Serving Time
Sci-Fi & Fantasy Story

Serving Time

by Rischerita 15 min read 4.6 (3,800 views)
feminization gentle femdom crossdressing goth cum in panties 18 year old panties masturbation
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Serving Time

by Kris Cherita

Chapter 3

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 feminizing him.

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

"You're really staying here all weekend again?" said Serenity, as she climbed into her bunk on Thursday night.

"Unless someone can lend me something to wear other than a pink dress, yes," said Clint, swallowing his pills.

"Hailey couldn't find you anything at the thrift store?"

"She said she has some things I might want to try on, but she couldn't bring them back here."

"All the more reason to go," said Nova, as she stripped ready for bed and dumped her clothes into the laundry hamper.

"Ask River if you can borrow her shorts," Amber suggested.

"Good thinking," said Nova as she climbed the ladder up to her bunk. "Tell her you'd like to get into her pants. It's not as if she doesn't already know."

"I'm not sure that's a good idea," said Serenity. "With your hair that color, wearing shorts like hers is going to make you look like you're trans or a femboy or a twink looking for a daddy to pick him up. The town's not super-conservative, but blending in is definitely the best move."

Clint climbed into his own bunk, and didn't comment.

"And if someone notices you and it gets out, that's the end of Danning's experiment," said Amber, "and you'll be off to jail. But no-one's going to notice you wear a dress and come with us. You'd be just one of the girls. I could do your make-up, and Mia probably has an outfit you could borrow; you're about the same size."

"Lights out in five minutes!" called June, from outside the dorm.

"I'll think about it," Clint muttered, and rolled over to face the wall, his cock already stiffening in his Hello Kitty panties.

*

"I have some skirts and dresses that would fit you, but I don't have any cyberlocks that'll go with that shade of pink," said Mia, as they walked to the classroom after their shower on Friday morning. Clint had carefully avoided raising the topic while Lana was in earshot. "And your feet are a problem; even my longest skirt might not hide them completely, so we'll need something that stops people looking at them if you're going to try passing as a girl. Goth is definitely the way to go, though, especially if you can get a good pair of boots. Come with me." She led the way into the dorm room she shared with Naomi, Hailey and Sky, and opened her locker. "You'll need something to cover that ugly lump in your throat, of course," she said, handing him a choker studded with penny-sized silver skulls, "and, something with a high neckline, because you don't have any boobs. Though... hmm. Take off your pants and jacket and try this skirt, see if it's long enough."

Clint hesitated slightly, then stripped down to his tie-dyed T-shirt and white Hello Kitty panties and looked at the skirt until he found the zip. He was about to try stepping into it as though it were a pair of jeans, but Mia tsked and snatched it back, then threw it over his head and pulled it down until it covered him from his waist to just above the ankle. She zipped it up, then adjusted the buckles in the front. "Doesn't really go with your sneakers," she said, stepping back to get a better look. "Remember to take tiny steps so your feet don't show, until we can get you some good boots. Now for the top. That shirt really doesn't go with the skirt, either, and nor do any of your others. You'll want something that isn't too tight..." She pulled a long-sleeved black blouse out of the locker. "See if this fits."

Clint looked at the ruffles dubiously, then donned the blouse and tried to button it shut before he realized the buttons and buttonholes were on the wrong sides. It was baggy around the chest, but long enough to not show any skin when worn over the high-waisted skirt. Mia looked at it appraisingly, and nodded. "Should do. You don't need the t-shirt underneath it, but that's up to you. I'll expect you to wash it and the skirt, either way."

"Sure."

"Okay, now take it off, and put this on underneath." She handed him a dark gray sports bra.

"You're kidding!"

"You're trying to pass as a girl. People see a girl, they're going to look at her chest whether they mean to or not. They don't see boobs, they look somewhere else. Look, I'm only a B-cup, we can pad it with a couple of socks."

"Oh, come on!" Clint protested. "Amber, Jade, Serenity, they hardly have any boobs, but you can tell they're girls."

"People expect Asians to have tiny boobs. And Serenity makes up for it with miniskirts and a great pair of legs. You try doing that, and people will notice your feet need their own zip code. Do you want to go into town or not?"

"Yes..."

"Then you wear the whole outfit." She handed him a pair of black fingerless fishnet gloves and a clean pair of long stripy socks. "Amber and I will do your makeup in the morning. It's a pity I don't have any clip-on earrings, but maybe we can find you some at the mall."

*

"My nails, too?" Clint said anxiously, as Amber brought out two bottles of nail polish -- one pink, one black.

"You want to blend in, don't you?"

"River doesn't wear nail polish, and neither does, uh..."

"River isn't coming into town, either. And Regan's non-binary, and if you think they don't wear make-up, you're not very observant. Now hold still."

"And try not to talk any more than you really have to," said Mia. "And if you do talk, talk quietly -- but murmur, don't whisper. Your voice is a bit too deep, but faking a higher pitch when you haven't had any practice, it's not likely to fool anyone. Now shut up so I can do your lips."

