh sorry, Mommy!"

"Hmm...we'll see about that. I've invited Brad over this afternoon. I'm sure your brother can put you in your place." Your mind reels. This was the last person you wanted to see you in your current state. He has spent your whole life bullying you, degrading you, and calling you a sissy. Now he'll have all the proof he needs that he was right, and a willing accomplice in implementing your punishment.

However, there is that little spark of superiority still burning inside you. An ember that only needs to be stoked. You handled Sam so easily, broke him into bitchy bottom bits without breaking a sweat. If you endure the worst Brad can dish out, it will prove you are a true succubus sissy switch. Who knows, maybe you'll even sniff out a little sissy in him and turn him out?

You head upstairs and find a leather dress that looks strikingly similar too Mommy's and slip into it. You admire your growing curves in the mirror as well as your budding b-cup breasts. You're feeling pretty confident as you stride downstairs and take your morning sissy pills. The sensual softness washes over you like a security blanket, but you still feel a surge of stiffness in your sissy shaft and you feel ready for anything...

That is, until you hear Brad's booming voice, "Really, baby sis? That's what you're wearing to your morning workout?" You jump in the air like a frightened fawn, spin and almost fall on your ass as you land. You see your older brother standing larger than life in a wife beater and workout shorts. His physique is oppressively impressive as usual, and you feel considerably less confident knowing he will be overseeing your daily workout. You look around in vain for Mommy, but she appears to have made herself scarce.

"Come on, Barbie. Mom told me you have been slacking off in your training since you begged her to make you a sissy faggot. She said you needed a firm hand...trust me, you don't want to feel how firm my hand gets!"

SPANK

As if to illustrate his point, or perhaps just add an exclamation to it, he lands a shuddering slap to your ass which sends you scampering to the gym, fighting tears with every scurrying step. You reach the gym, already panting, dreading your workout but also painfully hard and dripping in anticipation...

"So, mom says you are already doing squats, kegels, and weights. Let's see how far you can push yourself today before you beg me to breed your lazy, loser ass." You shoot Brad a scornful stare that doesn't quite make it to his superior smirk before you look to the floor, blushing. You position yourself over the dildo, trying to ignore his hulking frame to your side as you steady yourself...

SMACK

"Don't ask the dildo what it's doing after class...fuck it!" You yelp and seethe silently, but obediently sink down to the base and jolt up in an instant, intent on showing this jock you can keep up. You quickly find your rythm, wishing you had chosen a less restrictive outfit, but powering through to prove your point. You aren't sure if it's the latest dose of sissy pills making your sissy cunt even needier than usual, or his bullying presence bringing out the bottom bitch in you, but you find yourself whimpering and drooling far sooner than usual...

SLAP

"Come on, sissy, you can fuck faster than that, can't you?" You moan needily as you try desperately to appease him. The feeling of the hard rubber prick filling you feels much more intense than it did before, and you feel a terrifying gnawing build inside you as you pick up the pace. Brad is standing in your blindspot, smacking your raw, reddened cheeks with his hard cock, making you wish it was hard flesh you were bouncing on instead. You bite your plump, pouty lip to prevent yourself from begging him to fuck you, and pray you can last long enough to satisfy his sadistic standards...

THWACK

"I guess if that's the best you can do, we might as well move on to kegels." You swallow your pride, and a fair amount of drool as you slide of the dildo and pick up your anal beads. "No, this is going to be a real workout, use the big beads." He pulls out the largest beads on the rack, three times as big as what you are used to, but you don't dare argue with him. You press the largest bead against your ass, feeling the searing stretching of your ring struggle to slide around it, knowing you will then have to suck up each smaller ball with the power of your sissy cunt muscles...

SPANK

"I don't have all day, cunt. Get to work!" You fight back tears, your ass burning in pain both inside and out. You give everything you have and draw the next impossibly wide sphere inside you. The throbbing pain radiates to every soft, yielding inch of your sissy flesh, and all you want to do is beg for the thick cock sliding up and down the crevice of your doughy cheeks. You refuse to surrender, knowing your punishment will be worse than the pain your are struggling to endure now...

SMACK

SLAP

THWACK

"That's better, almost there. If you keep this up, I might even give you a nice thick reward later." You can barely distinguish his half hearted praise from his heated punishing slaps, but you keep going until you feel the handle of the beads settle snugly against your hungry hole. You struggle to stand on your wet noodle limbs, but you have somehow managed to meet another of Brad's impossible demands.

"Let's make this interesting. Keep the beads in while you lift your weights and we'll see how long you last before begging me to break you." You want to cry...you want to beg...you aren't sure, but you think you want him to break you. Instead, sweating, nearly sobbing, you lie back on the weight bench while your bully brother spots you..."Let's see if you can do a 100lbs and 100 reps."

The bastard...he knows you haven't done near that much at half the reps, and never with a belly full of beads begging you to get fucked. His hard cock...so much bigger and thicker than yours is hanging over your flushed face, dripping drops of precum threatening to land in your panting mouth.

You realize then you never had a chance of winning. Every task will only get more impossibly difficult than the last. Brad isn't testing you...he's training you. He sees what you never dared. You aren't a switchy succubus...you're a Bitch begging to be broken. And he's going to get the satisfaction of hearing you say it out loud. You hate yourself for giving in so soon, but you know it's pointless to fight the inevitable...

"Please...please breed me, Brad! Please break me! I'm such a worthless Bitch! Please punish me with your cock!"

You look up at him, deliriously **** for your own damnation...

Does he break you?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)