Whenever I get something new, or at least build up a few things, I have some dress up time and usually take a few photos to get a different perspective on how it all looks. It is a good way to get a feel for how to make the best presentation possible without any glaring faux pax (outside of percieved gender!).
Recently a woman had interviewed me for something unrelated to CDing and asked me for a photo. I blew it off for a while, actually thinking that I didn't really have a photo of myself. She finally contacted me again and was quite insistant, as all her interviews are accompanied by photos. My first thought was the default "I don't have photos of myself!?" Until... Duh! I have many photos of myself, they just happen to be when I am not exactly in drab.
So I settled for a particular image (because my facial expression was decent) which was a full length shot of me in a lilac sweater (androgynous) and a black skirt, black pantyhose, and knee socks. I began by cropping everything out creating a head shot. It was too much and was too grainy. So I decided to have a bit of fun, and zoomed out until just below my natural hip line. So the skirt is clearly visible from roughly just below my bellybutton to the curve of the hip. Most people on this site would likely assume it was a skirt, but it is not obvious enough for non CDers to think about. It could be black dress pants with a pleat, or even sweatpants!
Of course right before hitting send I triple checked that I had not sent the uncropped image