Serving Time

In 2044, 18-year-old Clint chooses to serve out his 3-month sentence as the only man in a girls' reform school, rather than a jail. The women set about teaching him to submit, and feminizing him into Kitty, including dressing him as Janet for his first viewing of The Rocky Horror Picture Show.

All characters are 18 or over. Feedback welcome, as always.

Serving Time

by Kris Cherita

Chapter 10

Bob had borrowed a short stretch of red carpet for the show, and was waiting in the lobby, dressed as Dr Scott in suit jacket, fishnets and suspenders, and a manual wheelchair. Mia, dressed as Frank N. Furter, led the reform school girls in: Nova as Magenta in a French maid's uniform, Freya as Janet in floor show costume, Maggie as Eddie, Naomi as Columbia, Regan as the criminologist, followed by Kit as Janet and Cassie as Magenta in a quilted gold outfit and Bride of Frankenstein wig. "I think you made the right choice," Nova murmured in Kit's ear after they'd finished posing for photos. "You're not wobbling as much as you would in the higher heels, and the half-slip hides your little tent." She looked at a well-muscled young man who'd dressed as Rocky in gold briefs and boots, then reached around Kit's back and gently squeezed one of his breast forms. "It isn't all bad, is it? I think you're finding it quite pleasurable."

Kit gritted his teeth, and tried to will his erection to go down, but without success.

"Don't dream it; be it," said Mia in his other ear. She looked at the other cosplayers: three more Franks; a Brad in white Y-fronts and another in a suit, bow-tie and cummerbund; two Transylvanians; and a balding Riff Raff in a badly fitting black suit. "Do you want a Coke?"

"I don't have any money on me," Kit replied quietly. "I left my phone with my clothes."

"Should have tucked it in your bra," said Nova. "Or given it to someone who has pockets. Don't worry, you can put it on my tab, pay me back later."

*

The cosplayers were sat in the front row of the cinema so they could get up and Time Warp when their cue came, and Kit was dragged up in front of the screen by Maggie and Mia and did his best to follow the instructions. When the movie finished, they time-warped their way back into the foyer, when Naomi announced that she needed to pee before they caught the bus back to the school. Kit didn't, and wasn't sure he could have done so with an erection, but the rest of the Pridemore women joined the queue for the women's bathroom - except for non-binary Regan, who headed for the men's and returned before any of the others had made it through the door. She leaned up against the wall next to Kit and murmured, "So, how's it feel to lose your virginity?"

"What?"

"Nova told me this was your first time."

"Huh? Oh, for that film? Yes. I've seen a few movies, but nothing like that. You've seen it before?"

"A few times, usually in costume, but probably not as often as Nova." She watched the beefcake Rocky and the underwear model Brad walk out together. "Of course, there are some costumes I wouldn't be able to get away with. Stupid double-standard."

Kit nodded: unlike New York, the local law didn't allow women to go topless, even if they identified as non-binary or gender-neutral.

"Of course, my boobs aren't as big as yours," Regan added.

"Yeah, but I can take mine off."

"Are you sure? I thought those things were self-adhesive."

Kit blinked, then stared at her. "What?"

"I could be wrong. You can try taking them off when we get back to the school. They're not implants."

"The school? We're not changing back at the costume shop?"

"I don't think so. I saw Cassie leave, and I think she's gone home already. Amber, Hailey and Stacy can take our costumes back on Tuesday when they come back into town."

"Tuesday?"

"The shop's shut on Mondays."

"You mean I can't get my clothes back until Tuesday?"

"Your clothes? I thought they were Mia's. Or are you buying your own now?"

Kit took a deep breath. "Okay, Mia's clothes. But my phone."

"Are you going to need it before Tuesday? The bus is free this late at night."

"Oh fuck..." Kit murmured. It was no secret that he'd stopped phoning home on weekends, or even emailing. "You mean we have to catch the bus dressed like this?"

"Uh-huh. Don't worry, no-one's going to hassle you as long as Maggie's around. Unless you're worried that someone's going to ask you for a date and you won't have your phone on you?"

*

The ride back to the school wasn't quite as embarrassing as Kit had feared, but every time the bus went over a bump or a pothole, he could feel his D-cup boobs bouncing on his chest despite the bra. He kicked off his pumps and hurried back to his dorm as soon as he was inside the school building, fumbled with bra and grabbed the silicon breast forms, trying to wrench them off his chest. They squished in his hands like real breasts, but he found it impossible to get a good grip until he tried pulling on the bubblegum-pink nipples. The door opened while he was doing this, and Nova walked in. She swallowed a laugh and said, as blandly as possible, "You couldn't wait to play with them until you were in bed?"

