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Chapter 5: The Punishment

I stared at her with wide eyes. At first, surprise overwhelmed pain, but as it disappeared, my eyes began to water.

She slapped me!

"What the fuck, Harper?" I cried, trying to push her off.

She held me tightly in place, her knee pushing against my cock. I understood the implied threat and stopped struggling.

"Sissies ask before they kiss," she snarled, her voice suddenly frigid and hard. "Sissies are lucky if they get to kiss me. And you, Kelsey, are still in trouble."

"Kelsey?" I gaped.

The moment had turned so quickly. There was the dirty talk, and we were kissing, and she was on top of me, and it had all been so hot and nice — and now this? What was happening?

"Yes," she said flatly. "You're Kelsey. And I'm Miss Sheridan to you, do you understand?"

"No," I said dumbly. "I do not understand."

She raised her hand and I winced, but she didn't strike me again.

"Do I need to spell it out for you, sissy? What's the matter, too much time spent thinking about cocks and dresses?"

"I'm Kelsey," I said slowly. "You're… Miss Sheridan."

"Ah, so there is something inside that pretty head."

"I'm… your sissy."

"And you're not dressed appropriately, even if you have panties on under those trousers. I expect my girls to be properly attired at all times, Kelsey. Time for your lingerie."

She walked to the hallway, pausing and draping herself over the doorframe. Her breasts pressed against it, the tiny shirt struggling to contain them.

"And then it will be time for your punishment."

I trotted after her in a haze.

She wants me in lingerie all the time? _

It sounded kind of hot, I had to admit. But how was I supposed to get anything done? Was I supposed to be dressed like that at work? Lingerie under my clothes? Did this mean that we had a relationship now? What did any of this mean?

All my confusion was overshadowed by the last thing she said.

"Time for your punishment."

My stomach tied itself into knots as I fretted. She'd already slapped me — apparently that wasn't it. I wondered if punishment was something that sissies knew about. To my surprise, I found myself wishing I had spent more time looking things up online.

"Put it on," she snapped, pointing to a pink garment laying on the bed.

It looked a little like an old-fashioned corset, but translucent and not nearly as restrictive. I stared at it while I stepped out of my clothes, arms and legs trembling. I glanced at Harper and saw her openly staring at my erection. In any other circumstances, the idea of a beautiful woman eyeing my cock would have been a dream.

But something about this made me worried.

"Bustier first, then stockings, then panties," she instructed.

The bustier — which was apparently what this kind of lingerie was called — opened in the back. I put my arms through the straps, and before I could reach behind me to fasten the endless row of clasps, Harper began to. Her movements were quick and practiced, like she'd done this a hundred times before. As she closed each, the garment became tighter and tighter. I could feel it pinching in my waist and pushing up my chest.

Harper demonstrated the right way to put on stockings and I followed along. The sheer, nude material felt heavenly as it slipped up my legs, wrapping them in a gentle silk embrace. She clipped them to the tabs that dangled from the bustier, then took my hand and pulled me to standing. The tug of the stockings against my skin made my stomach turn upside down. A long, high moan slipped from my lips.

"They're wonderful, aren't they?" Harper purred. "Stockings are an important part of a sissy's outfit. I love knowing how much they turn you on."

"Yes," I whispered, rubbing my legs together and relishing in the slippery sweetness. "Oh god, that feels good."

"But you can't touch that cock until I say you can," she reminded me in a low voice. "It's mine. You cum when I say you cum."

"Yes, Miss Sheridan," I sighed to her obvious delight.

The panties were last; pink lace in the front and totally open in the back. My cock was pressed against my belly and hidden behind the floral pattern, my rear completely exposed. I shivered as I settled them into place, the vulnerability making me as anxious as I was excited.

"You look very pretty," she smiled. "A perfect sissy in pink."

Then she was on me, kissing me as she pushed me towards the bed. My skin was alive with sensation. The lace trim on the bustier tickled me, an errant lock from Harper's hair brushing against my cheek and shoulder. Every movement made my legs erupt in pleasure from the stockings.

She wrapped her arms around me and threw me to the bed. I squealed, looking up at her in surprise. I realized I wanted her to do that — I wanted to be manhandled, controlled, at her mercy.

"Roll over and get your ass in the air," she commanded, voice rough.

A jolt ran through my body as I followed her instructions, face against the bedspread. With my legs curled under my belly, my rear was held high in the air, naked and framed by lace trim. I had never been in a position like this before — and I'd never even dared ask a girlfriend to get in it for me.

Now Harper had told me to, and I had obeyed without so much as a second thought.

"Are you going to spank me?" I asked in a shaky voice, recalling something I'd once heard kinky people did.

She laughed. It was cold and high. A chill ran down my back.

What's going to happen to me?

"I'd rather have you aching for my touch than afraid of it," she said softly.

I felt her fingers brush my naked cheeks and yelped, all my tension and fear made manifest in the sound.

"What's hotter than someone so desperate for you that they can't control themselves?" she continued. "A cock in lingerie, a sissy so horny she'd do anything for you without question."

She reached into her nightstand drawer and pulled out something curved and black.

"Begging for my touch, for release," she said, her voice getting thick. "I love that power, that control. You can't cum without me. I own your cock. I own your pleasure. Don't you want that, Kelsey?"

"Fuck," I moaned, my eyes screwed tight. "Fuck, yes, Harper, I think I do."

"I know you do," she retorted. "So I want to enjoy your punishment as much as you hate it."

I felt something pushing against me between my cheeks and gasped, eyes snapping open. Was she going to fuck me like the sissies I'd seen? My chest tightened. Was even I ready for that? Did I even want it?

Yes, I thought suddenly. Of course you do.

She pushed it into me, spreading me gently open. The anticipated pain never arrived. Instead, I felt full, the pressure against my insides subtly pleasurable. It was a soft weight. It took a moment for me to get comfortable with it, but once it settled into place, it felt good. This wasn't much of a punishment.

Then it sprang to life.

"Fuck!" I cried as the plug began to vibrate, a swarm of angry bees against my prostate. "Oh my god, Harp — Miss Sheridan!"

She giggled, tapping at her phone. The plug responded immediately, the vibrations coming first in waves, then pulses, then sudden spikes. I felt like I was going to burst, electricity filling me from the inside before radiating out to my fingers and toes. The pleasure was overwhelming.

This is my punishment?

"Does that feel good, sissy?" she purred, running her fingers through my hair. "Is that a nice, sweet reminder of what you're for?"

"Fuck," I repeated, my vocabulary limited by the sensations inside of me.

"Here's your punishment," she cooed. "You wear that plug all day, every day. I can control it with my phone, so whenever I feel like reminding you who's in charge of your cock and your pleasure, I'll send you a little jolt. Understand?"

Mercifully, she turned the vibrations down enough that I could start to form coherent thoughts again.

"Yes," I choked out, palms drenched with sweat.

"When I've decided you've had enough, you can come back here and make me cum, okay? And if you do a good enough job, I might even let you touch yourself and make cummies all over yourself."

My cock was still furiously hard in my panties, and it wasn't just because of the plug.

"I'm so excited to have another sissy to play with," she purred. "I'm going to have so much fun with you."