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Bikini girl in the parking lot
Chapter 38 in Masculinity Lost
Danny cringed looking in the dirty employee break room mirror. Sure, he was no longer topless in a college bar, but what that bartender brought him to wear might as well have been topless. His hair was taken out of its twin braids leaving a soft wave through the brunette locks t...
1 year ago 2,886 Words 27 Likes 2,496 Views -
Of course he’s back in lingerie
Chapter 5 in I was a Gambling Man
I just stared at the letter and the unopened box in disbelief. Fuck I’m in a worse hole than I was with just the debt. Now this fucking pervert wants to make me his personal sissy? Fuck there’s no way. I can’t do it. I can figure out how to explain this to Allison, just a one tim...
1 year ago 2,530 Words 19 Likes 1,249 Views -
Date night and a message
Chapter 4 in I was a Gambling Man
I stepped out of my car, my brown loafers hitting the pavement. I wore a pair of fitted khaki pants and a white linen dress shirt, very comfortable for the warm weather. But the dress shirt was always so comfortable before, but now it felt so rough and itchy on my shaved chest. H...
1 year ago 3,452 Words 16 Likes 947 Views -
Drinking and dressing is not a good combo
Chapter 3 in I was a Gambling Man
I woke up with a groan, my alarm blasting in my ear. One hand groped feverishly for the loud blaring alarm while the other went to my head to calm the pounding going on. After fumbling for several seconds I was able to turn off the infernal blasting and lay back with another groa...
1 year ago 2,780 Words 10 Likes 1,032 Views -
First Stream
Chapter 2 in I was a Gambling Man
My image filled the screen, well not MY image or what should be my image. The image of the man I’m used to seeing was gone, replaced by a sluttily dressed school girl. Her breasts openly displayed from the missing buttons of her fitted white blouse with her black velvet bra cups...
1 year ago 2,948 Words 13 Likes 1,264 Views -
Introduction
Chapter 1 in I was a Gambling Man
I fucked up. Not just one fuck up, but a long string of fuck ups. I’m sitting in my apartment, drinking some cheap whiskey in my relatively bare apartment. Looking down at my bank app, the negative balance cut into my heart. I’m Carl Carpenter, a 28 year old analyst for a distri...
1 year ago 2,954 Words 16 Likes 3,117 Views -
Ashley goes to the last day of school
Chapter 6 in A Bully in Frillies
Paige woke up and stretched, her big T shirt lifting up and showing off a hint of her black cotton panties. Smacking her lips a few times she rubbed her eyes trying to knock a bit of sleep off of them. Suddenly she remembered Ashley. Looking at the air mattress on the floor she s...
1 year ago 1,606 Words 7 Likes 781 Views -
Like a pro, but with a wardrobe malfunction
Chapter 37 in Masculinity Lost
Danny walked to the bull trying not to panic about the crowd of college students waiting to watch. How many times had he leered at drunk college girls riding this very bull in their skimpy outfits, skirts flying up showing off their panties as they giggled and “Wooooo!”-ed their...
1 year ago 2,812 Words 31 Likes 3,113 Views -
Dani’s a cowgirl now!
Chapter 36 in Masculinity Lost
Dani looked in his compact, checking his make up for the tenth time on the short car ride. And for the tenth time, not a smudge or a fix could be found. But Dani was nervous and he couldn’t stop fidgeting in the passenger seat of Jamie’s little white Jetta with the pink lips stic...
2 years ago 4,711 Words 29 Likes 3,482 Views -
Ashley meets Paige’s step bro, his Mom finds out about Ashley
Chapter 5 in A Bully in Frillies
Ashley took one measured step after the other down the hallway and into the living room. For what felt like the 100th time, he strutted into the living room, one foot in front of the other making sure his hips and ass wiggled dramatically with each step. A normal girl would never...
