On the show "What Not To Wear" (the June 19th,2012 episode titled "Leigh Ann"), they asked Leigh Ann to describe her style. Her description was somewhat like many in the tg community would answer - "as easy and do not like to stand out when walking into a room, so I tend to wear things that just will help me to blend in a little bit".
Stacy London questioned why she doesn't like to stand out, in which Leigh Ann replied with that she is "not real confident in terms of her style. If people noticed me it would be because I am wearing the wrong thing so it is easier to wear something nondescript" and as Stacy mentioned "be safe".
Through out the show they captured several reasons why Leigh Ann had such an eye for an ultra casual wardrobe, I recommend giving the episode a watching as it was quite interesting.
Anyhoo, this episode generated me to ask these questions:
As a crossdresser are you confident and comfortable in your style choices (that may be somewhat eye catching) to strut around public without the fear of "looking silly"?
Are you comfortable with the possibility of being recognized as a crossdresser by others? If not, is the possibility of violent transphobic behaviours a major factor?