Sissies

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 Two

Chapter Two

Taylor so badly wanted to correct her.



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This story is 9 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.

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 One

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.

The Last Sleepover

sleepover2.jpg

The Last Sleepover

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 66 words long.

The School Bully

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The School Bully
A Vignette
By Maryanne Peters

It was the home of Jason Davis – the school bully. Jason’s mother answered the doorbell. Chrissy was still wearing the ridiculously short skirt, but had changed her top to something that better displayed her burgeoning breasts.

“Hello Mrs. Davis,” said Chrissy. “I am here to see Jason.”

“My God. It’s Christopher isn’t it?”

“Not for over a year now, but yes, it’s Chrissy now.”

“Come inside, Sweetie,” she said. “What a brave child you are. It must have been so difficult for you.”



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This story is 95 words long.

Sasha Sucklove's Sissy School: The Complete First Day

This is the complete story of Adam’s first day at Sasha Sucklove’s. We’ll be regularly checking in with him (soon to be her) and his classmates here. Now that the school, classes and characters have been established, I’m going to be posting the story in longer chunks, similar in size to this omnibus rather than the bite sized installments I’ve been posting so far. I’ll also be doing some spin-offs and new stories.



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This story is 79 words long.

Orphan Petal 32

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Orphan Petal

December 2023 - Part 4

Its Christmas



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This story is 7 words long.

Orphan Petal 31

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Orphan Petal

December 2023 - Part 3

Some doubt who Shirley is



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This story is 10 words long.

Orphan Petal 30

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Orphan Petal

December 2023 - Part 2

Chistmas is coming...



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This story is 8 words long.

The Present, Part 26

Part 26

Chris was still on the fence about all of this.

He wanted to fuck Julia, which might not happen if he failed to be open-minded about some of her kinks. At the same time, he was a straight boy. Yet she was still talking about hard cocks while easing him into something he had never explored or considered exploring until right now.



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This story is 63 words long.

The Present, Part 25

Part 25

As in, anal?

The phrase Chris had repeated countless times at this point about what he ‘wanted’ was never meant to be anything beyond satisfying the girls with the blatantly untrue words. He wasn’t into guys. He had never experimented with anything back there. And, because Julia was a girl, the obvious assumption was that he would be fucking her, despite how she had phrased it the opposite.



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This story is 70 words long.

Orphan Petal 29

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Orphan Petal

December 2023 - Part 1

Chistmas is coming and Shirley has never been happier



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This story is 14 words long.

The Present, Part 24

Part 24

Within a few more seconds, Chris was completely bare below the waist. At this point, enough time had passed since puberty that he couldn’t even remember how he used to look before he had body hair. Something like this, obviously. The worst part was, he was already below average in terms of size, and now looked significantly smaller without anything to frame things down there.



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This story is 67 words long.

Sara: Princess for a Day - Queen for Life

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Sara: Princess for a Day - Queen for Life

Before and after photos confirm that clothes make the man; while cosmetics and clothes can make the man a woman.

CancerSux2_0.jpg Uncle Stevie Before
Dee Liptious_1.png Aunt Linda After

If Uncle Stevie can be a girl why can’t I?



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This story is 46 words long.

The Present, Part 23

Part 23

Chris wasn’t sure how to respond to that.

Though he had begrudgingly shaved the rest of his body, his most private area felt like a reasonable exception. Amy was his cousin, and he had been correct about his assumption that she wouldn’t ask about something like that afterwards. Of course, that was back when it was just the two of them. With Julia included, and seconds away from discovering that he was not smooth where she was asking about, he was unexpectedly put on the spot.



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This story is 89 words long.

The Present, Part 22

Part 22

As Chris stepped back outside, the girls on the porch didn’t react in the slightest at first. He had expected something. A fit of giggles, a teasing reminder of one of the many things he had said under duress, etc. It was almost worse when they acted like this was business as usual, save for the casual female references.

“Thank you, Chrissy,” Sadie smiled, “Such a good hostess.”

“She learned from the best,” Amy said. She took a sip of her lemonade, then asked, “No drink for Julia?”



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This story is 90 words long.

The Present, Part 21

Part 21

Sadie reached into her purse to pull out whatever she was referencing, but Amy stopped her.

“Not yet,” she said, “I want it to be a surprise for her. Now, Chrissy. Be a doll and tell Sadie what you told me and Julia earlier.”



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This story is 45 words long.

The Present, Part 20

Part Twenty

She was kidding, right?

This feminine/sissy nonsense had already spun out so much more than Chris had expected. The main way he was able to reconcile the embarrassment of letting his cousin do all of this to him was the fact that there was a clock on it. Amy definitely wouldn’t be able to explain this to her mother; she was manipulative, but not that manipulative. Even if Chris couldn’t speak up for himself, as Amy now had that video to use as leverage, his current image was so much more extreme than a simple prank.



