Millie's New Uniform Ch. 05

SHORT RECAP SO FAR

Millie's new see-through school uniform has made her more popular among the teachers than spoiled rich Queen-bee Florence.

Now school is over, and fuming Florence and her best friend Lola are home at her place.

***

CHAPTER 5. FLORENCE'S DAD TEACHES LOLA

"They just all look so cheap and slutty," Florence whined, tossing her phone onto the duvet.

The raven-haired heiress and her flame-haired best friend Lola lay sprawled across the enormous four-poster bed in Florence's bedroom, scrolling through page after page of sheer school uniforms--most of them sourced from the seedier corners of high-end erotic boutiques.

Florence was still seething. Plain, flat-chested Millie had somehow outmaneuvered her - strutting into school in a completely transparent uniform and stealing the hungry gaze of Mr. Michaels, her favorite teacher. Florence was not against wearing something see-through, but it had to be high end. Versace, Miu Miu, something with a four-figure price tag and actual tailoring, not translucent polyester trash.

Lola, by contrast, wasn't particularly fussed. She was not competitive by nature, and was anyway confident that she and Florence together could still command every teacher-cock in the building if they wanted to.

As Flo kept bitching, Lola's mind drifted back to earlier that afternoon.

The punishment.

Flo and Lola had violated school conduct, and headmaster Edwards had bent them both over for a thorough spanking. Then he'd shoved Lola facedown across his desk, yanked her skirt up, and fucked her plump teenage ass hard. To her own stunned delight, she loved it.

The memory alone was enough for fresh heat to bloom between her thighs. She shifted, feeling the lingering tenderness in her cheeks. Was her ass still flushed red? She needed to see.

While Florence continued her tirade about Millie and "tacky see-through garbage," Lola murmured that she had to go to the bathroom and slipped off the bed.

The Walden mansion was stupidly huge. Lola took three wrong turns before she finally pushed open the door to an almost absurdly opulent bathroom with a clawfoot tub, gold-framed mirrors the size of doors and marble everywhere.

The teenage schoolgirl locked the door, shimmied out of her white lace panties and green plaid microskirt, then twisted in front of the tallest mirror, trying to get a proper view of her behind.

Her buttocks were still faintly pink: warmer than usual, tender when she pressed a fingertip to the curve, but not dramatically marked.

Then her gaze landed on the bidet.

Oh my god. Flo's family really is disgustingly rich and sophisticated, she thought as she curiously perched on the cool porcelain. She turned the jet on low, and sighed as the warm water pulsed against her smarting cheeks and fluttered over her sensitive little hole. It felt indecently good.

There was a bar of soap on the ledge. She worked up a lather between her palms, then reached back, sliding two slick fingers past her rim. She pushed inside slowly, imagining it wasn't her own hand but Headmaster Edwards again, his fat cock stretching her open. Or Mr. Jackson, the tall, deep-voiced Black chemistry teacher. Or -- fuck -- Florence's dad, Roger Walden, with his broad shoulders and that quiet smile he sometimes gave her when Florence wasn't looking.

She tilted the bidet jet higher, letting the water surge inside her, flushing her out while her fingers twisted deeper. A shameful little moan slipped out.

Since when was she this obsessed with anal?

Since today, apparently.

Was she... an anal slut now?

The thought made her clit throb.

She cleaned up, patted herself dry, fixed her skirt, and padded back into the hallway, only to pass the living room where Roger Walden lounged on the massive sectional watching TV, tie discarded, white shirt sleeves rolled to the elbows, muscular forearms flexing as he swirled a glass of something amber.

"Hi, Mr. Walden," Lola purred, giving a little finger-wave and a hip sway. She was sure he really knew how to take care of a young girl. And her ass.

"Hey, sweetheart." His eyes flicked up, lingered on the way the short plaid skirt barely skimmed the tops of her thighs. "How's my favorite redhead?"

"Doing fine." She smiled, wide and coy, then sauntered over and dropped onto the cushion right beside him, so close that her bare knee brushed his slacks. "Flo and I are just upstairs hunting for new school outfits."

Roger raised an eyebrow. "That so? Well, you'll have to model the winners for me sometime. The uniforms you girls have been wearing lately are... very chic."

Lola beamed, did a happy little bounce that sent her full breasts jiggling under the thin blouse. "Thank you!"

She leaned in, deliberately giving him an unobstructed view down her cleavage.

