23. "So that's the game you want to play?"

I knew immediately I'd fucked up but fine, my sassy moments are usually worth it.

"Go get your uniform on."

Fuck. Well, I did say usually.

The uniform he refers to is my old school uniform from when I went to a proper catholic school. Worst years of my life and he knew that damn well. Not only did he want me cowed and miserable but he also wanted me to know that while I wore that uniform, he wouldn't be laying a finger on me or in me. This meant I was being punished, and not in a fun way.

"Make me repeat myself..."

"FINE, I'm going!" I stomped to our closet and pulled the stupid uniform from the drawers where I kept all my costumes. Fucking skirt is tight around my waist and I hate it. Having three kids and being middle aged will do that, I guess. I pull on the knee high socks and reach for the collared white polo shirt when I'm suddenly inspired.

I look over my shoulder at his side of the closet.

When I emerge from our room, I have my uniform on. Socks, skirt, and one of his button up white dress shirts, completely unbuttoned and revealing everything underneath.

"I'm so sorry, sir. I seem to have misplaced my usual shirt but the dress code only says a white collared shirt, right?"

I see him fighting back a smile as he mutters You Fucking Brat under his breath.

"A button up shirt with no tie, miss? That just earned you an additional demerit. Follow me to the office, please."

I skipped behind him, doing my best to appear nonchalant about what was coming, not that I had a single clue.

He opened the door and gestured me in.

"Please have a seat at the desk and produce a pencil and paper for your task."

I looked around.

"I don't see any paper and...there are only pens here!"

He gasped, feigning disappointment. "Coming to school even more unprepared? Sounds like another demerit to me!"

"Oh, you bastard!"

"And cursing?! You're chalking these up very quickly. So far, I count four demerits!" He paused. "Care to make it five by making me repeat myself?"

I narrowed my eyes and circled the desk, noticing for the first time that there was a completely different chair here, not our usual comfy rolling chair. No, this one was a bit more sturdy and had a huge hole cut out of the seat. I looked up at him in confusion.

"Did you also forget how to use a chair? Sit!"

I had to step over a cable but I quickly moved into place and sat in the chair.

"Move your skirt out of the way, I need you fully exposed to receive the fullest extent of your punishment."

I rolled my eyes and sighed dramatically. I pulled the fabric under me out and away, finding the immediate coolness of the leather a bit jarring but otherwise remaining curious about what might come next. He pulled a book off the shelf and set it in front of me along with a pen.

"You usually get 20 lines per demerit. So by my math today, you're going to have to do 100 lines."

"Four times 20 is not 100, its 80."

"Good job! You're right, 4 times 20 is 80, but YOU have 5 demerits. Maybe if I hadn't had to tell you to sit again you could have kept it at 4 but, alas, here we are."

I steamed at him meeting my sass with his own but stayed silent, not willing to risk additional punishment.

I watched him lean forward, pointing to his ear. "What's that? Silence? Ah, so you are learning. Excellent. We're off to a great start. Now, you may notice your chair has that large opening in the seat and you might be wondering what its for. That is for the fucking machine currently parked underneath you. Don't you move a muscle. You are not allowed to see it, let alone touch it."

An involuntary wiggle of excitement escaped me. I bit my lip, doing my best not to smile.

"Eager girl, don't get too excited. I'm going to control the machine while you do your lines and I'm going to do my very best to make sure it gives you nothing but absolute frustration the entire time."

I gulped and he definitely heard it.

"Yeah....this isn't going to be fun for you. And not only do you need to complete your lines while getting fucked by the machine, you're going to have a time limit. If you don't complete exactly 100 lines within the next hour, the fucking machine gets turned off and MAYBE you'll get another shot at completing your task tomorrow. But you'll have to start all over again."

I whimpered.

"And those line better look neat. Oh, and one more thing."

My eyes widened.

"While I'm working the remote app for the machine from over here, you may or may not see me pull my cock out and stroke it while you're doing your lines. And if you don't get those lines done before the timer is up, you're going to watch me walk over to this book you'll write in. You're going to watch me stroke my cock until I spill all the cum I was loading up for you all over your hard work."

I gasped. He nodded.

"Mm-hmm. You don't get to touch, you don't get to help. You don't get a single drop of it, understand?"

I frowned but nodded.

"Good. Oh sorry, there is one more thing. You're not allowed to cum until you complete your task. This means you immediately go into chastity after this."

My jaw dropped. I hated that device.

"Say you understand."

I took a deep breath and complied. "Yes, Sir, I understand."

"Good. Now be a dear and help me line that dildo up to your pussy. Your hour begins soon."