2 years ago 2,296 Words 11 Likes 1,907 Views -
Make over, hair done, and a dress
Chapter 4 in A Bully in Frillies
Ashley sat looking at himself in the mirror as Paige applied a heavy coating of foundation on his clean shaven face. “I know this is a little heavy for day time, but you always loved a heavy make up look. Don’t worry sweetie, I won’t make you look like a clown or an over the top...
2 years ago 1,722 Words 13 Likes 1,332 Views -
Introduction
Chapter 1 in A Bully in Frillies
Hey yall!!!! So I know I already have two stories going but I decided to add a third to the mix!! This is a commissioned story for Giratuno, who has a love for frilly sissies in ultra girly girl wear, sausage curls, and being totally and permanently emasculated! A bully who bonks...
2 years ago 1,861 Words 22 Likes 4,990 Views -
Cleaning up and a date
Chapter 35 in Masculinity Lost
Danny stared dumbly at the screen, no longer streaming but still giving a view from the camera. The girl looking back at him was kneeling, ass on her heels, her large breasts still heaving in the flimsy leather crop top bra. Her garter skirt still compresses her waist into an hou...
2 years ago 6,244 Words 27 Likes 2,722 Views -
Even without a memory, Ashley can’t choose the super pink girly outfit…. Yet
Chapter 3 in A Bully in Frillies
Ashley pondered for a moment. The pink outfit was obviously the girliest and Paige said he should be a girly sissy. But even then, something inside him railed against the super feminine and frilly pink outfit. It sounded like it didn’t like either outfit, which was odd since Ashl...
2 years ago 2,412 Words 16 Likes 1,593 Views -
Paige begins to remind Ashley about “her” life
Chapter 2 in A Bully in Frillies
Paige and Ashley entered Paige’s house, Ashley hanging on Paige’s arm. Her house, while not as extravagant as Ashley’s mansion, was a well off two story house with a large back yard. Paige brought Ashley into the well lit kitchen and sat him down on a cushioned stool. “Oooo let...
2 years ago 3,244 Words 15 Likes 1,954 Views -
Leaving work and a workout at home
Chapter 9 in Blank Spaces
Hi girlies and boys!!! Sorry for the delay in writing! Was on vacation enjoying the sunshine! But now I’m back :) the chapter got away from me again (what a surprise, Jessica got wrapped up in writing about outfits again) but the next chapter will accelerate the timeline a bit so...
2 years ago 3,395 Words 28 Likes 2,761 Views -
Dani is fucked for his viewers
Chapter 34 in Masculinity Lost
Danny stared into the camera, wishing the black void of the camera lens would swallow him up and hide him from this humiliating experience. But the dings of tips and string of lewd comments kept coming. “Fuck her good Miss B! Make her forget about being a boy!” “Make that ass j...
2 years ago 3,335 Words 37 Likes 3,567 Views -
Tyler’s first day at the office
Chapter 8 in Blank Spaces
…. Tyler blinked his eyes open a few times, trying to get his bearings. Last thing he remembered was laying down on his bed listening to his meditation tapes. But now he saw he was near the elevators right outside of his office door!! He looked around and saw himself in the mirro...
2 years ago 3,267 Words 23 Likes 2,060 Views -
Dani cleans up, gets trained by Britney…. With a SHOW!
Chapter 33 in Masculinity Lost
Dani minced into the kitchen, leather clad butt wiggling and swaying with each high heeled step, as he prepped Britney’s smoothie. He looked at the array of powders and mixed together what he thought would do well together. No wonder she was so jacked, with all these supplements...
2 years ago 7,325 Words 39 Likes 2,936 Views -
Time with Antonio, waking up with a new outfit
Chapter 7 in Blank Spaces
Tyler’s breath quickened as he heard the footsteps approach the door. He wanted to run, to hide, to cover himself up, but he couldn’t move. He laid on the bed, torso propped up on his elbows with his silky smooth legs crossed over one another to try and hide his raging hard dick...
2 years ago 3,502 Words 25 Likes 2,232 Views
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