Flash Sissy 32 stories
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Total Words: 98,501
Estimated Reading: 6 hours

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T
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Azure is beginning his first Year at Crystal Prep Acadamy. He meets new friends and also finds a group of boys who share the same desires of being feminine that he does. a Short story, with the hopes of it being an anthology/series.

Contains some subjects that may be sensitive: Crossdressing, feminization, gay/bi/Pan pairings, kissing, flirting, naughtiness.

Chapters (5)
T
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Azure wasn't a Typical Unicorn Pony. He liked to dress up like a girl, but he kept it to himself mostly. It wasn't until he meets another Pony, who showed him another world full of Dresses and makeup, that he didn't need to Hide it, he can be Sapphire. Art by evilfrenzy

Contains Crossdressing/Feminization and some slight slash :)

Chapters (3)
T
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Do girls gawk? Of course they do! Bipedal, quadrupedal, paraplegic. All things with eyes and ovaries share an undeniable commonality:

They gawk.

Whether it's at nature or the news or social media or cat memes or fashion magazines or political-Twitter-bashing, they are prone towards gawking at things and events and places at one point or another.

And it's even likely that girls, especially the specimens of Canterlot High School, will mostly just gawk at Flash Sentry while he sexily shimmies around in booty shorts.

A collection of chapters that may or may not take place either in recursive meta fanfiction or on the cell phones of Canterlot High School Girls who like to giggle over sexy femboy karaoke.


Art by MashoArt

Chapters (6)
E

Something Rarity says frightens Flash Sentry out of Carousel Boutique. Now she desperately tracks him down to find out what's troubling him.

Chapters (2)
T
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This story is a sequel to Flounce!


Flash Sentry doesn't know when Pinkie Pie became his best friend, but nothing is ever certain whenever she's around. The only thing he can expect is that her company is always a bright spot in a dull world, and that might be enough for him.

A spiritual sequel to Flounce!, and commissioned by ShortSkirtsandExplosions

Chapters (1)
T
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Wanting to dress pretty and wear makeup does NOT make you gay. Period. Flash, or Felicity, just wants to find some company in a nice, wholesome girl who loves traps. Surprisingly, her problem might be that she's looking at the wrong school.

Written for ShortSkirtsAndExplosions


Part of the B_25 vs Flutterpriest 24 Hour Writeoff

Chapters (1)
T

Pinkie Pie thinks Flash Sentry might be a princess.

This seems worthy of a test.

Chapters (1)
T

Flash Sentry has come home from college to celebrate his birthday. Sunset Shimmer and Rarity have something special planned for him. Something which involves one of his deepest secrets and most heartfelt wishes.

The question is will he accept it?


If you haven't figured it out yet, this story features non-sexual crossdressing.

Chapters (4)
T
Source

You've always been small, delicate, and lonesome. Which just makes you the perfect size for carrying. Perfect for a tall college campus goddess like Fluttershy.

But what if?

But just what if, though...?

Tags: Self-Insert, Taller Woman, Bridal-Carrying, Mommy-Domme, Slightly Dub-Con Cuddles, r/petitesubswantonlyonethinganditseffingdisgusting.

Cover Art by NekoJackun

Chapters (1)
T

Flash Sentry makes a hasty exit from the local mall... when he runs into the absolute best people at the absolute worst time.

Chapters (1)