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This story is 101 words long.

The Present, Part 19

Part Nineteen



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This story is 2 words long.

The Present, Part 18

Part Eighteen

The visual of Amy’s words didn’t help in the slightest. Nor did Julia’s teasing suggestion.

Unfortunately, the whole nature of ‘Would You Rather’ was being stuck with two bad options. The immature game was just normally choices that were completely out of context, rather than a pointed question related to the thoroughly feminine transformation he had undergone. And there was no getting away from it now that his cousin had implied the blackmail that started all of this.



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This story is 83 words long.

The Present, Part 17

Part Seventeen

“Of course!” Amy darted out of the room and up the stairs.

Julia took Chris’s hand and walked him the opposite way towards the kitchen. “Better lighting in here,” she explained, “You do want your boobs to be just right, yeah?”

He didn’t dignify that with a response.



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This story is 52 words long.

Things They Made Me Do - Chapter 2

Things Edited.jpg
Uncle Charlie – Part Two

Julia tells her psychiatrist about Uncle Charlie's second visit. This time Uncle Charlie brings a friend to taste the delights that Julia has to offer. Julia is discovered in a compromising position by her mother and father and suffers the consequences.

Please heed the warnings as this chapter explores themes of coercion and reluctance.



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This story is 58 words long.

The Present, Part 15 & 16

Part Fifteen

Amy just smiled.

“No need to wait,” she said, “Won’t it be more fun to see if Sadie recognizes her when we’re done?”

“Hmm, true! I’m not sure I would have known it was Chris–sorry, Chrissy–if you hadn’t told me right away,” Julia replied. She opened the box and took out something round-ish that Chris didn’t immediately recognize, “Sorry, they’re not quite her color.”

“That’s okay!” Amy exclaimed, “It’s all make-up safe, right?”



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This story is 85 words long.

The Present, Part 14

Part Fourteen

At least they were done. Mostly.

Chris was still wearing a bra and nothing else above the waist, and he was assuming that his cousin wasn’t going to be satisfied until he was dressed like a girl from head to toe. Which is why he was surprised when Amy walked over to the hallway door, rather than her closet or one of her drawers. “Come on, Chrissy. You can’t hide out in here forever, even if you’d prefer a bedroom like this over your own.”



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This story is 90 words long.

The Present, Part 13

Part Thirteen

Sitting there and allowing Amy to move a brush towards his face was already a lot, and Chris had to resist the urge to flinch when the tool came into contact with his cheek. He had already resigned himself to going along with this; the last thing he needed was to give his cousin the satisfaction of enjoying his awkwardness and discomfort along the way. Even if they both knew that this was awkward and uncomfortable, and was going to continue to be as she smugly made him look more and more like a girl.



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This story is 97 words long.

The Present, Part 12

(Author’s Note: Moving forward, assume Chris is speaking in his feminine voice unless otherwise noted. I imagine the italics would get old really quickly if I did that for the whole story!)

Part Twelve

Less than an hour ago, Chris would not have remotely entertained what his cousin was suggesting.



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This story is 51 words long.

Royal Frills 19

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Royal Frills
Chapter 19 - The Voice

The final Chapter, can prince Taylor find his place in the world



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This story is 18 words long.

The Present, Part 11

Part Eleven

“How about a blouse, Chrissy?” Amy asked, “Your boobs are a bit smaller than mine, but we know that you can fit into my clothes for the most part.”



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This story is 31 words long.

The Present, Part 10

Part Ten

Chris didn’t waste any time.



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This story is 8 words long.

The Present, Part 9

Part Nine

Before Chris could say anything, Amy reached past the shower curtain with a bra dangling from her hand. It was reminiscent of the panties he had been gifted and subsequently pressured to put on–pink and lace, without being sheer. If her words hadn’t been enough, the sight of the bra was quite telling in terms of how serious she was about the ten minute penalty.

He rejected the absurd idea right away. “Amy, I’m not-”



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This story is 80 words long.

Royal Frills 17

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Royal Frills
Chapter 17 - Uncertain Darkness

Prince Taylor accepts who he is, but society thinks the institute is bad.



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This story is 19 words long.

The Present, Part 8

Part Eight

Chris did not, in fact, hop right to it.

When the bathroom door clicked closed behind his cousin, he awkwardly stood behind the shower curtain and weighed his options. Doing what Amy asked would be insane. The sight of his smooth legs was bad enough, but shaving the rest of his body? Unless he exclusively wore long sleeves for a few days, his hairless arms would probably go noticed by someone. And when Amy had told him to shave the rest of his body . . . She hadn’t meant his private area as well, had she? That would be too much.



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This story is 102 words long.

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