Maid for a Night
by jastes22 

Part 24: A Devil's Bargain

The response was almost instant.

Your first task is to to “accidentally” drop your skirt in front of the whole class. Send me proof. A video should do it. Make sure everyone is watching.

I could feel the blood rushing to my face just reading the words. I would effectively be giving everyone a good look at my panties. And she wanted a video? How was I supposed to do that? And get everyone’s attention?

I took a deep breath. Was this really the right course of action? I was obeying without so much of a complaint. And this was going further than the confines of Lindsay’s home. People—students I went to school with—we’re going to see me in my underwear. It wouldn’t destroy my reputation—If I was lucky, everyone would think it was just an accident—but it would be enough to give everyone a scandalous view of the good girl Taylor.

Unfortunately, I didn’t have a choice. With my stranger having all those pictures and me still having no idea who she was, I was completely powerless. My identity might have been protected in those pictures, but if enough got out, someone was bound to figure out who the humiliated girl underneath the mask was.

“Be back in a second. Keep working on your worksheets,” Mr. Dale said, stepping outside.

This was my chance. I turned to Charles. “I need a favor,” I said.

He looked up from his sheet, confused. “Yeah? What do you need?”

“I need you to take a video of me.”

“What do you mean?”

“Just take a video. I’m going to stand up and make an announcement, and I need you to record it. I just need a video of it.” Still seeing his confused look, I tried to think of some way to explain what was about to happen without implicating my submission to my stranger.

“It’s…complicated.”

He shrugged and pulled out his phone and aimed it towards me. I winced, but said nothing. If I was fast enough, no one would have a chance to take a picture, but there would be nothing I could do to stop Charles from having the video on his phone forever.

But there wasn’t anything I could do about it. I was running out of time, and I decided ripping off the Band-aid was better than hoping for some miracle out of this mess.

I grabbed the zipper on the side of my skirt and started to tug it down quietly. Normally, at home, I would just unzip it all the way and let it fall to my feet, but now I needed to unzip it just enough so it was loose around my waist—but not so loose that it would fall as soon as I stood up.

I cleared my throat loudly and the other students looked up. I felt myself blush, but I hurried to my feet. I knew instantly that I had pulled my zipper too far, and my fingers scrambled to grab the sides discreetly while I stood up.

“E-everyone? I…I have an announcement to make.”

I shut my eyes and released my skirt. There was a quiet whoosh as I felt the fabric drop to my feet. Gasps filled the room as everyone saw the white panties I wore underneath. I held my breath for a second—long enough for everyone to see— before looking down—in what I hoped looked real—horror at my inexplicable wardrobe malfunction. I squeaked and grabbed my skirt, pulling it back up to my waist and sitting back down, my face absolutely red. Giggles and whispers traveled amongst the other students, two dozen pairs of eyes on me.

Charles still had his phone fixed on me, his own eyes wide.

“You can stop now, Charles,” I said, clearing my throat. “Can you send that to me?

“Uhh…sure.” It was a strange request, to have video proof of something embarrassing like literally being caught with your pants on the ground.

He sent it to me, and I hurried to send the clip off to my stranger. I glanced around. Some people were still stealing glances at me, but most people had turned back to their work. I breathed a little easier. Looks like I got away from that encounter mostly unscathed.

“Did you…plan for that to happen?” Charles asked quietly.

I blushed, unsure of how to respond.

Right then, my phone buzzed.

Good girl. Let’s see how you do with this next one. For your next task, your job is to go commando in the middle of class. For proof, send me a picture of your cute bikini and bra on your desk.

Lindsay’s instruction to wear a skirt and a button-up suddenly became very clear. In any other clothing, the task would have been impossible. It was a reminder that Lindsay was still very much involved in my humiliation, working in tandem with my stranger.

I stared at the text message, frozen. They wanted me to take off my underwear? In the middle of class? I looked around at my classmates. Some of them were still stealing glances at me, as if there was going to be more to the show. There was no way I would be able to take off my underwear without someone noticing, especially not after my first stunt.

My phone buzzed, and my heart skipped a beat. There was more to the task.

You have 8 minutes.

That spurred me into action. I stood up and headed for the door. “Bathroom,” I said to Mr. Dale. Thank goodness he didn’t question students who needed to use the bathroom. At least I could strip in privacy, though there was nothing I could do about sitting in the classroom without underwear. Maybe I could take the picture discreetly and then fake an illness for the rest of the day or something.

My phone buzzed as I passed the threshold out into the hallway. Out of habit, I glanced at my locker just down the hallway. I tried to think if there was anything there that could help me. I only had my other textbooks and some random school supplies. Nothing to help me here.

My phone buzzed. What did she want now? I hadn’t completed my task.

Trying to use the bathroom? I thought you wanted to get caught? No leaving the room.

I blushed. I didn’t want to get caught. But I wasn’t resisting, either. The stranger had all the power, and the best way out of this was to play along. Accidentally flashing people or going commando was a thousand times better than having those pictures circulating the entire school.

And how did she know? Who was she?

I’m trying to teach you to be a good girl. For your cheating, you now only have 4 minutes.

I twisted on my heels so hard I almost slipped on the school floor.

Mr. Dale looked up as I reentered the room, looking confused. “False alarm,” I said.

He shrugged, and returned to his work.

I sat back down, nervous energy growing so intense it was hard to sit still, much less think. I was running out of time.

“Charlie, I need a favor,” I said.

He was very attentive, and I couldn’t help but wonder if it had to do with the video he had on his phone. Maybe he was hoping for more. “What do you need?”

“I need you to create a distraction. A big one.”

He paused for a moment, his eyes glancing me up and down. “What will you give me?”

