Chapters tagged sissy

by Coy-toy

Chapter 16

Your mistress stays long enough to watch you walk up to stairs carefully, balancing against the wall in your stocked bondage and locked heels. The upstairs is smaller than down, and the first room you start in surprises you. You’d think it was for a little girl if it wasn’t for t...

by Coy-toy

Chapter 7

“Please… please Helen, don’t do anything with the photos.” You stand up, hands held in front of you begging. She smirks, saying “freeze sissy!” You do, and she walks up to you. Afraid to speak, you obey instantly as she commands “hands behind your back grabbing your elbows. Feet...

by Coy-toy

Chapter 8

You are glad you have makeup on, as it’s covering up some of the massively increasing blushing. “Yes… yes ma’am.” She giggles and squeezes a bit, keeping hold as she wraps her body around you, pulling you back into her. “Aww, a cute little virgin! What, no girls interested? Or b...

by Coy-toy

Chapter 10

Pinned down ass up over the edge of your bed, you can’t see her but hear the unmistakable voice saying “there you are daddy! Oh? Um…” she’d clearly seen her son beg for a fucking while sissified, processing the info. Wait… Daddy? “There you are slut! Come here, I need some lube...

by Coy-toy

Chapter 9

“Is to ask for me to be your Mistress.” She whispers sultrily in your ear. A shiver runs down your spine at the thought, you almost beg right then! But her finger touches your lips, silencing you as she adds “Be warned, if you ask to be under my service I will train you to be min...

by Coy-toy

Chapter 10

Your new mistress pulls off her belt as you keep kissing her combat boots. You feel like you should look up, but as you haven’t been instructed you don’t want to disobey by stopping yet. Your mothers friend proceeds to use her belt to bind your hands together behind your back, be...

by Coy-toy

Chapter 18

Monica the wolf held you tightly by your hips as she thrusted deeper and deeper, each causing whorish moans to be released into Trish’s moist pussy. You tried to maintain your eager licking, but after another increased pace you could barely maintain simply keeping your face in pl...

by Coy-toy

Chapter 22

The two guide you back into the bedroom and to the closet, where they jointly strip you of your sissy kitty uniform, all while heavily groping you. You were in an horned up bliss, hands roaming your quickly naked body after hours or torment. Relief, though, wasn’t in your near fu...

by Coy-toy

Chapter 10

While you stammer and say anything that’s help, your employees hands start to grab you, stripping you down in the middle of the office. The hands forcibly turn, bend, and efficiently strip you, preventing you from resisting in any way. In moments your scrawny pale frame is on ful...

by Coy-toy

Chapter 12

You send the post out to all employees that all office dress policies are removed, with your utmost apologies. Maybe if you weren’t so flustered you’d realize you just removed all restrictions on wardrobe and appearance, not just what you had added. Now that was sent, you lean ba...

by Coy-toy

Chapter 13

“Can… will you please give me the solvent?” You ask your employees, both of whom snicker. Alice’s large breasts press into the back of your head as she leans closer, arms wrapped around you. “The solvent? I forgot to get some. But you know what? I’m sure to bring it to our after...

by Coy-toy

Chapter 14

Alice laughs behind you, her large breasts giggling behind you against your head. Jill smiles too, but her look is frighteningly predatory. “Aww they admitted they were a sissy! They are going to be perfect!” Alice giggles. “Yes, a perfect sissy maid. With enough practice. That...

by Coy-toy

Chapter 15

“With all of the excitement this morning, I never got my coffee. Why don’t you hurry downstairs and order me a hazelnut latte with extra cinnamon.” You frown. Not only could you barely walk in these heels, but the coffee stand was in the building lobby, outside your office and i...

by Coy-toy

Chapter 18

The elevator door open to your office floor, and you brace yourself. As soon as you take a few steps someone whistles and yells “sway those sissy hips for us!” And someone else “aww look at those tits giggle!” You bite your lower lip, just trying to make it to your office to del...

by Coy-toy

Chapter 22

The head of sales walks through the elevator doors, pulling your sissified bound form behind her. She sips her coffee between poking at how cute you’ll be in your date, thinking what the girls will say, and what to have you wear. “I have to plan with Jill. Let’s see… oh, Amber!”...

by Coy-toy

Chapter 18

The elevator door open to your office floor, and you brace yourself. As soon as you take a few steps someone whistles and yells “sway those sissy hips for us!” And someone else “aww look at those tits giggle!” You bite your lower lip, just trying to make it to your office to del...

by Coy-toy

Chapter 19

Unsure of what to do, and clearly still not in your normal mindset, you just go up to the largest group gathered hoping to knock off as many requests at once. The group you approached were four saleswoman, all in your requested skimpy work outfits. They were apparently talking a...

by Coy-toy

Chapter 20

As you step in, you get to see the cause of the earlier noises. Edwina, the newest hire in the IT department, was naked on your desk minus the rope that bound her hands pulled above and pussy exposed for use. The other girls around were wearing strapons, either freshly used or ab...

by Coy-toy

Chapter 4

You see a vibrant pink solid cage around you cock, fitting so snuggly it makes it look extra tiny. It had an internal lock, so there was nothing you could do to get out minus having the key she held. You don’t know how she put in on as you slept, and wanted to complain. After all...

by Coy-toy

Chapter 5

Unable to sleep, when morning starts you decide to play into this game with your girlfriend by getting up to make her breakfast. You put on the first underwear you can find in the dark, and head to the kitchen. While there, you spot an apron and put in on before getting to cookin...