Well I started buying bottoms in high school or college, so by the time senior year of college came around, I didn't have any guy pants left, except for my 1 suit pants. I think I gave them away. Tops... I sometimes still wear the guy tops (sweaters and the smaller guy tees, mostly) but I've recently found out that I'm missing a big amount of those. No idea where they went, they just disappeared. Now I'm stuck with 2 guy tees, maybe 3? guy sweaters, and the rest is women's tops (though not very girly), and all girl bottoms.
I may have spent about $8-900 on that wardrobe change over the course of 3-4 years. I still see stuff I want everyday, but then I remember. The fitment on models/mannequins are so very different than on real people. Damn. ..And then I end up not buying. (Not saying models aren't real people, but they tend to be skinnier than the average person on the street).