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Chapter 6
by
Cdslavejessie
Wake up for school!
Ashley goes to the last day of school
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 saw it empty.
“Oh no! Did he wake up and remember? Where the hell is he??” Paige said quietly to herself as threw the blankets off her. Quickly running downstairs, she smelled coffee and eggs cooking. Rounding the corner, a hilarious site was in front of her that made her stifle a giggle.
Standing at the table placing an egg white scramble on a plate next to some toast and coffee was Ashley. Clearly he had not come back to his boy self as he was still wearing the frilly pink baby doll nightie she had him put on the night before. The pink marabou fur top had a band of faux fur covering the breasts and band, which covered his bra well so you couldn’t even see he was wearing one. And the bra kept his cleavage looking natural. The sheer chiffon left his midriff bare before ending in the same pink fur as the bodice around the trim that came to mid thigh. But, it did give a good look of his ruffled pink bikini cut panties through the sheer pink chiffon, still flat from his tuck. Paige was happy she had a use for the slutty costume gift she’d gotten from an old boyfriend who had a thing for the Austin Powers fembots.
Ashley’s hair was still in the two pigtails of sausage curls. The hair spray and having him lie flat on his back kept them looking curly and bouncy. His make up was taken off last night before bed but it looks like he put on some pink gloss and a bit of mascara after getting up.
“Oh good morning, Miss Paige! I was going to bring this to you in bed cause I thought it would make you happy! Would you rather me set it up out here instead?”
Paige smiled, the worry leaving her body seeing her former bully prancing around like a caricature of a house wife.
“No it’ll be fine to eat out here. Thank you sweetie for doing this. It does make me happy”
Ashley beamed in response and scurried to hold out Paige’s chair. Paige sat down to eat the egg white scramble and toast. The clicking sound of sandal heels followed Ashley as he minced into the kitchen to fetch a pot of coffee. Paige saw that he had put back on the matching pink marabou fur slipper with a 4 inch heel. The only thing holding his foot to the shoe was a band of fur across the toes, making a delightful clicking sound as he walked. He minced back holding the pot in one hand, exaggerating his hips with his other hand limp at his side.
Topping off Paige’s coffee, Ashley asked “there you go Miss. Is there anything else I can get for you?”
Paige smiled at the sissified boy “No not right now sissy. You look fantastic by the way. I’m happy you went out of your way to put on some make up in the morning.”
Ashley smiled “Of course Miss! A sissy always needs to be as girly as possible, so why wouldn’t I have my face done? I wish I could have done more but I need more practice. I don’t trust myself with all those brushes and powders and stuff yet.”
Paige giggled at his response. “Oh you’ll get there soon sweetie don’t worry we’ll practice a lot. How about you practice walking some more while I eat my breakfast?”
Ashley nodded in response and started sashaying up and down the kitchen, wiggling his butt to the staccato of his heels on the hardwood floor. Paige smiled as she ate her eggs, watching the pink covered sissy mince with elbows tight to his side and out turned limp wrists for her amusement.
Paige watched the pink sissy mince back and forth eating her eggs laughing to herself at the situation. Her bully, macho man himself, was dressed like an Austin powers femme bot mincing back and forth in his marabou pink heeled slippers in her kitchen. She never wanted this to end, and wondered how far she could take it. At some point his memory had to come back, so let’s make it as difficult as possible for him to go back to his dickhead masculine self.
Paige finished her plate and called Ashley over. The short mincing steps made the small amount of flesh on his chest jiggle the smallest bit, leaving Paige imagining him with a full chest.
“Could you clean up the kitchen while I get your outfit for the day ready, Ashley? I wanna get your outfit ready for school. It would make me so happy if you cleaned up after me”
Ashley’s addled brain registered and locked in cleaning up after his bestie would make her happy, and her happy was the most important thing.
