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.

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

Serving Time

by Kris Cherita

Chapter 9

Xi's replacement, a short bottom-heavy blonde named Charlie, arrived on Tuesday and Danning introduced her to the others during the lunch break. Charlie took a seat next to Maggie, and after Danning had left, leaned over and whispered, "Is that a boy over there?"

"There are no boys here," said Maggie, just loud enough for Kit to hear. "You mean Regan? They're non-binary. You got a problem with that?"

"No! And I meant the one with the pink hair."

"Nah. Kitty's just one of the girls. The flat chest is just 'cause she's a bit of a late bloomer. Do you play volleyball?"

*

Wednesday night, Serenity said she was tired and wanted to use her vibrator and go straight to sleep instead of getting eaten out, but she tossed Kit her panties to smell while he jerked off into his lacy briefs.

On Thursday evening, he went down to the volleyball court and was surprised to see Jade on the other team. "Where's Stacy?" he asked Serenity.

"Kitchen duty. She took over from Xi, remember? Jade's taking her place. We might actually win tonight."

They didn't, but it was much closer than usual, and Kit waited while the winning team showered, wondering whether he was going to be licking River's delicious cunt or Lana's ass. He realized he was both relieved and disappointed that Stacy had left: he doubted that he would ever have summoned up the courage to demand that she suck his clitty -- no, his cock, he corrected himself -- but he found himself wondering what her cunt might taste like. Or her asshole. Her ass was almost as spectacular and sexy as her beautiful big boobs, and thinking about those was enough to give him an erection that caused Lana to snicker when she emerged from the shower. Before she could speak, River stepped out and pointed at Kit, saying, "You!" and pointing at her cunt. Lana glared at her, but beckoned to Nova, then grabbed a towel, lay on it face-down, and reached back to spread her cheeks. Nova knelt behind her, between her parted legs, and began kissing her ass while River sat down and guided Kit's head to her breasts, letting him suck briefly on both nipples, before pushing his head down to her crotch. He worshipped her lovely cunt with lips and tongue until she came once, clamping her thighs around his head, then used fingers and mouth to give her a second orgasm. She grabbed his pink hair and gently pulled his head back up so she could kiss him on the mouth, then murmured, "Do you want to lick my asshole, too?"

Kit nodded, and she lay down on her towel. He buried his face in her gorgeous ass, licking up and down her cleft before circling his tongue-tip around the folds surrounding her butthole. He heard Lana gasp as Nova made her come, then heard Nova head for the showers, but he didn't let it distract him; he continued rimming River as she rubbed her wet cunt until she came. "Nice," she said. "Do you want to come, too?"

"Yes please."

"Sit down on the bench," she said as she stood. "Now, spread your legs like a good girl. Since you like my ass so much, if you can keep your co -- your clit in your panties, I'll give you a lap dance for doing our laundry this week and for being so good with your tongue. Okay?"

Kit nodded. "More than okay."

"Good." She stood between his legs, then turned around and rubbed her butt cheeks against his panty-clad erection. He reached out to touch her breasts, and she grabbed his hands and placed them on her hips. "You've never done this before, have you?"

"No," he admitted.

"The woman giving you the lap dance is in charge and always gets to decide what you can and can't touch. I don't think you've earned the right to play with my tits yet. Understood?"

"Yes. You're in charge."

"Good." She continued grinding against his panties, as Lana rolled over onto her side and propped herself up on one elbow to watch. Kit was so turned on after licking River's cunt and asshole that he was already staining his panties with pre-cum, and after less than three minutes of feeling her beautiful butt rubbing his cock through the thin fabric, he was unable to stop himself ejaculating explosively. River and Lana laughed as they heard him groan, and River stepped away from him and turned around to admire the mess he'd made in his floral panties. "Ooh," she said, "it looks like you enjoyed that."

"I fucking loved it," Kit moaned.

"Maybe she'd like to do your laundry every week," said Lana.

"I'd be glad to."

"We'll talk about it later," said River. "Now go and grab a shower. I hope you remembered to bring a spare pair of panties? It'll be dinnertime soon, and Stacy's made gumbo."

*

"You really like rimming River, don't you?" Nova asked, as Kit joined her in the shower.

He thought for a moment, then replied, "Yeah, I guess so."

"And not just her?"

Kit shrugged as he washed his congealing jizz out of his pubes. "Okay. So? You want me to eat out your ass too?"

"Not before dinner. Dessert comes last."

"Ha ha. Okay, sure, I like turning women on and making them come, it beats the hell out of video games, and I like women's asses. So sue me."

"Why only women? Everyone has an asshole."

Kit's expression turned sour. "Yeah, but... Everyone has nipples, too, but there's this strange sort of... there's a word for It, not taboo thought that's part of it..."

"Double standard?"