"Ha ha. They won't come off!"

"There must still be some adhesive on the backs. Try sliding them up or down and see if that loosens them."

Kit put his hands beneath the breast forms and pushed them up towards his chin. To his relief, they slowly peeled off his hairless chest. "Thanks."

"No problemo. But you looked much better with them on."

"You have a thing for hermaphrodites?"

"Best of both worlds? Why not? Someone who knows her way around a woman's body, and with a real cock. Not that there aren't some fake cocks better than the real thing." She glanced down at his half-slip.

"You mean, bigger?"

"Bigger is good, sometimes, if they know how to use it. And longer lasting isn't a bad thing either. But sometimes smaller is good, as long as it's not too small. Yours is a good size for anal, not too fat, and it's just long enough to reach most women's g-spot if you get the angle right. What they call a boyfriend dick; fine for everyday use."

"If you like it, I might let you use it sometime."

"Thanks. I'll go ask River where she keeps the garden shears."

"That wasn't --"

"Chill out; I'm joking. Personally, I like a bit more girth, but if I was as tight as Serenity, well..."

Kit had no idea how to answer that, so he looked down at the breast forms filling his hands. "You knew how to take these off. You've done it before?"

"You think you're the first one here who wanted big boobs? They're not even the biggest Cassie has in stock -- she has an inflatable pair that must be Z cups. Those are just Ds, the same as Susan Sarandon has."

"The congresswoman? She was Janet in Rocky Horror?"

"Sixty-nine years ago, sure. Look it up if you don't believe me."

Kit shook his head, and realized he was still wearing his blonde wig. He wrapped the breast forms in his bra and put them in his locker, then removed his wig and continued undressing.

*

It being a Sunday morning, there was no set schedule for the showers, and Kit found himself showering with Maggie, Stacy, Hailey and Amber. He didn't leave until after Stacy did, taking advantage of this now rare opportunity to see her magnificent body naked and slippery, and when he finally emerged, he was startled to discover his clothes missing except for his frilly pink briefs. "Where the hell are my --"

The women laughed, and he glared at them. "Okay, a joke's a joke, but --"

"It's Sunday," said Maggie. "Danning's not around, so you don't have to wear scrubs today."

"You want me to walk back to the dorm in nothing but my panties?" Experience had taught Kit that the towels were too small for him to wear like a skirt.

"Don't bother," said Amber. "Mia's changed the combination on your locker."

"What?"

"Oh, calm down, Kitty," said Stacy. "We just thought you'd like a chance to wear something that helped you express your true nature. Dry yourself off and it'll be here soon."

Kit had noticed some of the women talking quietly to each other during breakfast, occasionally laughing as they looked at him, but hadn't thought much of it. He towelled himself dry, and Nova walked in holding the French maid's costume she'd worn as Magenta the night before. Mia entered the room a moment later, holding a large tote, then stood with her back to the door to prevent Kit from trying to bolt.

"You expect me to wear that?" Kit said uneasily.

"Not by itself," said Mia cheerfully. "We also have stockings, a suspender belt, your bra and shoes from last night... the breast forms and the wig are optional."

Amber nodded. "The wig looked good on you -- I've seen the photos -- but a lot of dykes wear the hairstyle you have now. I can do your make-up, if you like."

"You'd look silly without any," said Stacy.

Kit swallowed. "And if I say no?"

"We post the photos of you from last night all over social media," said Maggie.

"And I'll tell June you tried to grope my boobs," said Stacy with mock sweetness as she dropped her towel and started dressing, shaking her breasts and butt as she did so. "Danning probably won't send you to jail for that, though. First offence, she'll probably just put your little clitty in a chastity cage. No more making cummies."

Kit gritted his teeth.

"And you owe me from last night," said Mia.

"What, for a Coke? I know it was overpriced, but I'll pay you back when I have my phone --"

"For the costume hire."

"You said it was free!"

"I'd arranged for the Brad costume to be covered as part of the deal between Cassie and Bob and I, but you didn't wear that, and the costume you wore wasn't part of the deal."

"This is bullshit!"

Mia smiled broadly. "Maybe. But I think you're going to wear the dress anyway. And the stockings and suspender belt and the cute little cap. And if you're a good girl, I might buy you something nice from one of the clothing websites I've done."