“Like of course, Miss Paige! I’d love to! I’ll get right to it”
Paige patted Ashley on the butt as a sign of gratitude, stopping to feel the plug still lodged inside him. The slight pressure made Ashley’s back arch and a small sigh escape his pink lips.
“Good girl. You love it when I call you good girl. When you hear it it feels like when I press on your sissy plug, or so you told me”
Ashley softly sighed again hearing “good girl” from Miss Paige, pleasure coursing through his body.
“Yesssss Miss. I am your good girl” Ashley softly gasped as another jolt of pleasure shot through him.
Paige giggled and smiled at the feminized boy before going back upstairs to get ready. Ashley cleaned up the plate and started washing the dishes, humming a little tune as he wiggled his hips in a little dance.
A few minutes later with the kitchen all cleaned up, Ashley stood in Paige’s bedroom naked except for a new pair of hot pink string satin panties. The front was still a neat little shiny pink triangle, completely flat from a refreshed tuck. The back was a cheeky cut, showing off his cute little smooth cheeks. A heart shaped cut out of gold and rhinestones sat at the small of his back. The strings connecting around his waist were actually just the same gold and rhinestone hearts interlocked together.
Ashley fidgeted nervously at first, being told to strip out of his pretty pink sleep wear. He didn’t want to be out of his girly attire, as a good girl always wanted to be dressed pretty. But seeing the new panties made him shriek with glee, his sausage curls bouncing up and down as he clapped his hands.
Paige was dressed casually but cute in a light blue tennis dress with a pair of cute tennis shoes on her feet. Her hair was pulled back into a cute sporty pony except for two bangs that hung down to frame her face. Casual make up for school, that clean girl look, along with some small hoops in her ears and a silver necklace finished the outfit.
“Ok, sissy Ashley, it’s the last day of school and I know you’ve been sooooo looking forward to showing the school the new you. I know you were afraid of how our classmates and teachers would like your new look, how humiliating it might be for them to see you all girly and cute. And even though you crave that humiliation, you were so right in slowly introducing the new you. So, I know you’ll hate it at first but you’ll be dressed like a boy, obviously except for those super cute panties. But don’t worry, I’m sure by the end of the day you’ll be the girliest girl in the whole school!”
Paige frowned hearing that he’d have to dress like a boy at first, but squealed hearing about being fully dressed at days end! Oh god his friends and classmates finally seeing him as the real him would be so so so humiliating, but that’s so exciting as well! He could feel his tucked clit swelling in his panties just thinking about the whole class seeing him in his pretty pink panties.
Ashley quickly dressed in the shorts, polo, and sneakers, wincing at how rough and coarse the fabric was against his freshly smooth skin. He looked in the mirror and saw a boys face with a cascade of tight sausage curls crowning his head. It looked so out of sorts he didn’t know what to do. Thankfully, Paige could do the thinking for him and gave him a light blue baseball cap, carefully stuffing the curls inside. Looking at himself now, Ashley only saw a small teenaged boy looking back. A part of him was…. Happy seeing that image? That didn’t make sense though cause he told his bestie Miss Paige that he wanted to be a sissy girl??
Paige grabbed the final touches of Ashleys wardrobe and put them in her backpack, out of sight of her feminized bully. Grinning with delight, she grabbed the boys hand and pulled him out of her room.
“Wow he’s still swinging his hips like a slut! Oh shit the plug! Well, we’ll leave it in there for the little slut” Paige thought to herself as the two walked out of the house towards the last day of school.
Ashley arrives at school and is greeted by….
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A Bully in Frillies
A bully loses his memory on the last day of school and is “reminded” he’s a sissy
A commissioned piece for Giraturo. Ashley Brooks has little man syndrome and takes it out on his fellow students, especially the girls that refuse to date such an angry hateful young man. But when Ashley has a fall before the last day of school and loses his memory, one of the girls decides to get . The masculine tough guy finds himself in pink and frills and lace
Updated on Dec 20, 2024
by Cdslavejessie
Created on May 14, 2024
by Cdslavejessie
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