"When you arrive I want you to come in without knocking. Take your clothes off and fold them neatly somewhere. Then, get down on all fours with your legs spread a bit facing the mirror until I need you. Bring a buttplug but do not put it in yet."
I pulled up to the house a little after 3, took a deep breath, and got out of my truck. I entered the back gate that led to her apartment and, following her instructions, opened her door without knocking. I ascended the staircase and briefly glanced around the small apartment. Seeing and hearing nothing, I assumed that she was out and would be back soon. I breathed a sigh of relief. My tardiness would go unnoticed and unpunished. "Unless," I thought, "she's sitting somewhere quietly, watching to see if I follow her instructions." That thought frightened and excited me. I entered her bedroom and began to undress, folding my clothes neatly at first in a pile. Then I heard the front door open.
Shit. It was going to be obvious that I was late if she came up here and saw me still undressing. I quickly removed the rest of my clothes and got down on all fours. A full-length mirror was in front of me, through which I could see my cock and balls dangling underneath me. It looked so ridiculous and humiliating, and the fact that she would soon see this made me blush with shame. At the same time, my dick began to grow. If anything, this made the view even more ridiculous, and the cycle of shame, humiliation and arousal only made my dick harder and my mind blurrier. I felt slightly drunk. She slowly ascended the staircase and stopped to look at me. I saw her smirk in the mirror, and then she turned and walked into the other room. I continued to wait, my anxiety growing and my arousal sustaining, until she came into the room.
"Oh, that's what I like to see. You followed my instructions exactly." She caressed my back and butt. She smacked my ass hard with her open palm, and I let out a soft whimper in response.
"Stand up. I want to inspect you."
I obeyed.
She moved her eyes and hands all over my body and nodded approvingly. She grabbed the head of my still fully erect penis with her thumb and forefinger and scoffed.
"Oh my god, are you aroused right now? Is this turning you on?"
I swallowed hard. "Yes, ma'am."
She laughed, moved her hand around my cock a little, then cupped my balls.
"Wow, so tight. Slut, why are your balls so tight?"
"I... I don't know, ma'am."
With her hand facing up underneath my scrotum, she smacked my balls upwards a few times. I winced in pain. She giggled.
She removed her hand and stood up. Then, from above, she smacked my erect cock down softly.
"Does that hurt?" She asked.
I should have lied. I should have writhed around in pain. I should have left. I shouldn't have enjoyed this. What kind of sick fuck begs for a woman to hurt his manhood?
"No, ma'am" I quietly replied.
She smacked it again much harder, and the pain was immediate. While not unbearable, it was a novel sensation and I let out a low grunt.
"How about that?"
"Yes... ma'am" I stammered, resisting the urge to grab my cock and soothe it with my hand.
She smiled intensely and ordered me to get on my knees. She walked over to the toybox and pulled out a collar. From behind me, she put the collar around my neck. At this moment I felt such incredible pride. It was all so clear. Obey her, accept the pain with simplicity, and be honored.
"Get me the butt plug."
I stood up and began walking over to my bag.
"Bitch, did I say to get up?"
I stopped dead in my tracks and lowered myself onto my knees. I shuffled over to my bag and took out the plug and lube.
"Good, get into your position."
I obeyed. She put on a glove and applied lube. Slowly, she began to tease my butthole with her finger, caressing it and slowly inserting the tip, rotating it and bringing it back out.
"So tight! You're gonna have to work on that for me. By the next time you come here I want you much looser."
"Yes ma'am," I stammered, feeling more and more drunk.
She inserted the length of her finger and I let out an involuntary moan.
"Nice and clean." she said. "Don't you ever come here with a dirty asshole."
"Yes, ma'am."
She removed her finger and grabbed the butt plug. It was large for what I was accustomed to, and she no doubt noticed the resistance as she began to insert it.
"Just relax," she said, not in her 'mistress' voice, but in a soft and reassuring tone. Her other hand then reached out and began massaging my balls. She pushed the plug part-way in, teasing it, and then pulled it out repeatedly. Her other hand moved from my balls and began caressing my cock head.