"Can I ask you something kind of personal?" she asked, voice dropping to a breathy whisper.

Roger muted the television. "Sure, Lola."

"It's kind of personal".

"Personal, huh? Just ask."

Lola wet her glossy pink lips with the tip of her tongue. "Have you... had a lot of anal sex, Mr. Walden?"

He turned fully toward her, surprise flashing across his handsome face, "What?"

His daughter's cute best friend bit her lower lip, green eyes huge and innocent in her freckled face. "My ex was obsessed with it, he watched way too much porn. He kept pushing me to try, but when we finally did it, it just hurt. I hated it."

Roger's gaze dropped briefly to the plump curve of her ass peeking beneath the hem of her skirt. "I'm sorry to hear that."

"But then..." She sent him a slow, flirty smile. "...just recently I tried it again. With a much older man. And this time it was... so much nicer... I mean... I was soooo good."

Roger's cock gave a hard twitch against his zipper. "I am happy to hear that, sweetheart."

"So I thought..." Lola locked eyes with him, voice soft and filthy, "...you're an older man too. Not that old," she giggled, "but experienced. Maybe you could give me some tips? On how to make it feel really nice." She paused, lashes fluttering. "If you've had a lot of anal sex, I mean."

Roger studied her for a long beat--those big innocent eyes, that lush mouth, the way her chest rose and fell a little faster now.

"As a matter of fact," he said, voice low, "I do have some experience in that department. But I'm not sure it's appropriate to discuss with my daughter's best friend."

"Please, Mr. Walden." She pouted, then laid her manicured hand high on his thigh--fingers brushing dangerously close to the thickening ridge in his trousers. "I really need advice."

He exhaled through his nose, half laugh, half growl. "Alright, alright. I'll give you some pointers."

"Jay!"

Lola seemed very exited, and Roger couldn't help but smile at the bubbly luscious teen bouncing in the sofa. He wondered how far this would go. Wasn't Florence up in her room? Never fucking mind.

"First, you have to be clean," he said. "That little hole gets dirty. You need to wash thoroughly inside and out, before anything goes in."

"I already did that!" Lola blurted, eyes sparkling. "I was just in the bathroom. I used that water thing"

"The bidet?"

"Yes, that thing. I cleaned everything really good. Do you... want to see?"

"Uhm..." Before Roger could answer, Lola spun around, knelt up on the sofa, and arched her back, presenting her meaty ass like a present to him.,. The tiny skirt rode up instantly.

Roger flipped the hem of her green plaid skirt, exposing red lace panties already damp at the crotch.

"Please, Sir. I need to know if I did it right. If I am clean enough."

Roger smiled and slowly drew Lola's panties down, letting them catch on her thighs.

Her plump pussy glistened, a neat triangle of auburn curls above swollen lips. Below, her tight brown pucker winked at him--clean, flushed, slightly puffy from earlier use. He gripped both cheeks, spread her wide and eyed her little gaping bumhole.

"Looks very clean, Lola," he murmured, voice gravel. "Good girl."

"Thank you, Mr. Walden," she whispered, squirming. "I really made an effort!"

"Did you clean it on the inside too?"

"I did. With my fingers."

"Perfect." He kneaded the ass of his daughter's BFF, watching the little hole open and close under his grip. "Lesson two: your ass doesn't self-lubricate like your pussy does, so it's important to lubricate it well. Body oil is a good choice, but you can also use natural lubricants."

He pursed his lips and let a thick rope of saliva drip directly onto her hole. It slid down, glossy and warm. He caught it with his index finger and pressed inside, slowly massaging the spit in

Lola whimpered. "So nice..."

"See how good that feels?" He added more spit, fucked her gently with one finger, then two, twisting inside her, stretching her tight hole.

"It's also important to stimulate you in other ways, so you are ready and turned on, when that big cock rams up your little ass" Roger said, as he used his free hand to let two fingers slide in between Lolas puffy wet pussy lips.

"Yes..." Lola's hips rocked back instinctively. "I understand..."

He lubricated his fingers with the wetness of the teenage girl's slit, circling his fingers around her moist hole, before moving up to her clit. The older businessman was now fingerfucking the young schoolgirls tight ass, while gently rubbing her clit.

"You're doing so well," he praised. "Such a good little student. You're gonna make a perfect little anal slut."