"I'm going to look like a freak."

"Not when we're finished. Now shut up." Three minutes later, the two women stepped back, then looked at each other and nodded. "Okay," said Mia. "Stand up, turn around, look in the mirror and tell us what you think."

Reluctantly, Clint obeyed -- and blinked. The first impression was of black lip gloss and heavy dark eyeshadow, but Amber had also used colour to accentuate his cheekbones, and make his nose look smaller and his chin rounder.

"See?" said Mia. "You're just one of the girls. Your own family wouldn't recognize you."

"I'm not sure I recognize me!" Clint swallowed. "This will all wash off, won't it?"

"I trimmed the eyebrows -- mostly the hair between them -- but everything else is temporary," said Amber. "The makeup is waterproof, but I have everything you need to remove it when you get back."

"I think it works," said Mia. "Not so pretty that you're going to stick out, and just goth enough that you can scare people away if you glare at them. And you'll have us with you; you'll just be one of the girls. Come on, we'd better hurry or we'll have to wait for the next bus."

*

The bus trip into town with Mia, Serenity, Nova and Hailey was less nerve-wracking than Clint had expected. He was relieved that Maggie and Lana hadn't accompanied them, and he stayed silent, walked slowly so that his feet didn't show, and did his best to hide behind at least one of the women at all times. He was slightly shorter than Mia in her goth boots and cyberlocks, and the same height as Serenity, and no-one at the bus stop or on the bus seemed to look at him for more than a few seconds... but he didn't relax completely until the bus reached the station outside the mall. "Most of the regulars know where we're from," Mia explained as they walked towards the thrift shop, "and they leave us alone. They may've heard that we're all non-violent offenders, but I don't know if they believe it. Maggie doesn't need to be loud to be intimidating."

"I believe you," said Clint quietly. "I'm more worried about not being the one she targets."

"You'd be safe even if she was on the bus with us," said Nova. "We may trash-talk each other at school, but not out here. Out here, like Robert de Niro said, we're all in it together."

Serenity nodded. "You're no more scared of her than she is of Danning. One more bad report, especially if it's anything that threatens Danning's experiment, and Maggie goes straight to jail. And this is a lot cushier than jail."

"Where is she now?"

"She'll come in later, with Stacy and Lana and maybe a couple of others," said Nova. "They heard about a party that they can get to and get back before curfew. That's why we have drug tests on Monday morning."

"I couldn't find much that would fit you except for some t-shirts," Hailey apologized as they entered the thrift store. "There are always plenty of those." She led the way to the back room. "There's a pair of shoes in your size, but I don't think you'll like 'em." She opened a paper bag and produced a pair of garish gold-colored sneakers. "You're size fourteen, right? Two dollars."

Clint snorted. "I think my grandfather bought a pair of those. Thought they'd be an investment, a collector's item. You don't have any boots?"

"In your size? Not many clowns shop here."

"Ha ha. What about jeans?"

"Only these." She brought out a pair of pink camo cargo pants.

"What're they supposed to be for?" Serenity asked. "Hiding in a flock of flamingos?"

"Hey, I don't control what comes in, and men's jeans and black pants sell too well. You want to see the t-shirts or not?"

"This is one of the few advantages we women have," said Mia as they headed for the T-shirt rack. "We can get away with wearing almost anything -- denim, leather, spandex, satin, silk, lace..."

"As long as it's not topless," Serenity added, "and the way the climate is going, even that might not be forever."

Clint found himself thinking of Stacy's boobs, and River's, and Freya's; his cock swelled and stiffened in his Hello Kitty panties, and he was glad the ruffled skirt hid it.

"Of course, that's small compensation for lower pay and all the other crap women have to put up with," said Hailey.

"Are there are any rules about what I can't buy and take back to the school?" Clint asked, searching through the T-shirts for ones in his own size.

"I think this one would definitely be out," said Mia, showing everyone a faded black shirt with the captions THE MAN and THE LEGEND, with arrows pointing up and down. "You might get away with an Everlast shirt -- Maggie does -- but maybe not. I don't think Danning would send you to jail just for buying the wrong clothes, but she might take away your weekend leave. But make sure you keep the receipts. A few of us have a history of shoplifting, so Danning always checks."

"I mostly just want not to have to keep wearing shirts that say CUNT."

"Hmm..." Serenity picked out a red shirt, then shook her head. "Not with that hair," she said. "You're going to have to learn to color-coordinate."

"Black goes with almost everything," said Mia. "Especially pink. And black. We can help you choose; I know this is new to you."

"How about this one?" said Serenity, holding up a white shirt with a cartoon of a cat. "It'll remind people to call you Kitty instead of... well, you know."

"You don't want to buy any boxers or anything like that as well?" asked Hailey. "There aren't any here, but you can get them from Walmart or Fashionable Male."

Clint blinked. He'd already gotten so used to wearing women's panties, day and night, that this hadn't occurred to him. He even enjoyed the feel of satin around his cock, and so what if it was pink? It wasn't as though anyone other than the women in the school ever saw them. "Danning probably wouldn't allow it," he said. "Not worth the risk."

