I've expressed my desire to be look like a girl before, but it’s always met with a...lukewarm response. It feels like the only way I could make some women (and possibly my best friend) I know totally happy about my cross-dressing is for me to someone look "worse" than them normally. I'm sorry, but if I want to look like a woman then I will shave my legs and practice my makeup, or do whatever it takes.
My best friend in particular is a girl and suffers from bad self confidence issues about her body, mostly because her family has a large control over her life. She imagines that she's ugly (not true at all!) and not at all girly (which is true, but its also the opposite of what everyone seems to tell her to be :/) and in her own words I do make her feel "awkward" sometimes when she sees me dressed up, and she usually dresses in jeans and hoodies.
Of course, she's my best friend because she…is, not because she’s a girl, and I...don't crossdress just to make someone feel uncomfortable, but what can I do to make a girl in particular feel as if I'm not "taking their privaleges away"?