Chapters tagged sissy

Air headed bimbo route 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...

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A wild sub action 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...

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5,138 Views

Ask for a mask 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...

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7,442 Views

Wearing a frilly dress 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...

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5,994 Views

A game of truth or dare 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...

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4,918 Views

If he is being open with you, you should return the favor 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...

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4,608 Views

Dare 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...

23 Likes

4,847 Views

Pastel with bows 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...

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5,112 Views

Has anyone else seen any of this? 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...

16 Likes

3,387 Views

Accept the screwup 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...

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3,159 Views