Sissies

The Present, Part 38

Part 38

When did Amy take his credit card?

Chris was more thrown by how casually Julia said it, as well as the sight of his card in her hand. It wasn’t as if it would have been difficult for Amy to slip into his room and grab his wallet; she and her friends had been upstairs while he was looking through dick pics before they left for the mall.



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This story is 70 words long.

Finding Eve: Chapter 1. Games and Forges

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Warning: This chapter contains a brief reference to sexual violence, including rape. It is not explicit, and it is only presented as a recalled fragment of memory central to the protagonist's identity. Reader discretion is advised.
 



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This story is 36 words long.

sissygirl

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Stories by
sissygirl

A true story of a young boy finding his inner girl, with the help of a loving mom.



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This story is 21 words long.

Orphan Petal 34

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Orphan Petal

January 2024 - Part 2

Things are about to change in Shirleys life



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This story is 13 words long.

The Making of an Heir Teaser.

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Myranda Whitmore: a woman in her mid-thirties, forged of unyielding authority and raw strength. She's the ultimate manipulator—the type no one dares refuse. No one, except her son, Eric Whitmore. At 13, he mirrors her commanding gaze and unblinking resolve, yet tempers it with a sympathy and kindness forever beyond her grasp.



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This story is 52 words long.

“Sissy Nickie: Begging to Be Pegged”

“Sissy Nickie: Begging to Be Pegged”

Synopsis: This is a lovely "cumming of age" story as young Nickie evolves from being a child to adulthood. Nickie and his family struggle with thoughts that he may be a Sissy; perhaps he isn’t.

The story unfolds



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This story is 45 words long.

The Present, Part 37

Part 37

It wasn’t as simple as reluctantly admitting that he liked the large dildo.

Julia had him stroke it as if he were jerking off his boyfriend–her words–and echoed her sentiment about how this was the perfect toy for blowjob practice.



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This story is 44 words long.

From Taylor to Tay-Tay, Chapter 6

Chapter Six

Once Taylor was sure that Sarah was gone, he made short work of removing the dress he had been wearing for hours at this point. Unfortunately, he couldn’t do the same with the panties. He was going to have to keep those on all night, as going commando made him even more nervous because of his size down there. For the next few days, he was going to have to be extra careful at school and at home, as the slightest glimpse of the waistband could be enough to sink him.



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This story is 94 words long.

Frat House Feminization

This standalone story is my submission for the literotica Halloween contest, if you enjoy it, feel free to go over there and vote!
https://www.literotica.com/s/frat-house-feminization
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This story is 30 words long.

The Flower Boy, Chapter 2

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Chapter Two

Sophie gave him ten seconds at best, interpreting her step-brother’s response in a more figurative manner. Why give him a full minute, when it was much more fun to surprise him? Either Sam was already wearing the dress, or still in the process of putting it on. If it was the former, amazing; otherwise, Sophie could double down about how he needed help.



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This story is 66 words long.

The Present, Part 36

Part 36

The rest of the way to the mall, Sadie observed Chris’s process for his latest task. After seeing how it amused the others, as well as how fun it was to get Amy’s cousin to stumble through explanations of why he was saving each particular picture, she kept up the questions and comments. Despite the inappropriate nature of what they were talking about, Sadie somehow managed to keep up her innocent demeanor. It was a confusing contrast to Amy’s smug attitude and Julia’s more dominant energy.



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This story is 91 words long.

Hand-Me-Downs

Bob finds panties in his drawer.

Bob in culottes


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This story is 6 words long.

From Taylor to Tay-Tay, Chapter 5

Chapter Five

Taylor had his phone now, which was one of the few improvements from the previous day. He dug it out from where he had stashed it in his backpack before daycare, planning on texting Anna to see if she was at the house. Before he could do so, Sarah plucked the device from his hand. “Taylor, this is just to be used for emergencies,” she said, “Is this an emergency?” She tucked the phone between her thighs for safekeeping while driving, correctly assuming that Taylor wouldn’t reach down there to get it back.



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This story is 96 words long.

The Present, Part 35

Part 35

He sighed and reached for the jewelry. It would be less involved to put on than the lifts, though he was well aware that he was silently implying that he wanted to look good for a potential boy by doing so. In fact, he expected one of the girls to insist that he needed to say it out loud like so many other things they had pushed for him to state in his girl voice.



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This story is 76 words long.

Sissy Sassi: Bimbo Popstar!

You’ve seen her caps, heard her singles and waited far too long! It’s time for the first chapter of Sissy Sassi’s mainline story! It’s currently the first of two, not counting all the singles and music videos! If you want to read and watch all the rest, subscribe to my patreon:
https://www.patreon.com/c/SissyGirlSammi
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This story is 62 words long.

The Present, Part 34

Part 34

Chris gradually added to the ‘collection’ he had just started, assuming this was not what the average girl did. While Julia seemed like the type to watch porn, he doubted she just sat around looking for nudes in her free time. At least, not this many.



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This story is 47 words long.

The Flower Boy, Chapter 1

Chapter One

“What do you mean, you can’t make it?”

