**This is Chapter 3 of my fantisized Self-Realization story! To understand the whole story, please read the past two chapters for maximum hotness! Thank you for reading, I have so much fun writing these!!!**
Mistress Kate's clear instructions to go this entire week without masturbating has been killing me! People would think I am crazy for going from the hardest orgasm I have ever had, to a week of no stimulation. As the week progressed, I could feel myself getting hard easier and more frequently, making the whole ordeal drag on even longer. It got to the point where a breeze blowing on my crotch would make me cum.
Of course, this week out of all weeks, my boss asked me to come in on Saturday to help cover a shift. Not wanting to disappoint him, I agreed, even though this has been the longest week of feeling my throbbing cock aching for attention.
After a long and stressful Saturday, the clock finally read 4:45pm and I was able to start packing things up for day. I stuffed my laptop and papers into my bag and practically ran out the door, wanting to get home so bad. After what felt like the longest 10 minutes, I finally made it home and now it was time to prepare.
I knew that the visit over to Mistress Kate's house would most likely involve more anal play, so I was smart to think ahead and buy another enema kit. I prepared a shower and got myself cleaned up and ran the enema a few times until I ran clean. I put the chastity cage on my dick when I was flaccid and instantly I could feel myself straining against it. I wanted tonight to be special so I dressed up in a nice pair of my women's skinny jeans and a collared shirt that I tucked in. Of course I wore the pink thong underneath. I felt like Mistress Kate would appreciate her slave looking good. I packed the babydoll dress in a bag, along with the butt plugs, prostate vibrator, and both the 4 inch and the 8 inch dildos. Already, I could feel my cock wanting to break through the cage, I had to adjust myself in a mirror. My heart started beating faster as 7:30pm came by. It was only a 20 minute drive to her house so I wanted to give myself plenty of time to get there, last thing I want to do is be late.
I packed the things into my car and started the drive towards her house. The traffic was steady and I was praying for no road construction or accidents that could possibly make me late. After getting stuck at most of the red lights along the route, I finally pulled up to her house, with 3 minutes to spare. I grabbed my bag and started walking up the steps leading towards the house. It was an older style house that was kept up very well. The grass must have been freshly cut and the leaves on the trees slowly rustled with the slight chilly breeze in the air. I stepped up to the door and looked at my phone, it said 7:59pm. I waited until exactly 8pm to ring the doorbell. I waited a few seconds until I heard footsteps walking towards the door. The breeze felt colder as I got cold shivers down my spine and goosebumps all over my body in anticipation for what will happen next.
The door opened and I was greated by what I could best describe as an absolute Goddess. Mistress Kate appeared in the doorway in a tight leather top that made her cleavage pop out. She also has a black leather skirt that barely goes halfway down her thighs, with dark fishnet stockings underneath. I look down at her black leather boots that looked freshly polished. I stood there in shock when I heard a voice.
"Well...I'm glad to see you on time," Mistress Kate said in a slow tone.
I am still standing there not sure whether I should run away screaming or jump in and get started.
"Are you going to answer me boy?"
"Y y y yes Kate...Mistress Kate, I'm sorry," I said stammering my words.
"I'll let that one slide as you followed my orders to the minute, I thought you weren't going to come. Speaking of that, you didn't cum, did you?" she said, lifting her eyebrow at me.
"No Mistress Kate, I've been good, just as you asked."
Mistress Kate bends down and grabs my crotch. My knees turn to jelly and I almost collapse. My cock is ready to explode as I look around to see if any of the neighbors can see.
"So you have. Come in," she motions for me to follow. I look around again then follow her into the house. She closes the door behind me.
I look around and from the looks of it, it looks like an average house. It actually looked pretty cozy but I could only imagine the bedroom.
"I'm glad you could make it, I see you brought your things," she said.
"Yes Mistress Kate, I brought everything you said for me to bring."
"But did you bring everything? Turn around and put your hands on your head!" she said still in a soft tone.
I hesitated for a second, then slowly turned around and interlocked my hands on my head.
She slowly reaches for my back and starts to pull out the back of my tucked in shirt. Her hands were cold so it sent chills throughout my body. Once my bare skin was exposed, she reached both hands down the back of my jeans. She then slowly lifted her hands out, with the sides of my pink thong with them. She held the sides with her fingers and tugged on them a bit. I could feel the thong sticking further up my ass and pressing against my screaming cock. She slowly kept tugging on them until she let go and they were still visible above my jeans. I let out a quiet moan.
"Good boy, you wore the thong but you should not be wearing a men's shirt, take it off now!" her tone sounded more strict.
I quickly unbuttoned the shirt and tossed it onto a chair.
"You really need some discipline don't you? A sissy like you wearing a men's shirt and practicing bad manners by throwing your shirt, not folding it neatly? Plus I still haven't forgotten when you incorrectly addressed me over the phone last week," she said with a severe tone.
"I'm sorry Mistress Kate, I'm still new to this. I meant no disrespect,"
"I know you didn't sweetie, but how will you ever learn if I don't punish you? Take your pants off and put the babydoll on right now mister!"
"Yes Mistress Kate," I said, feeling like I have gone in over my head but loving every moment of it at the same time. I unbutton the jeans and pull them down, feeling embarrassed, for I have never stripped in front of anyone before. I stood there, only in my little pink thong.
"You know I always love a boy in chastity," she said.
I looked over and saw Mistress Kate motioning towards the bag. I reached in and pulled the babydoll out and put it in, it still coming down to barely cover my crotch. I don't know why, it might have been my inner sissy coming out, but I instinctively put my hands behind my back when Mistress Kate walked over.
"Let's take this into the bedroom, shall we?" she grabbed my bag and I followed her into the bedroom. She opened the door and it was completely different from the rest of the house. The walls were red and the bed had a black frame with black sheets. There were shelves with everything from lube to toys to restraints and sexy clothing.
"Before we do anything, we need to sissify you more. I promise you will love it!" Mistress Kate said with a devilish grin on her face.
She presented me with black stockings and a black garter belt. She helped me into them with my newly shaven legs and adjusted the belt for a perfect fit and clipped it to the stockings. Occasionally she would brush her hand against my locked up cock, making it really hard to stand still.
"Have you worn high heels before?" she asked.
"I wore my aunt's as a joke when I was little if that counts"