Chapters tagged sissy

by Coy-toy

Chapter 12

Your employer leads you wobbling on your new heels to the large display window. There are already two mannequins in the display, the right one dressed in full dominatrix black and white latex while the one on the left was wearing a stripper-esk nurse outfit. “You’ll be perfect r...

by Coy-toy

Chapter 13

You can’t focus on time in your position, your mind totally in each humiliating and arousing moment. Every time someone passes you try to stay as still as possible, hoping they don’t notice you. Most that do seem to care more about the entire scene, and seemingly don’t notice you...

by Nobody567

Chapter 14

Your arms strain against your restraints as you unconsciously begin to hump the air. The strap-on continues mocking you inches from your face. Your body begins to shake more and more, a mixture of muscle soreness and increasing desperation for release. You moan out in need as you...

by Nobody567

Chapter 15

You hear the bell from the front door as she enters into the store. You completely lack words and thoughts for what is going on as it is just too much to process. The embarrassment, the fear and worst of all the arousal held back by the chastity device confining your penis. Wh...

by Nobody567

Chapter 16

“WOW I can’t believe what a sissy you are Sam!! And the mess you made here do you feel better now that you had a potty little girl?!” She walk around into your view as you feel pain as your cock strains against its restraints. Before you stands your crush fully clad in a leather...

by Nobody567

Chapter 17

Your lust addled brain breaks “yes I’ll do anything!! Just pleeeaaase!!” She gently slaps your face with the end of the strap on “that’s a good girl but first you will have to earn your release.” She drops the strap on then moves the mannequin and pulls a platform that she stan...

by Coy-toy

Chapter 10

“Mistress?” You whimper. “I’m... I’m sorry for speaking out of turn, but this is too much. I mean... I just came in here for a part time job and now it feels as if you are enslaving me.” Her demeanor softens, and she hushes you as she pulls you into her in a motherly fashion. “T...

by Coy-toy

Chapter 11

This whole situation is just to much. Even if you liked some of this... and though you wanted to deny it you did... you are still a man damn it! You have your pride, and won’t just be... blackmailed like this! You stand up, wobbling a bit to find your balance through the heels a...

by Coy-toy

Chapter 12

You think you know the area well enough that cutting down the dark alley could knock off a few minutes of walking... plus whoever was walking toward you in the distance wouldn’t see you up close. You wobble as quickly as your heels will allow into the dark and foreboding corridor...

by Coy-toy

Chapter 13

You start backing away, when you suddenly feel a hand over your mouth and an arm around your chest, as a female voice speaks softly but threateningly in your ear “my my, what do we have here? I would say a girl lost in the wrong area, but dressed like that you must be searching f...

by Coy-toy

Chapter 12

Figuring the stupidest thing you could do right now is leave the publically lit area, even if it means suffering some humiliation, you walk ahead down the sidewalk. You see the person ahead of you is a woman jogging with music pounding in her ears, but that isn’t enough to distra...

by Coy-toy

Chapter 13

You decide that police are there to help, and a little embarrassment is worth not being alone and . You walk up to the cop car, knocking on the window lightly. Nothing. You can’t see inside, and think of looking closer when you hear a voice behind you. “What are you do...

by Coy-toy

Chapter 8

She starts by handing you white latex socks, which you have to sit down and get help to slide on. They seem to resist the whole way up, but once they are smoothed out it feels amazing. They cling so perfectly around your smooth legs it enhances each sensation. They have little sl...

by Coy-toy

Chapter 8

Lucy starts by handing you bright baby blue panties, covered completely in ruffles. “Now be a good little sissy and put these on.” You slide them up, and are amazed at just how soft they feel on your legs as they slide up, and how tight yet perfect they feel once they are in plac...

by Coy-toy

Chapter 9

She grabs a big blond wig from a nearby display, and puts it on you. You see it has two long pigtails, that you can feel the weight swing with every twist of your head. “There! Blonde is a great color for our new little bimbo. Now makeup, then you can begin!” She finishes you of...

by Coy-toy

Chapter 10

You aren’t sure why, you had never thought these words before, but it simply felt natural to respond “Yes Mistress, thank you.” You started to blush as you realized what you uttered, but didn’t get the chance before she responded “aww! You really are perfect. Maybe you were born...

by Coy-toy

Chapter 8

Lucy suprised you, handing you only a soft satin pair of pink panties. “Oh don’t worry sweetheart, we simply aren’t ready for the fun to begin yet! There’s nothing quite like a sissies first time getting dressed, so we want to make sure everything is good with the cameras and the...

by Coy-toy

Chapter 3

You first notice your thin arms are covered in a fine white lace, ending in pink leather cuffs locked around your wrists. Lifting your arms to inspect them, you noticing small gold shaped padlocks jingling on each cuff. You next notice your body is covered in the fluffiest and fr...

by Coy-toy

Chapter 4

Thinking back is hard, as your head is aching and spinning. It takes a few seconds to recall, but the last thing you can thing you remember was being on a date with your girlfriend. You and Kelly have been dating for about a month, and had met in one of your classes at school. S...

by KailineCrystal

Chapter 7

You think that you recognize voice - it was Kelly’s step sister - Jane. But you can’t understand what is going on and why she is doing it. “Mmmphh” - you try to ask, but only this sounds came through ballgag in your mouth. You hear laughing, and Jane says: “What a lovely sound...