29, 30, 31, 32, 33, 34, 35.
Missy's bottom was now bright pink and, I was sure, tender to the touch. That was just fine. Four days ago when she was at the outdoor market, she seriously disobeyed our agreed-upon rules. She'd purchased pastries, overstayed her allotted time by 35 minutes (hence the 35 spankings), and bought three bags worth of products, which is very difficult for her to comfortably carry home.
I'd purposely waited until today, her next assigned trip to the market, before administering her punishment. She hadn't been allowed to wear panties since her return, not so much as punishment, but for my pleasure and her humiliation. Missy is actually quite a modest woman. Still, she always dripped wetness when I forced her to do something which embarrassed her. She both hated and loved being humiliated, and I was pleased to provide this.
I looked down at her very pink ass and felt myself harden. Her hands were clasped behind her back, and even though I could hear her snuffling, she hadn't moved. She was far too well trained for that. She was probably thinking she was finished with her punishment, but she was wrong. I had something special planned. I reached for the lube and touched her anus. She jumped and whimpered. This was perhaps her worst humiliation. I worked the lube inside of her, using my fingers to stretch her.
"You're going to remember the rules," I said softly. During a punishment, Missy isn't allowed to speak unless it's to say her safe word.
I pressed the tip of a wide anal plug against her loosened hole and pushed slowly, allowing her body to accommodate the width. Her panting became faster and again, I heard her muffled sob. She's well accustomed to plugs, but this new one is larger than what we normally use for play.
It was hard to ignore my cock pressing painfully against the zippers of my jeans, but ignore it I would. At least for a few more minutes. Finally, the plug settled into place. Yes, she'd be uncomfortable, but that was fine by me. Since she hadn't used her safe word, it was fine by her as well. By the time she got home--on time I'd bet--she'd be dripping and begging me to fuck her.
"I know you worry about the plug coming out when you are in public, so I've gotten you a little gift. Stand up while I put this on you." Her eyes widened when she saw the chastity belt. I grinned. "This will serve several purposes, Missy. First, it will keep that plug right where it should be." I had her step into the belt.
"Second, it will remind you that you're mine." I adjusted the belt so that it fit snuggly yet didn't chafe.
"Third, and most importantly, it will keep you safe." I clicked the small padlock and pocketed the key.
"Now, get on your knees and take care of me before you go."
She looked up at me with wide, astonished eyes, wiped away a tear, and did as she was told. Still, she didn't speak, for which I was mildly disappointed. I would have LOVED to have punished her for that!
With her hot mouth on my engorged cock, it took no more than two minutes for me to come. Like the good submissive she is, she gulped and swallowed all of my cream, licking my cock and balls once I finished.
I helped her to her feet, slid her dress over her body, and gave her a not so gentle pat on her bottom.

"Follow the rules, Missy, and if you're good, I'll take off your belt tonight. But know this, my love, you will be wearing that belt and keeping that plug in for the next few hours. You should also know that this is your new Marketing Plug. Until I decide otherwise, you'll wear this each and every time you go to Market. You may speak."
"I hate this, Sir. I really do," she said quietly, then raised her eyes to me, her cheeks painted with a pink blush. "But you're right. I need this reminder and deserve this punishment. Thank you, Sir."
Missy came home, having followed all of her rules to the letter. After she had put all of her purchases away, I kissed her and patted her ass.
"How's that spanking feeling?" I asked.
"Just a bit tender," she answered.
"And the plug?"
She blushed and said, "It is serving its purpose, Sir."
"Take your dress off."
She obeyed.
I unlocked her chastity belt and had her bend over the kitchen table. Sure enough, the skin on her bottom was barely pink now. I was disappointed. No worries, though, I'd take care of that again before bed tonight. I tapped the plug and smiled when she jumped and moaned.
"Here we go," I murmured, slowly turning and pulling the plug from her hot body. She whimpered when the largest part breached her sphincter, but I could see by her dripping honey that she was excited. I unbuckled my jeans and stepped out of them. I plunged, one hard thrust deep into her pussy. She trembled, then screamed my name as she came.
I allowed her this first pleasure before I pulled out, getting harder by the moment with her whimpering, before pressing my tip against her stretched back hole.
I leaned over her and whispered, "I needed to make sure I was good and slicked up for you."
"Yes, Sir. Thank you, Sir!"
Slowly, I eased my length inside of her until I was fully encased by her hot body. Then, I began to fuck that hot ass. She came again, screaming my name. I grinned. Now, I had reason to really spank her again tonight. She's not allowed to use my name without permission!
Once she'd come several more times and was begging for mercy, her knees unable to hold her upright, her small breasts pressed against the table's cold surface, I released my self control and emptied myself inside of her welcoming passage.
I lay on top of her for a moment, then pulled myself free. "Stay there, Missy. Catch your breath."
I cleaned myself and dressed before helping her to stand. "You know you broke a rule again, don't you?" I asked quietly, holding her close.
She didn't answer for a minute and I knew she was thinking. "Oh! I said your name! Dang," she admitted. "I'm so sorry."
I pulled back from her, lifted her chin with a finger, and kissed her forehead. "I know, Missy, but that's not going to excuse you from another spanking tonight, will it? I might even have to use your ass instead of your pussy one more time, just to make sure."
My vixen grinned up at me and said, "Sir, I couldn't agree more. And yes, I'm pretty sure I'm going to need extra reinforcement of my rule."
