Meeting Master Jay: Chapter 7

After I finished showering, I dried myself with a towel, especially my chastity cage, trying to avoid having any water left inside because I showered with it on. Then I headed over to Master Jay's bedroom, where I was expecting to see him waiting for a massage or perhaps ready to fuck me.

To my surprise, I found him almost fully dressed in a tuxedo. He was buttoning up his smart white dress shirt, so I still got to see a bit of his beautiful chest peeking out for a moment. I got on my knees before he said anything and enjoyed the view even more from down there, a few feet away from him.

He snickered. "You're such a pathetic hungry little bitch, aren't you?" he asked.

"Yes Sir," I answered, though I probably wasn't expected to.

That made him laugh. "You can get up on your feet, faggot," he said. "Put on this outfit," he added, as he pointed to the clothes on the bed. It was a pair of shiny pants made of pastel pink rubber, with zippers that seemed to allow the legs to be detached, which would convert the pants into short shorts. On top of them was a small light pink t-shirt from a synthetic fabric. I flipped it around and it said in large capital letters 'FAGGOT'.

"Oh. Wow, Sir, this outfit is so bold," I said.

"Yeah, how do you like it?" he asked. "It cost $150, so you owe me."

"Umm, what? Sir?" I asked. "I, umm, no please, I can't afford any more expenses, Sir. Besides, that's so... bold!"

He snickered, apparently not bothered at all. "Relax," he said. "Put it on. It's going to look great on you and $150 is not going to be a problem because guys will be lining up to buy a piece of your ass. These pants are going to make your ass look so inviting."

"I, uh, wait. You mean you plan to pimp me out, Sir?"

"Of course, sissy! What did you think, that I'd be satisfied with the $850 you gave me for the whole weekend? Hell no. I'm going to make the most out of your holes. But don't worry, you're going to love it. You love making me rich and you love getting used, right?"

"Umm, yes Sir," I said. "But..."

"There you go," he ruled, not letting me finish the sentence. "Now put it on, I want to see how it looks on you. Oh, and you may want to put this coconut oil on your legs, to be able to squeeze into the pants," he said, as he handed me a jar.

"Ah, thanks, Sir," I said. "Should I wear the underwear I wore before?"

"You mean the lingerie?" he asked rhetorically. "No need for that. The rubber is going to cling very tightly to your skin, so having anything underneath would be uncomfortable and press into your skin. Besides, I want your hole to be accessible as soon as we unzip the pants."

"Oh," I said. I opened the jar and applied some of the coconut oil onto my legs, almost hairless from my earlier trimming. I was surprised by how easily the rubber pants now slid up my legs. Finally I was fully wrapped in them, so snugly. It made me think about my chastity cage, because the rubber pressed against it. Then I put the 'faggot' t-shirt on, which fit quite snugly too. Too snugly actually, probably a size smaller than my usual.

Master Jay looked at me. Then he made a motion with his finger in the air signaling me to turn around for him and I immediately turned around, until I completed a full circle. He grinned.

I stared at him, waiting for him to say something.

"I'm wondering if I should add anything to complete your look," he said. Maybe re-apply your red lipstick or give you a padded bra to wear under your shirt, so it will look as if you have boobs, like a real sissy."

"What?" I exclaimed. "No, Sir, please! That's obscene!"

"Calm down, sissy," he ordered calmly. "There's nothing obscene about looking a little more like a woman. But fine, since you're so shocked by the idea, we don't have to do that today," he said. "Though I think that when we go out, you're going to wish you looked sluttier for me. You want to do anything for me, don't you, sissy?"

"Yes Sir, of course," I replied. "I just want to be careful, especially since we're going out in public.

"Oh, don't worry about that," he dismissed my concern. "We're heading straight to the building's underground parking, and then we'll be in the car until we reach the party venue. One item you have to add though is a collar, so people will know you're owned," he said and he opened a drawer and pulled out a pink collar. He stepped closer and attached it to my neck. I looked up at him, several inches taller than me. Our eyes met and he smiled. I excitedly awaited his kiss, but then he broke away and stood in front of the mirror to put on a bow-tie. "Pick up the hanger with the jacket," he said, as he already started walking toward the front door. He snapped his fingers at me to follow him. "Let's go," he said.