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Unleashed: A Challenging Day

TMax

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Unleashed: A Challenging Day

By TMax

Description: Polly accepts a lewd challenge from her stream fans, which turns out much harder than expected. During the day, she must entertain her fans and deal with typical high school bullshit. She succeeds and gets rewarded with the best way to end the day: a crush, her three best friends, her best friend's boyfriend, and her best friend's dad.

Tags: Teenage, Virgin, Orgy, Public, School, Hetro, Lesbian, Toys

Published: 2026-02-20

Size: ≈ 40,949 Words

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Chapter 1: The Double Fill Challenge

Fuck adults. They don’t understand the pressure we live under.

After last night’s party, Jen hated Cin, so I had relationship repair work to do this morning, or my whole friend group would explode. And while Brad’s soft lips caused the fight, he would refuse to open those lips to help. I also had a math test in the first block. And my little sister didn’t leave any breakfast, and I promised to do the double challenge today. Fuck teenagers, fuck school, fuck everything.

I stepped through the blue side door, propped open for the vapers, smokers, and influencers. With my hair wet from an unannounced rain, mascara on my cheeks, and twenty texts from Jen and Cin about the other, I hated the world. The stink that followed me almost made me turn back, scream at the small crowd of teenagers, and possibly smash their faces. The pressure below had made for an awkward walk as the plastic bit rubbed the skin off my thigh.

“Hey!” a Beta said as I pushed past him into the school. Stupid kid, a cigarette doesn’t make you cool. I resisted the urge to hurt him.

The anti-establishment morons smoked to show how much they hated the government, the school administration, and all things capitalistic, yet bought cancer sticks from big tobacco companies to feed the sick care business. I created a video on it, and while not popular, my fans loved it and left positive comments because hypocrites annoy everyone. Be against the machine, but don’t feed it what it wants most, more fucking money.

I slammed the door to cut off the toxic smoke and fruit vapors mixed with sweat and bleach. School election posters still covered the ugly, green-striped walls and the worn, synthetic blue-green speckled floor. My heels clicked past them and avoided the potential lawsuits. While understandable that they hadn’t removed the posters from the wall, they could at least pick the fucking sheets off the floor, like the janitors have one fucking job, do it already.

I arrived at my film spot, a short hallway with the janitor’s door at the end. The pair must watch movies behind it because I have heard movement and screams every so often, but I have never seen it open or unlocked. Stupid janitors only appear for food, cheerleader practice, or basketball games. The couple stand in blue jumpsuits and partake or watch.

Posters of the school motto, ‘Success, Understanding, Confidence, Kindness,’ hang on each wall, a motto only a committee would create. One poster shows a twenty-something female, dressed like a teenager from ten years ago, with her thumb up. The other, a kitten drinking water, the cute, fuzzy face looked adorable. I loved them and included them in most of my videos because the posters represent how fucked up adults think. You know that they must have discussed something like, “The teenagers are doing drugs, skipping school, bullying, failing classes, and committing suicide. What can we do?”

“Let’s make a poster to tell them to focus on success because then they will stop doing drugs, stop skipping school, and start passing their classes.”

“And if we put understanding and kindness on it, then they’ll stop bullying each other. But what about the suicides?”

“Confidence. They just need more confidence.”

I often wonder if those people skipped the teenage years or if they have ever met a teenager. Even the good students laughed at the posters. Hel thinks they did the posters because they didn’t want to spend the money on doing something meaningful. I hoped they just didn’t have a clue, because, otherwise, it meant they didn’t care, and someone must care, right?

A quick fix of my face, and I held my phone up for the daily segment on my vlog.

“I’ve taken the double-fill challenge today, as promised,” I said with a smile.

At arm’s length, I scrutinized my appearance in the little screen. No enhancements, no filters, only raw footage for my fans. I had pulled my long, red hair into double French braids, and because my fans prefer the natural look, I only added a hint of makeup, lip gloss, mascara, and eyeliner. Everything I wore, my fans had purchased for me. Ruby red earrings, a white lace choker around my neck, a white t-shirt with Darth Vader’s head on the front, and my red bra, visible under the sheer fabric. The black skirt hung to my knees, the edge just over red and white knee-high socks, with black, two-inch, high heels.

I get it, the heels made no sense with the outfit, but I fucking hate always looking up at people, and with the heels, I make it over five feet. Walk around short, and you will understand my life. Like ‘Walk a mile in my shoes,’ these heels specifically.

“The walk from school hurt,” I said, frowned at my followers, and lifted my skirt to show my pain. The dildo’s fake pink balls rubbed a raw line on my thigh. Thankfully, other than the extra pressure, the silver butt plug hadn’t caused any issues. I shifted the plastic so that it would rub against my other thigh and allow my skin to heal before class.

