"Well of course you realize that if I did leave the firm to become your personal research analyst, I would have to insist on having a private office. I would also have to insist on being able to wear feminine clothing whenever I was at work, if I wanted to. I would also need the part time services of my own executive administrative secretary."
I threw all of these suggestions out with a careless attitude as I felt certain that I was just playing a game with him. But I loved the chance to play this game.
"You mean, if you could, you would only be wearing dresses and high heels into the office?"
"Certainly. That is what I wear most of the time anyway. The only time that I look like a man is when I am working for you. I would love to be able to come in to work, wearing women's clothing all day long."
"Well, I have got to admit, you are certainly much easier on the eyes when you are all dressed up like this. I really like looking at you. I find it very difficult to even imagine you as a man, when I look at the way you dress and act tonight. The idea that you might really have a penis under all this is perplexing to me. I find you a most attractive young woman."
I flicked a limp wrist at him and batted my long lashes, as I did a parody of a drag queen for him... "Well thank you for such kind words, gentle sir. Flattery will get you anywhere."
"Debi... I am serious. I am seriously considering the offer. If I took it, would you come to work for me as my research analyst? Of course, if you wanted to wear only women's clothing to work that is perfectly fine with me, as long as you were not sending out conflicting signals."
"What do you mean Kenny?"
"What I mean is that you can't dress like a woman one day, and dress like a man the next day. If you start as a woman, you would have to continue as a woman... on a pretty permanent basis."