My Life as a Phone Sex Operator - Part Two

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My Life as a Phone Sex Operator - Part Two
"Hello, Mistress..."

After my finishing my first phone sex call, I sat by the phone, impatiently waiting for it to again ring. About 30 minutes later, a call from an older gentleman with a very raspy voice came through; "Hello, Mistress…" he said. I frantically thought, “Oh my God, I've never been called a Mistress! What on earth am I going to say to this guy?”

I started to panic and I politely told him that he was my first domination call. He replied that he was a sissy boy, to which I blurted out that I had never spoken to a little sissy boy before. As our call continued, I took on a stern voice with a condescending tone, and asked him about his likes and dislikes. He really seemed to start enjoying my ‘domination conversation’. I felt momentarily empowered by overcoming the initial challenge of the call, but was worried about what would happen if I ran out of things to say or if he started to become disinterested.

 

I decided to tell him I wasn’t going to charge him for this call, because I really wanted to get a good understanding of his fantasies and what exactly it was that he wanted and desired. He was so excited by the fact that he was going to have a 23-year old Mistress dominate him and that he was my first caller with this fetish, that he told me that he was going to send me books and begin to educate me on the art of feminizing a bitch boy.

He then started to give me a little background on himself. "Slut Boy" was 45-years old and had been going to mistresses since he was 20. When he was very young, he had a teenage babysitter who used to boss him around. She would sit on him, wrestle with him, and make him dress in his sister's clothes for punishment. This went on for two years, until she left for college and he never saw her again. From time to time afterwards, he would get very aroused when thinking about how she treated him, and he realized he craved to be treated like a sissy boy. He started sneaking silky panties and stockings up to his room.

By the time he was 28, he discovered that normal regular "vanilla" sex just wasn't enough for him. He started going to dungeons, where he was tied up, dressed up, used, teased, and more. I have to admit, this was all new to me, and I had never known anything like this existed. But I was keen to hear about it, and was very eager to learn everything I possibly could about domination and submission so that I could do better calls.

After about an hour on the phone with Slut Boy, I had a pretty good idea of how to begin with him the next time. After our call ended, I went online to look up S&M, and watched some videos that I found, so that I could master this fetish. I actually found it all to be very sensual, whereas before, the thought of spanking someone sounded crazy. Watching the videos, I was able to make the mental connection between pleasure and pain. There is a true art to S&M, including many specific techniques. Giving and receiving "punishment" can be exhausting to both the giver and the receiver, as there is alot of mental and psychological stimulation that accompanies the physical part of this fetish. It is all so very detailed and erotic, from the clothing, to the toys, to the environment.