“You’re doing it,” Hel said from across the hall. Her football boyfriend, Kamran, stood beside her. They made an odd pair. He had a wide-muscled body, as wide as tall, and wore his green and gold football jacket with jeans every day. She stood a head taller and wore sundresses with black combat boots to school. At home, she wore onesies with kittens on them and sandals.

“Said I would,” I said, and then turned the camera briefly to the pair. “Say hi to my crew.” Hel and Kamran waved. Their promise rings glittered in the LED light, her arm around his waist, his behind her, likely on her ass. He has a fetish for grabbing her ass, and Hel likes it, so whatever.

I returned the stream to the dildo and butt plug. The light did not show much, but I did get a close-up of the plastic, pink dildo between my red lips. I trimmed my pubic hair to show everything better. The silver butt plug end reflected the phone’s camera light. I wished I had asked for a butt plug with the red ruby at the end, but I thought it would look too garish. Next time, I’ll listen to my friends and ask my fans to buy both.

I moved the camera around so that everyone could get a better look. Hel and Kamran stood at the small hallway entrance to block the view from the main hall. The noise level grew as more students arrived for school. I shifted the dildo in and out to make sure my fans could see the size of it. Eight inches long and four inches wide, it completely, totally, filled me. I couldn’t use lube because I didn’t want it to fall out. Thankfully, as a Dead, I heal fast, and the size doesn’t hurt anymore, unlike when I shoved it in dry.

My heart rate stayed high, and tingles ran up and down my spine. I wanted to rub myself, to get off. My little nub ached for a touch, but the challenge does not let you orgasm, and the slightest touch would make me explode, so I had to shift positions to get a better angle and to distract myself.

I handed the camera to Hel while Kamran frowned. He hated me doing this, and he hated it when Hel helped because he had a hang-up about people staying pure for marriage. Hel and I agreed with him, but virginity just means no dick in the vagina, and it definitely doesn’t apply to dildos or fingers, nor any other hole, and definitely not to other girls. Besides, Hel and I have only fooled around for content. Hel loves Kamran, and Kamran loves Hel so much that he doesn’t interfere with us, unlike boyfriends.

Besides, I like guys more, but pedos and pervs tip the most for teen female on teen female videos, and when Hel fucked me with that strap-on, they tipped, a lot. The way her oversized breasts bounced made it onto the front page of the streaming site.

Hel pointed the camera while I bent over to show my ass better. As I held my ankles, a couple of football players yelled, “Nice ass,” and paused to watch the show. I enjoyed the attention as much as they resented me. I used to play football with them, and while not as good as Hel, I could play, but as my streaming business grew, I had no time for practice.

“Join the fan club if you want to watch,” I said. The cool air caused my asshole to pucker. I smiled wider as electricity shot up and down my body. My legs trembled while the pressure built inside me as the dreaded orgasm almost arrived. I stood up and grabbed the phone back from Hel. The dildo shifted down, and only a quick clasp of my legs kept it in and prevented disqualification.

With the phone pointed up my skirt, I said, “Off to class, wish me luck.” My finger needed two attempts to hit the button to terminate the stream. Thankfully, I didn’t orgasm and fail the challenge.

________________

Chapter 2: Saving the Friend Group

“Slut, you ready?” Hel asked as she held a yellow, finger-nailed hand out for mine. Her bare black arms ended at bony but strong shoulders, while oversized breasts pushed against the yellow fabric and distorted the flower print. She needed to eat more, but I understood why she didn’t. As teenagers, we have no control over our lives, so some seek control through their hunger, others through body modifications, and still others through blogs and streams. In health class, we learned that everyone needs a sense of control, yet the school does everything possible to control us. I shifted the dildo away from the rubbed-off area and joined her and Kamran.

An awkward, slightly bow-legged walk later, we arrived at math class. I checked the comments and donations. Everyone wanted me to stream throughout the test, discreet, under the table, of course, and since pervs and pedos pay the bills, but so does credibility, I didn’t mind.

I sat at my table between Jen, on my right, and Cin, on my left. I had Hel, one row ahead, set up the camera on my bag and point it up my skirt, with the dildo and the butt plug visible for my stream. My skin had healed, but my desire had not lowered. My heart pounded in my ears, my face burned, and my fingers twitched. I had to hold my hands together to stop them from rubbing my little nub.

“Tell Cindy that she fucking sucks,” Jen said while she glared at Cin. Teen drama. Jen and Brad had only started to date yesterday morning after she gave him a blow job in the bathroom. Cin hadn’t known, but then again, Cin should have asked or confirmed because she knew Jen liked Brad.

 

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