It was the day before Fiona Turner’s wedding. She was by no means a bridezilla, though a last minute snag was bound to make anyone a little frustrated.

Her younger sister, Sophie, stepped a little closer to try and hear more than the single side of the conversation the others in the living room were getting from Heather. “Who is it?” she asked.



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This story is 75 words long.

How I Became a Sissy Wife for a Futanari Harem Queen: Chapter 2

An update to how far each story of mine is progressing:
This is the 2nd of 5 parts (thus far.)
Sasha Sucklove’s is 23 chapters in, with 9 public and 8 patreon only sections that will never be released publically.
Stud Clara and Sissy Missy (AKA, the DominaTech Saga) is 7 chapters in, with 3 public.
Bimbo 101 (AKA the Witch Universe) is 7 chapters in, with three chapters public.
Sissy Sassi is two chapters in, with one public.
And all 7 chapters of All-Star Sissy are public.



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This story is 80 words long.

The Cartel's Debt

The Cartel's Debt

Julio's long black hair flowed down his back like a waterfall, reaching past his waist. It was one of his most prized possessions, a symbol of his masculinity and strength. But all of that was about to change.



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This story is 41 words long.

From Taylor to Tay-Tay, Chapter 4

Chapter Four

Between the two options Sarah was pushing on him, one was obviously better than the other. She had thoroughly trapped him, too. It wasn’t just a matter of doing what he was told in order to keep those pictures from being shared; now he had to worry about Anna getting a confusing phone call about how he was absent from daycare. Considering how his sister and her friends had fully taken advantage of something as simple as him needing a ride to school, he couldn’t imagine how she’d react to all this.



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This story is 97 words long.

How I Became a Sissy Wife for a Futanari Harem Queen: Chapter 1

This is the first chapter of a new story and the next two are already on my patreon (with two more coming out there later this month.)
https://www.patreon.com/c/SissyGirlSammi

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This story is 34 words long.

All-Star Sissy: Postgame

This is the final chapter of Samantha’s story (I do have other content set in the Sissy Camp universe). It’s also my first completed, public story, so I want to thank everyone who has read so far. If you’ve enjoyed it, I’d suggest you subscribe to my patreon where we have 21 Sasha Sucklove’s, 7 Bimbo 101s, 7 Stud Clara and Sissy Missys, a few one shots and 36 captions.



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This story is 71 words long.

The Present, Part 33

Part 33

Earn it, how? He had already done more than enough to humiliate and degrade himself. Of course, most of that was from before Julia slipped the cage on him. And Amy was clearly treating it as something separate from the ever increasing amount of leverage she had on him.

He just waited for her to explain. Talking like a girl still wasn’t something that came naturally, even if he was getting more and more used to it after being chastised every time he sounded like a boy.



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This story is 89 words long.

All-Star Sissy: The Big Game

This is part 6 of 7 in All-Star Sissy, which is now completed (though I might do more continuations and spinoffs in the future)
If you want to read the last part, read the other stories in this universe, or even commission a story set in this world, check out my patreon:
https://www.patreon.com/c/SissyGirlSammi
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This story is 57 words long.

The Cheerleader

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A college cheerleader realizes that her femininity, good looks and sensuality are commodities that she can trade to improve her grades. With the help of her sister, she transforms from pretty boy to pretty girl and soon discovers that boys like her more than they should.



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This story is 46 words long.

The Present, Part 32

Part 32

Julia only needed thirty seconds or so to find a dress that would fit him. She pulled out a simple pink sundress that was appropriate for a ‘girl’ wearing underwear that was a lighter shade of the same color. “Try this on, Chrissy.” She handed it to him with a smile, acting like they were just two girls talking clothes.



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This story is 61 words long.

From Taylor to Tay-Tay, Chapter 3

Chapter Three



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This story is 2 words long.

All-Star Sissy: Ball Handling

This is part 5 of 7 of All-Star Sissy, a now completed story with 15 spin-off captions. If you want to read the rest of this tale, or check out the other stories in the Sissy Camp universe, check out my patreon.
https://www.patreon.com/c/SissyGirlSammi
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This story is 46 words long.

The Housekeeper Part 2

This part has sex scenes

On the way down to Sir’s office, I slipped into my room and quickly took out the bottom drawer of the dresser and threw the few possessions I had in the space. I put the drawer back and carefully made my way downstairs. The shoes felt strange. The heels were only two inches, but I wasn’t used to them.



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This story is 66 words long.

The Housekeeper

I feel my suspenders stretch as I reach up to dust the top shelf in the library. The stool wobbles slightly and I am afraid I may fall. I can feel “Sir’s” eyes on me as I work. I am so self-conscious that he may see my knickers as I work.



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This story is 52 words long.

All-Star Sissy: Starting Lineup

This is part 4 of 7 in All-Star Sissy (though with enough demand, I might do more continuations and spinoffs.) You can read the whole thing, and all my stories, on my patreon:
https://www.patreon.com/c/SissyGirlSammi
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This story is 38 words long.

