Transgender Flirting?

What happens mentally or chemically when we flirt? Could we or should we even consider flirting?
Oddly, I think if you are a drop dead gorgeous transgendered girl maybe you shouldn't. A sexual surprise to more than a few guys is not pleasant and they retaliate.
Since I'm not in that category and in the more mature age category (lol), why not have a little fun if I can.
My prime example was the married man across the bar I mentioned in a previous post. The "not so sly" eye game we played could be viewed as a form of flirting. Who knows what he really thought? Anything from why is that guy dressed like that to what is she doing all by herself? Most certainly, he was in town and wife wasn't so the mental wheels were turning in his head.
All of this is just another gender category I'm almost completely inexperienced with. Research is always good and this is some of what I found. "Learn to Flirt Like A Pro" from "Your Tango" was a great start. One of many informative ideas was the " flirty dressing style", which in that case was: low-cut jeans and cowboy boots. If you feel really powerful in cowboy boots, you're going to do your best flirting if you feel confident.
My "guy self" experience tells me  that most women are very calculating in most situations and flirting is one of those. I need the tools to "calculate!"  I just don't have the experience (yet) to process it from a girl's perspective.
As I have learned, any knowledge can serve me well when unexpected situations arise! Get to it Girl!