"Kitty's itty-bitty clitty was hard all of last night," said Maggie. "Even on the bus. I think she really likes dressing up."

"If she's going to be our maid for the day, maybe she should do our laundry tonight," Hailey suggested.

"That seems fair," said Mia.

Nova smiled. "What's it going to be then, eh?"

*

Nine hours later, after he'd stuffed the sheets, scrubs and pillowcases into the washing machines, Kit sat down on a slightly wobbly plastic chair and looked at the catalogues on the e-reader Mia had lent him. None of the men's pants from the boutiques appealed to him: the cybergoth pants and shorts were available in black or camo and had an impressive number of pockets, but apart from the higher prices, they didn't look very different from what had once been his usual weekend wear. The bondage pants, in tartan or pleather, looked as though they'd be even more conspicuous than the flared or ripped jeans, though less so than the parkour jumpsuit. It occurred to Kit that even when he'd bought his own clothes, rather than wearing school uniforms or his brothers' hand-me-downs, he'd chosen them primarily on the basis of comfort and price and durability, not on looks. None of them had been flashy: it was as though they were simply another form of camouflage, making him invisible in different environments rather than standing out, because in his world before this, any man who didn't conform was likely to be accused of being gay and being ostracized or worse. Sometimes much worse.

So the closest he'd come to using clothing to make a statement was in his choice of slogans or logos on his t-shirts, hoodies or baseball caps. He remembered Amber complaining that men's clothes had become so boring more than a century ago, possibly because their bodies were so unattractive that they'd had to resort to wearing coloured neckties so they could tell each other apart and their only other marks of distinctions was the cars they drove.

Women's clothing, on the other hand... while none of the women at the school managed to make the baggy pink scrubs look sexy, nearly all of them had their own ways of standing out when they were free to choose their own clothes. Maggie's spandex shorts and display of canyon-esque cleavage; Lana's paint-tight yoga pants; Serenity's relaxed hippy style; River's raggedly cut-off t-shirts and Daisy Dukes; Mia's spectacular goth look. And the gothic women's clothing in the catalogue... granted, most of it was black with traces of white, silver or occasionally shades of red or pink, but it looked good even on models who he probably wouldn't have noticed if they'd been wearing ordinary street clothes. Granted, the mesh tops and miniskirts probably weren't well suited to cold weather, but there were also spectacular-looking maxi dresses and leggings and velvet jackets and long coats and cloaks. He wondered how it would feel to walk down a street or through the mall wearing one of those outfits, attracting admiring glances rather than laughter. Of course, he couldn't do it, he thought, but maybe Kitty might...

He shook his head, but couldn't entirely dislodge the idea, so he tried to distract himself by looking at the lingerie catalogue instead. Before coming to Pridemore, he'd never thought much about lingerie -- the women he'd fantasized about fucking, he'd imagined naked -- but fuck, the models in their corsets, bralets and see-through panties looked incredibly hot. It was the sight of a crotchless thong embroidered with the command 'SUBMIT' that made him realize that he needed to masturbate because he wasn't going to last until lights out. He was reaching under his skirt when he noticed the pile of women's underwear on the floor, ready for laundering. Among the whites and pastels it was easy to spot the black mesh g-string Mia had worn under her Frank N. Furter pants. He picked these up and sniffed them, enjoying her natural scent as well as the lingering Goth as Fuck perfume, then rifled through the pile of panties until he found ones that smelled of River's delicious cunt.

He removed his panties (Mia had advised him to wear them over his garter belt, not inside it), pulled Mia's g-string over his head like a mask with the crotch over his nose, then stuffed the cups of one of Mia's bras with Sky's, Mia's and Hailey'ss panties. This may be as close as I ever come to fucking your gorgeous tits or cunts or asses, he thought as he sat down, but I'll take what I can get. He squeezed the bra cups, rubbing the fabric of the women's scented panties against his cock until he soaked them with jizz.

He sat in the chair until he'd recovered his breath, then looked down at his costume, suddenly glad there wasn't a mirror in the laundry. He dropped the come-stained underwear on the floor, removed Mia's panties from his face and dropped them on the pile, wiped his cock with another pair of panties, and then pulled his own back on.

He looked at the digital clock on the washing machine. 37 minutes until the sheets were finished and he could remove the evidence of his cross-dressed wankfest. He picked up the e-reader and resumed looking at the goth lingerie.

(to be continued)