I hadn't dabbled too much in humiliation, so I was apprehensive to hear what it was that my master had planned. Of course, he didn't tell me for an entire week and let it dangle over my head like raw meat over a starving dog. I still wasn't allowed to orgasm and I still had to do my training: four hours of wearing the butt plug and one hour of the gag ring. Only this week, I had to go up a size in both. Just as my jaw had started to get comfortable with the first size, he stretched it farther. He certainly had a way of stretching my boundaries. He texted me on the seventh day while I was doing my gag ring training, just as a trail of drool fell from my mouth to my breasts. "What could he have planned?" I wondered. He had already humiliated me. He was humiliating me, even then, as I was forced to stay inside my own house, naked, mouth agape and drooling. He was humiliating me as my heart raced, hand snatching the phone to see what he had said.
"I'm telling you the plan tonight," he said. We had already made plans for a more vanilla date that evening, and he was going to pick me up at 7. We were doing the relationship thing kind of backwards, starting full steam ahead with the kink and getting to know each other afterward. I still had fifteen minutes left of the training. I thought about how my face would probably still have marks from the gag and I blushed. I wondered if the date was really just his way of teasing me, getting me flustered and unable to act out on my frustrations. It would be just like him to do something so awful, I thought with a dumb smile on my face.
"I'll be happy to hear it, sir," I texted back.
After my fifteen minutes were up, there were sure enough red marks on my cheeks and my lips were quite red as well. I rubbed my face which made it worse, splashed cold water on my cheeks and eventually gave into caking a whole lot of foundation onto my face. I was applying some eyeliner as fast as I could, hoping that he'd be running late, when he knocked on the door. I threw on some mascara and ran to the door.
"Sorry, sir, I was running a bit late," I said, out of breath. "I hope it hasn't caused any trouble."
"If I didn't want any trouble," he said with a smirk, "why would I be hanging around you?"
I was glad for the foundation because I could feel my ears turning red.
"And really, you should call me Anthony when there are other people around."
"As you wish, sir," I said.
We walked down the driveway to his car. He had requested, of course, that I wear tall and uncomfortable heels as well as a showy blouse with a plunging neckline. That ensemble matched with a push up bra had my breasts front and center. All for a walk in the park and a visit to the local bar! Imagine my embarrassment when I locked eyes with the landlord from across the bar for a brief second. I looked away quickly but I could feel his gaze looking me up and down. I could tell he was wondering if I was really the same woman as that frumpy mess who lived in 2B. I surely did feel more confident and sexy with Anthony's additions to my wardrobe, but it was a shame that none of my new outfits were particularly practical for anything other than looking like a complete slut.
My master smiled at me from across the table.
"Have you noticed that every man in here is eyeing you?" he asked.
"Uh... oh, wow. Really?" I asked. I took a quick glance around, and he was right. At that given time there were four men staring at me. Only one was polite enough to look away when I met his glance.
He drummed his fingers on the table.
"Do you like how it feels?"
I thought for a second. It was humiliating, for sure. Being objectified was demeaning, but it also had my heart racing. Everyone in the room wanted me. Wanted to own me. In fact, some of the men in the bar seemed to have forgotten that I could look back and were lost in the satisfaction of staring at my breasts.
I looked at him right in his deep brown eyes.
"Yes," I said. "I do."
"Good." He leaned forward a bit. "Because that feeling is exactly what I'm going to be capitalizing on during our next scene."
My heart was racing so quickly I could scarcely breathe.
"What is it? Please, tell me sir," I whispered breathlessly.
He smiled, clearly content at my frustration. I hadn't had an orgasm in over two weeks and he knew it. I was absolutely rabid. I needed something, anything.
"It may be out of your comfort zone," he said, slowly.
I clenched my fists. I wanted to scream. He was deliberately torturing me by taking so much time to tell me. I had already waited an entire week. I had waited since he texted me before our date. And even as he was telling me, I was still waiting.
"If it's too much, don't hesitate to speak up. I've got plenty of ideas and it's fine if this one needs to be crossed out, erased or rain-checked."
"Please sir, tell me," I begged.
Now he was chuckling.
"All right," he said. "I've got some friends coming over tomorrow night. We're going to play pool. Surely you've seen my pool room," he said.
I nodded furiously. Get on with it!, I thought.
"My, you're an impatient little thing!" he laughed. I couldn't believe how awful he was being. I took a deep breath and tried to act cool and calm.
"Anyway," he continued, "I'm not especially fond of pool. I think it's a bore. Which is where you come in."
"Oh?" I said. I tried to act less interested but probably failed.
"Yes. The game of pool would be much more fun if there was more of an incentive to win."
I raised an eyebrow.
"For winning a game or for an especially impressive turn, a player will get a chance to play with you. He will have a choice of what to do with you, and the choices will become increasingly more involved. The winner will have his way with you in any way that he pleases."
"Wow," was all I could muster.
"Within your limits, of course," he added. "So what do you think?"
"If it pleases, you, sir, what time shall I arrive?"
-
The next night, I arrived at my master's house at exactly 6:00 p.m. I was told to wear whatever I wanted, because in his words "it wouldn't matter anyway" so I came in a fitted crop top and an skater skirt. I didn't wear any underwear because I knew that he would appreciate the gesture of me arriving already exposed. He ushered me in and began the orders immediately.
"Take off your clothes and follow me." He started walking towards the basement and I threw off my clothes as quickly as I could, scrambling to follow him. I was glad I hadn't worn any underwear because it made stripping quickly that much easier. But my efforts to please him would go unnoticed.
I had seen the basement before, but we hadn't spent a lot of time there. It was finished, with a full bar, plenty of seating and of course, a pool table. The lighting was low, almost romantic. Next to the pool table was a contraption made of wood, metal and leather straps. As I was trying to figure out where I would fit into it, my master put a blindfold over my eyes.
"That's enough gawking, dear," he said softly. "Now get on your knees and listen."
I did as I was told.