"Probably not," Nova agreed. "You like movies? Double feature tonight, SOME LIKE IT HOT and LA CAGE AUX FOLLES -- subbed, not dubbed. Only ten bucks."

Clint had never heard of either, and the only foreign films he'd ever enjoyed were spaghetti westerns. "No, thanks. I'll pass."

*

Amber cleaned the make-up off his face as promised when he returned to the school on Saturday evening, but said that she'd run out of nail polish remover and would have to wait until she went back to work on Monday. Sunday night was masturbation night, as agreed, and Clint had a pair of Serenity's worn panties on his face and was rubbing his cock through the satin of his own panties when he heard Nova, in the bunk above him, swear with frustration. "What's wrong?" he asked cautiously.

"I forgot to recharge this fucking thing. Fuck." She was silent for a moment, then said, "You like titties, don't you, Kitty?"

"Yes..." he said cautiously.

"And pussy? You like pussy, Kitty?"

"Of course."

"This thing isn't going to get me off, but maybe you can. I'll let you suck my titties for a few minutes, then you'd better lick my clit until I come at least once. Deal?"

"Deal," said Clint, his throat dry.

"And you don't get to come until I do. No playing with yourself while you eat me out.""

"Okay."

"Good."

He tucked Serenity's panties under his pillow as Nova climbed down the ladder. He couldn't see anything more than a darker shape as she slithered up his body and waved her boobs over his face until a swollen nipple brushed against his lips and he sucked on it eagerly. She grabbed his hands, and placed his left hand on her other breast. "No touching yourself," she reminded him as she moved his right hand down to her wet cunt. "All hands on deck."

"Mmm-hmmm."

"And no touching my asshole, either. Not with your fingers, anyway, and not without lube. I know how much you love women's assholes, you nasty little girl, but never finger them without permission. Don't even lick them if you're planning on licking anything else, either. I might let you lick mine after you've made me come, even fuck it with your tongue, go as deep as you like while I sit on your face while you rub your clitty and jill yourself off."

Clint's cock was so hard it was almost painful, harder even than the nipple he was circling with his tongue. Nova let him suck on her tit for another minute, then pulled it from his mouth, gave him the other nipple to kiss, then turned around and straddled Clint's face. "You do love titties, don't you, Kitty?"

"Yes."

"Say, 'Kitty loves titties'."

"Kitty loves titties."

"Pity you don't have any of your own to play with, but maybe we can fix that later. What about pussy? Does Kitty love pussy?"

Clint couldn't see her cunt, but he could smell it; it was close enough that he could almost taste it. "Yes, Kitty loves pussy."

"Good. Lick my clitty, Kitty." Her cunt descended onto his face like a mask. Her clit wasn't as big as River's, and she didn't have any piercings acting as signposts, but his tongue explored her sopping cunt until it found the bump at the top of her neat little labia. Remembering what River had taught him, he circled it cautiously, even tentatively, rather than licking it like an ice cream. "Oooh," said Nova. "Good girl. You can keep doing that. And put your fingers in me, too."

He obeyed, slding two fingers into her wet cunt and searching for the bump of her g-spot. As she began to whimper, he slid his tongue quickly over her pulsing clit, drawing little figure-eights until she ground down onto his face and grabbed his left hand and pulled them to her breasts so he could feel how hard her nipples were. She came with a gasp as he sucked the tip of her clit out from under the hood, then bumped her head on the bottom of the top bunk and began laughing. "Kitty knows how to lick a clitty," she said, giggling. "You girls should try it sometime." She lifted her juicy snatch from his face to let him suck in a lungful of air, deliciously redolent of post-orgasmic cunt. "We might not even need any other toys!"

"I'll stick with my rabbit, thanks," said Amber.

Nova shrugged. "Up to you. Now, Kitty, because you've been such a good girl, would you like to jill yourself off and make cummies in your panties?"

"Yes."

"Say it for me, Kitty, and I'll let you suck my titties while you play with your clitty."

"I want to jill myself off and make cummies in my panties."

"Say, 'Kitty loves titties and pussy and she wants to jill herself off until she soaks her pretty panties with cummies.'"

Clint drew a deep breath. "Kitty loves titties and pussy and she wants to jill herself off until she soaks her pretty panties with cummies." It wasn't exactly a lie.

"Good girl," said Nova, and repositioned herself so Clint could motorboat her boobs and suck one into his mouth. His panties were already drenched with pre-cum, but he resisted the urge to touch himself, hoping to delay his own orgasm to prolong his enjoyment of sucking on Nova's big boobs - but when she wriggled and brushed her round butt against his crotch, he ejaculated explosively.

"Oops," she said, and giggled as she pushed Clint's head away from her tits. "Still, I bet you feel better now you've made cummies in your girly panties."

"Yes," he gasped.

She kissed him on the forehead. "Goodnight, Kitty-cat," she said, as she climbed the ladder. "Pleasant dreams."

(To be continued)

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