Chapters tagged sissy

Your secret sissy side 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...

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4,010 Views

Nothing until 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...

18 Likes

1,848 Views

Get ready 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...

16 Likes

1,661 Views

Good enough 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...

12 Likes

1,235 Views

Helen has you stop. 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...

14 Likes

1,255 Views

To bathe with her 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...

12 Likes

968 Views

Your obedience is rewarded 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...

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542 Views

You are still obedient 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...

9 Likes

559 Views

You’ll be working on posture 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...

7 Likes

503 Views

Your buddy 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...

9 Likes

491 Views