I have always been a crossdresser and it was more of a way of life to me and not a sex fetish. It felt so natural and over the years I had become very comfortable with it. It was not a secret at work for I often wore feminine clothing such as girls jeans, blouses, and girls sandals. A few times I have worn business dresses, and always very conservative. I also always felt very comfortable with all the women at work and they treated me as if I were one of them. I would wear very light makeup, and always kept my hair very long.

Although up to this story, I had never really dated men, even though I was very attracted to them. I always felt awkward, and when it came to kissing, I wanted to so much but they would be so rough with me. And they would want to feel me up and I wanted to stop them and take it slowly. I would say no, and then they would never ask me out again. I wanted my sexual experience to be deep and personal, and not something like a one night stand.

So this story begins with my regular trip to the grocery story on Thursday after work. Is a Safeway in my neighborhood that I go to every week. I was wearing a long tan skirt, a lacy top, 3” brown pumps. So I wasn’t like making a fashion statement or trying to attract anyone. I would always bring my own bags and push a basket and carry my list. This day, I notice a tall Black Man who was gorgeous in one of the rows, and when we passed he remarked “hello beautiful”. I smiled and said “thank you” and passed on. I felt this little excitement and sort of stumbled in my heels and he reached out and grabbed to so I wouldn’t fall. When I looked into his eyes I could feel his power and it was overwhelming. I muttered something and he said “Do you need help?” I said no and moved on. But I could feel his eyes on me as I reached the end of the row and turned.

I finished my shopping and paid for the groceries and headed towards my car. When I got there and opened my purse to find my keys, he came up behind me and asked “Shall I help you with your groceries?” This time I submitted and said yes. I opened the trunk and he placed all the bags into my car. I watched his strong muscles and the way he moved, and my eyes fell to his crotch, and he caught me looking. “See something you like”? he said. I again smiled and looked down, and he reached out to my face and gently moved my head so I looked into his eyes and he said “You need a man like me, don’t you?” I was so weak in my knees and I just looked into his eyes and muttered “Yes, I do”. He then said he had seen me before several times and he had hoped to meet me that day. He said “I know you are a TG, and I want you to be a sissy for me, and I want you to come to my home this evening and let me show you how”. I couldn’t say no even though I was scared and excited at the same time. He then said “Give me your number, and I’ll call you and tell you want to wear when you come to my home” So I gave him my number, and he kissed me on the cheek, patted my behind and said “Tonight you will learn to be a proper sissy”.