The Seamstress and Her Moth Part 12

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XXXII. The First Week
 
Claymaker Reversal attempt #3



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This story is 7 words long.

The Present, Part 31

Part 31



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This story is 1 words long.

Working clothes?

Dedicated to Sephrena Lynn Miller, in the hope that this story fits her expectations. Thank you for all you have done for the group.


Working Clothes?

Frances and Jill were friends from a long way back. They had met in their nursery school and unlike many small girls, or boys for that matter, had not been selfish, but had played happily together with imaginative games like ‘Doctors and Nurses’ or ‘Mummies and Daddies’ for as long as they were awake.



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This story is 80 words long.

From Taylor to Tay-Tay, Chapter 2

Chapter Two

Taylor so badly wanted to correct her.



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This story is 9 words long.

sissygirl’s journey 7

I just wanted to touch on my love of Mary Janes since it was such a big part of my life, especially when I was very young and even into my life as a adult, I will cover it all and I hope it’s not too boring since I’ll probably be mentioning events that I have talked about before.



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This story is 61 words long.

All-Star Sissy: Fundraiser

This is the 3rd of 7 parts (story is now complete on my patreon) but I may continue to post in this universe with prequels, spin offs and other stories in the future.
https://www.patreon.com/c/SissyGirlSammi
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This story is 39 words long.

The Present, Part 30

Part 30

Chris hesitated. He wasn’t sure what to say; ‘pussy’ was so crass, while ‘vagina’ was something guys his age didn’t feel comfortable saying for some reason. That, and he was still recovering from the absolutely mortifying orgasm that Julia had just given him.

“I’m waiting, Chrissy,” Julia said. Her tone was stern and direct, yet with the hint of an amused lilt, “Say it, girl.”



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This story is 69 words long.

Caught

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The morning light filtered through the curtains, casting a soft glow on my sister’s bedroom. I stood there, my heart pounding, staring at the reflection in the mirror. My sister’s pink sundress clung to my slender frame, the fabric smooth against my skin. I had always been drawn to her clothes, to the way they made me feel… different. Not like Taylor, the boy. But like someone else. Someone I couldn’t quite name yet.



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This story is 77 words long.

From Straight to Sissy

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During a game of “Truth or Dare”, my friends dared me to dress up in my girlfriend’s clothes and ride her dildo. Now, you would think that this would be a little too extreme, but not for our friend group. Every game we played had something that most people would never do, especially with their friends. Anyways, since I wasn’t a coward, I accepted the dare.



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This story is 68 words long.

The Present, Part 29

Part 29

A single pump of Julia’s hand was all it took.



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This story is 12 words long.

From Taylor to Tay-Tay, Chapter 1

Chapter One

“Watch it, nerd!”



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This story is 5 words long.

Secret desires

The Present, Part 28

Part 28

The good news was, Julia stopped taunting Chris about his ‘interest’ in guys. However, the reason she let up was because her focus shifted towards the nearby strap-on she had just mentioned. She told Chris to stay bent over as she got ready, and also made a point to never stray too far from him. Every few seconds, she would pause to give his ass a squeeze, reach around for a stroke or two in order to keep him hard, and eventually slipped her lubed up fingers between his cheeks.



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This story is 91 words long.

All-Star Sissy: Hitting the Showers

This is the second chapter of All-Star Sissy. The third is currently up on my patreon and the next will hopefully be posted there next month. Thanks for reading!

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This story is 30 words long.

Sunday Morning Pantyhose Part 33

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Sunday Morning Pantyhose XXXII
By
Tracy Davis



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This story is 7 words long.

The Present, Part 27

Part 27

When Chris hesitated, Julia started by echoing the phrase he had repeated for her. “You have a fuckable ass, girl,” she said. As she spoke, she continued working the sweet spot she had found. “And you’ve been talking about your obsession with hard cocks all afternoon.”



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This story is 48 words long.

Sissi Sassi's Hot New Single!

This is Sissy Sassi’s newest release! All you Sassi fanatics better get your headphones and dance to the world’s greatest sissy popstar!
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Sissy Slut Summer
Feel So Empty, What a Bummer
Sissy Slut Summer
Feel So Empty, What a Bummer
Sissy Slut Summer
Feel So Empty, What a Bummer
Sissy Slut Summer
Feel So Empty, What a Bummer

The music thumped as video began, ushering in a new era of pop.



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This story is 74 words long.

The Last Sleepover 3

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The Last Sleepover

Part Three

At a sleepover with his childhood best friends, Elliot hears them making fun of a transgender celebrity. Elliot has always felt different and an outsider. He works to discover his true identity and when he does it's hard to accept. Elliot struggles between staying silent and standing up for himself. Will he reveal his secret or pretend to be someone he’s not?



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This story is 68 words long.

The Last Sleepover 2

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The Last Sleepover

Part Two

At a sleepover with his childhood best friends, Elliot hears them making fun of a transgender celebrity. Elliot has always felt different and an outsider. He works to discover his true identity and when he does it's hard to accept. Elliot struggles between staying silent and standing up for himself. Will he reveal his secret or pretend to be someone he’s not?



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This story is 68 words long.

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