JOHN'S TOY
I am in my mid-thirties, good-looking, and an executive in a large firm. I am single and love beautiful women. I also love dressing in women's clothing. It is my love of lingerie that has me in my current relationship and is why I am writing About four months ago on a Saturday afternoon, I was at my home, relaxing.
I had just purchased a new ivory lace dress with a full skirt and a frilly petticoat, and I wanted to see how it fit. I put on my lace panties, bra, satin garter belt and silk stocking. Then came the petticoat and dress and a pair of four-inch heels. Then came my blonde wig and carefully applied makeup. I looked and felt great. I was strutting around my house admiring myself when the front door opened and there stood my boss, John. He is about my age, very good looking and a very demanding boss. But he has always treated me well and I have advanced rapidly.
He said, "You look great." I was so embarrassed, I could have died. We went into the living room and sat down to talk. He had come over because my phone had been busy and he needed to talk to me. I had given him a key to the front door so that whenever I left town on business he could check on my house. He said that I should not be embarrassed and that he loved the dress on me. Furthermore, if I did what he said, no one else would need to know about my transvestism. I would be expected to dress up for him whenever he said and to serve him sexually. He said he would be back Sunday afternoon for my decision. If the answer was yes, I was to be in something very sexy.
My job is so important to me. Plus, when I was dressed up I often wondered what it would be like to get fucked by a man. So Sunday afternoon I bathed myself, put on perfume and got dressed. I put on a pink satin corset, panties and silk stockings. Then came four-inch heels, my wig and makeup. Finally I put on a marabou-trimmed chiffon pegnoir. When I greeted John at the front door, he told me how sexy I looked.
He took me into the living room and explained what he expected of me: I was to do exactly as he desired. I was to keep myself shaved and to wear lingerie to work under my suit. Whenever I was with him outside of work, I was to dress up as a woman. Then he unzipped his pants and took out his cock and told me to suck it. I was afraid I would be sick, but instead I found I liked it. He came in my mouth and I liked the taste. He made me thank him for letting me suck his cock. I did and then he took me upstairs and I begged him to fuck me. Once in the bedroom, he had me remove my panties and assume an all- fours position on the bed. He got some lubricant from the night stand and quickly greased his cock and stepped up behind me and placed the head of his greasy cock at my anus. And then he he was pushing into me, his hands locked onto my hips as he firmly worked his cock deeper and deeper inside my ass.
I couldn't believe how good it felt, and when he started fucking me, I urged him on. Reaching around me, he started stroking my giant hard-on as he pumped away in my ass, and this greatly increased my pleasure. Suddenly John groaned and I felt his hot semen spitting into my rectum. this triggered my orgasm, and I spilled my seed all over the bed sheet. The next day I went to work shaved and with a light-blue lace teddy, garter belt, panties and silk stocking under my suit. At noon I went to John's office and begged for his cock, which he gave me. He loved my lingerie. Since that day I have had his cock almost daily, and constantly on the weekends. He has even taken me to New York twice to go shopping, buying me a complete wardrobe.
He keeps be dressed the entire time we are gone. I never thought someone could control me the way he does. I have not been with anyone else for four months and have no desire for anyone else. All I want is his cock. I spend all my time trying to please my lover sexually and in the clothes I wear. Women's clothing stores are my life now as I search for a dress, and evening gown, that special lingerie that will both please and excite my lover. Also, I just recently received a promotion so that I am now John's personal assistant. This puts me in even closer contact with him and requires me to travel out of town on business with him frequently. I could not be happier and my new life could not be better.