I wear women's pants all the time. Jeans when I'm not at work and jeans and khakis when I am at work. I don't think I've worn any men's pants to work in 6 years with the exception of about 5 times. Shirts are another story. I have a few sweaters and shirts that are women's that I can get away with in guy mode. I also haven't worn men's shoes anywhere in 6 or so years except to a wedding I was in. I have also gone out in high heels a few times in guy mode. Never had the b*lls to go out in a skirt in guy mode though.