"I want to be," she gasped, pushing back onto his fingers. "I want to be your anal... I mean... an anal slut."

Roger was rock hard, and at this point there was nothing he wanted more than to pull out his cock and fuck Lola's tight young ass. But there was one more lesson to teach her.

"Last thing," he said, pushing his fingers all the way to the knuckle, "is practice. Get comfortable taking something hard and thick. You can do it alone... or with someone you trust."

"Like your daughter?" Lola asked sweetly.

Roger growled, yanked his fingers free, and delivered a sharp slap to her right cheek. Lola yelped, then moaned.

"Don't push it," he muttered, though the image of Florence and Lola In bed together, playing with each other's asses, floated through him. His daughter whimpering, as Lola's fucked her bumhole with a pink rubbery dildo.

He was so fucking hard.

"What do I use to practice?" Lola asked, voice trembling with need.

"Anything you want. A dildo or a buttplug. Plugs are great because you can wear them all day, feel them stretch you while you walk around." He smirked. "I've got a nice collection. Maybe I'll show you sometime."

"Yes please," she breathed.

"But really, you can use anything. Like this. This will do fine."

Roger reached for the thick green candle on the side table. As Lola turned her head and watched, he warmed it between his palms, rounding the blunt edge with his thumb.

"First you lubricate it," he said, stepping in front of her and holding the candle to her lips. Lola's eyes flicked to the heavy bulge straining his trousers, then back to the candle.

"With my mouth?" she asked, already parting her lips.

Roger nodded. "Get it nice and wet. It's important to lubricate both the hole and the thing you put inside it".

She opened wide and her best friend's dad slid the candle in slowly. Lola bobbed eagerly, tongue swirling, cheeks hollowing, imagining it was his cock instead. Roger gripped the back of her head and pushed deeper, making the freckled beauty gag softly. Drool spilled down her chin.

When he finally pulled it free, the candle glistened with thick strings of teenage saliva.

"Perfect. I think we are ready now," he rasped, as he knelt behind Lola again, placed the slick bellend of the candle against her pucker, and began to work it in, rotating in small, patient circles, while pressing steadily, as his other hand massaged her soaking pussy.

"Yes..." panted Lola as the candle went deeper, "yes..."

Soon Roger was candle-fucking the squirming schoolgirl's ass deep. She gave out small broken whimpers, as her hole gripped and released the green shaft.

"She is more than ready now," he thought, and began to unbuckle his belt. He was going to fuck his daughter's best friend in her little tight holes now.

But just as he grabbed for his hard cock, his daughter's shrill voice pierced her air.

"LOLA! WHERE THE FUCK ARE YOU?"

Florence's shrill voice sliced through the haze.

They both froze.

"I-I'M DOWNSTAIRS!" Lola yelled back, voice cracking.

Roger swore under his breath, yanked the candle free, and quickly tugged her panties back up her thighs. Lola scrambled upright, smoothing her skirt.

"I WAS JUST GETTING SOME TIPS FROM YOUR DAD!" she called.

"WELL HURRY UP! YOU'VE BEEN GONE FOREVER!"

"I'M COMING!"

Lola leaned down, cupped Roger's jaw, and kissed him deep and long. Her tongue teased his for one long moment before she pulled away.

"Thank you so much for the help, Mr. Walden," she purred, giving his hard-on at little yank though his pants.

Then she bounced up the stairs, leaving him rock-hard and cursing.

***

"What took you so fucking long?" Florence grumbled as Lola flopped back onto the bed.

"Just talking to your dad."

Florence rolled her eyes. "Oh my god. Please tell me he wasn't being weird."

"Not at all. He's actually really sweet."

"Sure he is," Florence snorted. She turned onto her back, arms spread, phone gliding out of her perfectly manicured hand. "Anyway, I'm not wearing any of those trashy sheer blouses. I have standards."

Lola bit her lip, still buzzing from the ache in her ass and the taste of Roger's mouth.

"I've got another idea," she said quietly and picked up Florence's phone.

Florence glanced over, half skeptical, half intrigued. "What?"

"Something that will drive the teachers mad, just knowing we are wearing it. And it might even help you with the headmaster-situation."

Lola scrolled for a moment, then turned the screen.

A sleek, teardrop-shaped silver butt plug gleamed on the page, a single glittering jewel winking from the base.

Florence blinked. "What the hell is that?"

Lola's smile turned wicked. "A butt plug."