Really? He was trying to bargain? I was tempted to go back on my request, but I was running out of time, and I needed him.

I scoured my brain for something I could give him. Dread slowly filled me and I realized what I had that would spur him into action. My stranger had given it to me less than twenty minutes ago. I swallowed, hard. Oh, this was going to be painful. “I’ll…I’ll send you a nude…of me.”

His eyes nearly bugged out, but he decided that swiftness was better than giving me a chance to renegotiate, instead jumping out of his seat.

The dread continued to fill me. I didn’t know Charlie, and I didn't know what he would do with a nude picture of me. Not only that, but he would know my identity under the mask. But it was better than the alternative. Better a deal with a boy than a punishment from the devil.

“You gave me a C?” Charlie yelled at Mr. Dale. “I deserve better, and you know it!”

I blinked, surprised by his sudden outburst. My distraction! Oh, crap, I had to hurry!

I toned out the two of them shouting at each other, taking only a moment to glance around to make sure everyone’s attention was focused on the screaming match.

I reached underneath my skirt and pinched the sides of my panties. It was awkward pulling them down to my knees and then down my legs while sitting, but I was determined, stretching them beyond repair and yanking them out of my shoes. I crumpled them up into a ball and placed them on my lap underneath the desk.

As I undid the first two buttons, bearing my chest so the top of my bra peeked out, I realized that my bra was going to be another problem. It strapped in the back, and I would need to practically take off my entire shirt to reach behind my back and undo it.

My eyes fell on scissors Charlie had left out on the desk, part of the lab for the day. Throwing caution to the wind, I grabbed them, and winced at the snip of the scissors shearing the fabric of the bra. The pressure holding up my tits disappeared, and I slipped the two separated cups onto my lap.

I didn’t have time to button my shirt back up, instead just letting them sag openly in the middle of the room, held up only by my shirt, but it was very obvious that I wasn’t wearing anything underneath.

I hadn’t been paying attention to Charlie and Mr. Dale’s “argument”, but I could tell it was wrapping up. I threw the pieces of my underwear onto the table and snapped a quick picture. That done, I threw them back onto my lap, shot the picture off to my stranger, and crossed my arms in front of my chest.

The argument ended, and Charlie returned to his seat, looking flush. “That big enough of a distraction for you?”

“Plenty,” I said.

He glanced at me, noticing the fact that I wasn’t wearing a bra. To his credit, he didn’t ask. I squirmed underneath his gaze, my bare pussy feeling awfully exposed. I swear I could feel a breeze underneath my skirt, and I could already tell that I was starting to get a little wet . I hadn’t realized how stimulating wearing no underwear in a public place like school could be, a fact that made me blush. My heart was still racing. With a start, I realized I was still holding my underwear in my hands. I shoved them into my backpack, trying not to move my waist too much as to not accidentally flash someone or disturb my pussy.

“Umm…” Charlie started, only to blush himself.

Right. Our deal.

I pulled out my phone and started to scroll through the pictures my stranger had sent me. They were all pretty bad, and the fact that he would know it was me under the mask made it all the more embarrassing.

I settled for the picture of me on all fours on the ground, Jackson holding my leash. It was a humiliating picture, to be sure, and it only served to prove to my stranger how much I wanted to be caught and humiliated, but it was the only picture where it was obvious I was naked but nothing too private was showing. Well, everything was showing, but at least my tits were covered by my arms and my pussy wasn’t visible.

After getting his number, I swallowed and sent him the picture.

He took a long, painful look at the picture before turning to me. I could only imagine what was going through his head, imagining me naked in all sorts of compromising positions.

“Please…please don’t show that to anyone,” I said. Not only had I sent him a nude picture, but I had sent it quickly, without negotiating. It implied that I usually had nudes on my phone, ready to share. What kind of a girl did that?

A slut, I reminded myself.

I tried to settle back into my work, anything to not think about what had just happened.

My stranger didn’t text me the rest of the period, but it didn’t stop me from glancing at my phone every two minutes. It was agony to wait for my next “task,” even if it meant more time before doing something embarrassing. I

Five minutes before the end of period, I got a text. My heart leaped as I fumbled with my phone.

You’ve been a good girl. I have a little present for you. Go to your locker and find it. You’ll need it tonight. And I would hurry to grab it before too many people see.

I tried to make sense of her words. A present? What was it? And what did she mean, “tonight” There was more to all this?

The bell rang, and I flew out of my seat, tits bouncing on my chest from the movement. The hallways were already getting crowded, and I hurried to make my way through, one hand across my chest. My only mercy was that my locker was so close.

My heart dropped. I could see my locker. Someone had opened it, and as the only locker opened in a wall of olive-green lockers, it stuck out like a thorn. How had they opened it?

Oh, right. Lindsay. She knew my combination.

Oh, no. Did they take something? Why would they do that? No, they had left something. There was something long and black hanging from the coat hook inside, along with an envelope taped to the inside. A few people had noticed, but thankfully it wasn’t a large crowd.

As I approached my locker, I suddenly knew exactly what it was, but I still hoped beyond hope that I wasn’t right.

I pulled it off the hook, grabbed the note that had my name on it, and dashed away before people could realize it was me.

In my hand was a shiny, brand new, black leather collar. There was white stitching in the fabric in fancy cursive. It took me a second to read it, but eventually my eyes made out “T-a-y-l-o-r” My name. A collar for me. I had no idea who my stranger was still, but she owned me.

The note wasn’t any better, written in thick cursive that took me minutes to comprehend. Even once I figured out the message, I read it over and over again.

Dear Taylor. I hope you enjoy your gift. Lindsay tells me you quite enjoyed your last one. Bring it to the girls’ locker room at the pool tonight. 8:00.

Don’t be late.