Chapters tagged sissy

by Coy-toy

Chapter 10

Your body was so intent on worshiping the boots before you, you didn’t notice until too late Emma bending down and poking your forehead, saying clearly “mind wipe”. With that everything went white. You felt a poke on your forehead again, and Emma’s voice saying “mind clear.” You...

by Coy-toy

Chapter 8

You sigh, knowing this would be brought out at some point but surprised it’s so soon. “I’d be kinda shocked if you hadn’t already heard about this from Emma. But yea, two weeks ago we were out at a pool hall, and we bet on a few rounds of pool. We decided to make the night more i...

by Coy-toy

Chapter 5

After weighing the pros and cons, you ask the duo “um, is it ok if I wear some sort of mask? Like I’m cool with whatever we do online, just don’t want it to bite me in the butt in the future.” They both happily agree, and go to see what masks they have in all their fetishwear. A...

by Coy-toy

Chapter 4

Their were five pictures of Nathan posing on his knees in front of a mirror, wearing a frilly pastel dress as well as thigh high white stockings, heels, and a wig with long blonde hair. You almost didn’t recognize him at first, but when you went to mention it you saw his face was...

by Coy-toy

Chapter 5

“So I had an idea. Since game night was how you found out, game night is how we can... explore this.” He chuckles, sitting down uncomfortably close on the couch to you. “So I figured you had questions, and maybe some desires of your own. A friendly game of truth or dare to clear...

by Coy-toy

Chapter 7

“Yea, I mean, don’t think to far into this or anything. But the other night when I was, uh, having personal time, I may have looked at it to help me cum.” You look up, feeling flustered and see a wicked grin on his made over face. “Oh really?” He gloats, his heel slightly grindi...

by Coy-toy

Chapter 9

Feeling brave and wanting to increase the fun, you tell him dare. That wicked smile returns, and he sits up as he says as seductively as he can “you are being brave. So I’ll give you something I think you’ll like. I dare you to strip fully, and put on a pair of soft, silky pantie...

by Coy-toy

Chapter 10

The panties he handed you were white and pink, soft silk, with baby blue bows on it. You slid them up, amazed how soft they felt on you, and how good your ass looked in them. Your cock tip poked out the top, much to the amusement of your best friend. Nathan gave you nothing but...

by Coy-toy

Chapter 11

You ask your truth. Finally a slight blush comes through on Nathan’s face, if only for a moment. “Yes and no. You are the only one who knows me as a guy who’s ever seen this side of me... but I do have some internet friends I’ve made who have seen me fully decked out. They actua...

by Coy-toy

Chapter 16

He pushes his panties aside, skirt lifted, and you get your first look at exactly what he’s packing. His cock was long, hairless, and slender, with a pronounced upward curve. He rubbed his tip on your lips, and you could taste the precum. “Well little bimbo, you wanted it so bad...

by Coy-toy

Chapter 17

“Well, since you’re now officially a cock sucking slutty bimbo...” he says, his hand caressing your blushing face, “I think it’s time to finish dressing you like one. So your dare is this: get locked in a bimbo outfit of my choosing until you suck another cock.” You might have f...

by Coy-toy

Chapter 18

“Um, fuck, I guess I have to find a cock to get out?” He laughs, stradling your lap again so he can be face to face, his panties ass grinding against your now caged cock. “Oh sweet sissy, look how far you’ve come. Seeking out new cock on your own whim. I’ll help you find it, but...

by Coy-toy

Chapter 19

“If we put out the ad, would you do everything I do? We’d share the cock together?” “Sure my sweet sissy. We can be twinsies, and whoever we find we share in every way.” With that the two of you, well mostly him, wrote an ad and put it on a kinky site for local meetups: - Two...

by Coy-toy

Chapter 24

To your own surprise and horror, you don’t make any sound someone being violated by a cop should make. Instead, you find yourself letting out a very lewd moan, blushing and putting your head to the hood in embarrassment. Shit, why does it feel so good?! The sarge hears your moan...

by Coy-toy

Chapter 21

You don’t know why you are listening to your friend whose sissified you, locked you up, and is now asking you to join him in unknown further sexual humiliation on a random farm in god knows where... but seeing his pleading eyes and already turned on more than you’ve ever been bef...

by Coy-toy

Chapter 18

You feel this game has been so one sided... and while you feel frustrated and hate losing, you know there is a clear part of you that’s enjoyed being into this situation. Still, your pride won’t let you go down without a fight! “Before that, I think it’s only fair you hav...

by Coy-toy

Chapter 12

It may be unfair he isn’t letting you get a chance to truth, but you figure since you are picking your dare it’s ok, especially since you think there is a slight loophole. Pics wouldn’t be good, as he might want to dress you up more for those, and toys or bondage would be giving...

by Coy-toy

Chapter 13

You don’t know how long you sat there in a pinkish daze, but eventually you felt Nathan pull off the visor set and the lights from the room flood your senses. “Wakes wakey sleepy head, how do you feel?” He says as he releases the Velcro that kept your hands in place. You notice...

by Coy-toy

Chapter 15

You have no thoughts in your head, only the utter need to devour this cock before you and get it’s sweet nectar. You don’t look up, don’t notice your sissy friend in complete bliss as you gobble your first ever cock. In your decor you lick and suck it all, from the tip, up and do...

by Coy-toy

Chapter 15

“Hello… Mistress?” You say, hoping it’s enough. “Better, but still not good enough. In the future, Goddess will suffice, as compared to your pathetic sissy ass I’m a celestial.” “Yes Goddess. I’m sorry goddess.” You say, increasingly anxious by all this. “Good girl. Now, if yo...