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The Time Of My LifeIt began with my desire to be controlled by an older, more mature woman who would teach me the ways of sexual satisfaction. I found her online in one of those chat rooms your mother warned you about, but in all actuality, it was the beginning of my submissive side.
After many of hours of phone sessions, which included my Mistress instructing me to insert numerous objects into my ass for anal bliss, as well as tying off my cock with a shoestring to engorge my already swollen balls, she decided it was time for a real life one on one meeting.
As I drove to the location, my cock began to throb with anticipation of thinking what my Mistress had in store for me. I arrived in the proper attire, which included a red thong panty under my street clothes, and I knocked three times on the abandoned building door as instructed. A peep hole opened up, and I saw my Mistress standing there with an evil grin on her face as she slid out a black, silk blindfold and instructed me to put it on.
I heard the massive door open and instantly felt the swell in my pants as my cock grew in anticipation of the experience I was about to have. Once inside, my Mistress had me remove all of my clothing except for the red thong panty, which was now wet with precum. As Mistress neared me, I could smell the intensity on her skin as she placed a black leather collar around my neck and lead up some stairs into the depths of what I would later call "the dungeon."
Once upstairs, Mistress removed the blindfold, revealing a huge room filled with nothing but medieval-looking torture devices. In one corner was a flat bench with leather ties in place for hands and feet. In another corner was a wooden X with similar leather restraints in place. Along one wall was a huge device which had the most unique array of ropes and padded slings suspended from the center of the huge wooden device. Additionally, dead-center of the building, there was a series of ropes, chains and pulleys that were suspended from the ceiling, and attached to the chains was a backboard, similar to the ones used in the EMT business.
My cock was now throbbing as I envisioned myself strapped to the bodyboard and suspended in mid-air while my Mistress did anything she wanted to me. I began to feel a bit nervous when I realized that my Mistress had something in mind for me that I had never experienced before. She lead me over to the padded bench we passed when we first entered the room. Then, she instructed me to lay upon the table face up while she retrained my hand and feet on the four corners of the table.
It was then that I heard a knock on the door from below, and my Mistress began to chuckle in a way that I had never heard before. As I layed there with nothing but the blindfold and red thong panty on, I heard my Mistress and someone else coming up the stairs. You see, Mistress was not only about to train me, but she was also going to train another Domme who had never been served by a male slave before. As they neared the steps, I heard Mistress say, "Your present is ready and waiting for you. And dont worry about him, he has no say in what you do to him."
I knew I was in for a treat when my new Mistress approached, removed the blindfold and held the largest cucumber I had ever seen in front of me. You see, When doing phone sessions, my Mistress requires me to use cucumbers to fuck my tender ass with. It produces a feeling that can hardly be replicated in a true solo masturbation act. This other very hot Mistress smiled one of the most delicious, most wicked smiles I have ever seen as she brushed back her long blonde hair and said, "Get ready for the time of your life, my little slaveboy." And it was.
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