"That's it, yeah. A man can go topless and it's no big deal, but a woman lets a nip slip on TV and it gets investigated like it's a terrorist attack. I mean, I like tits -- and yours are great -- but seeing all of a tit without the nipple, just isn't the same. And women's assholes... it's not the asshole itself, it's that she lets you see it."

"And you can fantasize about fucking it, too, even if you know that's never going to happen."

"Well, yeah. Maybe because that's sort of a taboo, too. We're always told that a woman letting someone fuck her ass is even more special than letting them in her cunt or giving them a blowjob. Maybe it means they like you or trust you more. Is that true?"

"Of a lot of women, I think so. Maybe most, but I don't know. Sunday night... you'd lick my asshole if I let you, wouldn't you?"

"Maybe... well, yeah, I guess. And I can dream, right? But you don't seem to mind rimming Lana all that much," Kit countered, "or you wouldn't keep playing volleyball."

"We win sometimes, and it's worth it to have her lick my ass instead. Really turns me on when it happens. Makes me horny for a week or more."

"Uh-huh. Did you ever lick Stacy's ass?"

"A few times. But I don't think you'll ever get the chance, because she knows you want to, way too much."

Kit didn't reply. Nova shut up as Serenity and Eden walked into the shower, then rinsed herself off and walked over to the towel rack. She wondered whether there was anything in the pink pills Kit swallowed every night that made him more submissive and suggestible, or whether it was just that being dressed in panties and occasionally dresses and treated as just one of the girls was making him think of himself in that way. Whatever was in the pills, it certainly wasn't stopping him getting aroused or having frequent orgasms. She smiled as she dressed and headed towards the dining room.

*

Kit looked in the mirror after Amber had finished with his hair, and was relieved to see that she'd transformed the pink pixie cut into a natural-looking dark brown shag which was a distinct improvement on his father's ham-fisted attempts at an Ivy League. "That's great! Thanks!"

"Glad you like it. I'll do your eyebrows tomorrow so they match, if you like."

"I preferred the pink," said Nova, who'd just had her own dark hair teased and tinted red to play Magenta.

"I can colour it again after the show, if you like," Amber replied.

Kit wasn't sure whether she was talking to him or to Nova, but he said, "No, this'll suit me. It'll grow out blond?"

"Eventually, if that's what you want. I think it's only growing a little faster than normal now; the regenine must be wearing off, though the nanogel hasn't." Kit's body below the neck was still hairless apart from a neatly trimmed pubic bush.

"You're sure you don't want to come to see the movie?" Nova asked Amber. "You'd do a much better job of the makeup than we would."

"I've seen it. And between you and Mia and Naomi, I'm sure you can get the makeup right. But if you can send me some photos of you in your costumes, that'd be cool."

*

"What the fuck?" Kit yelled when he saw the corset, feather boa, lace-trimmed briefs, suspender belt, fishnet stockings and stilettos. "I thought Brad wore a suit! He's supposed to be the hero, not --"

"That's the floor show costume," said Cassie, the shopkeeper. "The other Brad costumes have already been checked out. And believe me, it wasn't easy getting heels in your size."

Kit glanced at Cassie's feet, which weren't much smaller than his own. She was half a head taller than him, and he suspected that not all of that was because of her heels. "You really expect me to wear that?"

"Everyone in the floor show wears the same costume, except Frank and Doctor Scott, and I'm out of wheelchairs. You don't have the muscles for Rocky, but if you'd rather be Janet, I have the right wig and some D-cup breast forms, though you'd have to stick them on with something. The adhesive's worn off, and the corset isn't enough to keep them in place." She thought for a moment. "I have another Janet costume that should fit you, though." She walked around one of the costume racks, and returned with the pale pink silicon breast forms, a white plunge bra, white panties, a short white half-slip, and pumps with a lower heel than the black stilettos. "The bra will hold the boobs in place, and you'd just need the wig. Less make-up than you'd need for the floor show."

"I don't know," Kit said uneasily. "Do I really have to go in costume?"

Mia, Nova and Cassie looked him up and down. "I suppose not," said Mia drily. "You could just catch the bus home dressed as you are. By yourself, of course."

Kit swallowed. As usual when he went into town, he was wearing a long skirt, ruffled blouse, sports bra and choker that he'd borrowed from Mia, with just enough make-up that no-one looked at him twice when he was traveling with the women from Pridemore. He suspected that he'd be much more conspicuous, and less safe, if he caught the bus alone.

Nova picked up the breast forms and held them up to his chest. "I think that would work," she said. "What do you think? Floor show Brad, or toucha-toucha-touch me Janet?"

"Do I get a vote?" asked Kit, half seriously.

"Oh, it's your call," said Mia. "Which do you think is going to be more comfortable? The corset and the stilettos, or...?"

(To be continued)