Chapters tagged sissy

by Coy-toy

Chapter 4

You try thinking back to the last thing you remember before waking up. It all seems a drunken blur. You remember a friend convincing you to go to a party at Phi Epsilon Mu Delta Omega Mu , commonly known as Omega Mu. While they were known for throwing epic and hard to get into pa...

by Coy-toy

Chapter 5

The door at the top of the wooden staircase opens, and you quickly turn to see who descends. Three women enter and walk down the stairs towards you, their steps echoing in the large basement. The first woman was a particularly busty raven haired beauty, old enough to probably a...

by Coy-toy

Chapter 6

Alexia’s hand darts out and roughly grabs you by the back of your neck. “Try that again toy!” As you are honestly scared of the woman with a firm hold on you, all you can do is gulp and try repeating what you said in a more polite tone. “Can you please tell me what’s going on?”...

by Coy-toy

Chapter 6

Alexia quickly grabs you by your heavily curled blonde wig and pulls back hard. You would have though this would have removed it, but it is so well attached your head flys back. “Try that again with more respect, sissy!” She orders, instantly establishing her dominance to your c...

by Coy-toy

Chapter 4

You try to remember anything you can, but every time you think how did you get here, your head starts to hurt and your body feels weaker. Still, this is so strange you have to try, and you fight through the increasing pain to remember. Something finally comes to you! You remembe...

by Coy-toy

Chapter 5

Your train of thought instantly is interrupted by a video suddenly filling the screen. A strange music with a heavy beat begins, and you see yourself. Someone was holding the camera from their point of view, walking to you. You looked… well honestly cute! If you didn’t know it wa...

by Coy-toy

Chapter 6

You watch in horny horror as you are pushed to your knees before you throw yourself onto the massive black strapon cock before you. The camera holder chuckles “ohh you have promise sissy! Ohh you’ll be a fuckdoll yet!” For some reason every time you hear that term, you feel warme...

by Coy-toy

Chapter 5

Any train of thought you had disappears, as a woman’s face appears on the monitor. Though you don’t recognize her at all, in some part of your mind she seems extremely familiar. She is an older white woman, somewhere between her late thirties and mid forties. Her hair is extremel...

by Coy-toy

Chapter 9

“Now let’s see what you’ve got!” She challenges the chat. A flood of tips come in, each with ideas of what should happen, you realize she’s already made over a grand on this stream with just this! “Wow! You guys are nasty!!! Let’s see… oh, there are some wicked ideas here! Lock...

by Coy-toy

Chapter 9

Too terrified for your brain to function, you let out a weak whimper as you stick your tongue out, lapping up the small milk ring in the wooden table. “There you go kitty, lap it up.” Your red face turns even more crimson at being called a kitty, especially as she presses her kn...

by Coy-toy

Chapter 5

No one knew your secret. Hell, you didn’t know why you did it. But ever since you had accidentally stumbled upon a porn featuring sissies, you were entranced. It started with buying and wearing panties. Than a onsie. Then a maid outfit. Now, when you had a night alone, you’d get...

by Coy-toy

Chapter 7

Your flight or fight is truly stuck to paralyzed in place. She laughs, then notices something. Laying next to you was the keys to the cage under your dress, clearly something she understand as she walks up and swipes it. Dangling it, she says “oh you won’t need this…” This wakes...

by Coy-toy

Chapter 8

You aren’t sure what caused it to click, but something inside you decided to embrace the possibilities. Once you decided, it was easy to get up, shower, dress in boy clothes you know won’t last, and pack, you filled two duffel bags between your clothes, shoes, toys, and gear. All...

by Coy-toy

Chapter 9

“I.. I… I think it’s good?” You stutter, suprised this is where the morning is headed. “Well we will find out quick. Are those running shoes? Ok, here, strip real quick.” She nonchalantly commands, going out of the room to grab something. You’re so thrown off you don’t realize y...

by Coy-toy

Chapter 10

Just as you are thinking you are in the final stretch, the ass you are staring at suddenly stops, causing you to freeze and recognize your surroundings. “Hey Jenn, just out for a run.” Helen says, walking up to a woman you didn’t see until now. Standing in her yard with mail in...

by Coy-toy

Chapter 11

“Better keep up!” She says before she takes off. Exhausted, flustered, and honestly horny from all the teasing and humiliation, you just take off after her, forgetting everything. When you reach her front door a few seconds after her, she smiles, praising her good sissy. You note...

by Coy-toy

Chapter 12

All you can do is kneel and watch the silhouette of your mistress as she showers, straining in your cage and lustfully thinking of what might come next. When she finishes, she turns the water off and opens the door, spewing steam telling you to stand and walk in. As soon as you...

by Coy-toy

Chapter 13

You realllyyy want to feel her delicious pussy around even just the tip of your cock. Still, you don’t move, behaving and taking all the teasing your mistress gives. She turns back around, praising “my my, you look like you’re in pain you’re so needy! Still you obey, I’m very pro...

by Coy-toy

Chapter 14

Your mistress helps you get dressed, reminding this too will he a daily expectation while locking each piece on. The material is so soft yet sturdy, the cutest black and white maid dress that poofed shirt enough to show your cage. She said you wouldn’t be getting panties, as she...

by Coy-toy

Chapter 15

“Um… delivery for Helen?” Seth said standing mouth agape at the door. Shit! Seth was a friend from school, a nerdy kid you remember mentioning starting dashing for extra money. He stood staring at you, already shorter but more so with your heels, wearing a weeb anime shirt and je...