I'm sure this has been discussed before (though maybe not in this sense). I think that a lot of us have this vision, or idealistic persona of femininity. Because of those blinders, I think that many of us decide that if we crossdress, it's going to be to the nines. Now while this feels nice, it's a lot of work, and I think a lot of us just give up on even trying unless we know we have a lot of free time (I almost never crossdress during the week). I think this leads to some doubts and confusion, I.E. "Am I really a crossdresser? If that's the case, why don't I dress more?"
So while looking for something in our bedroom, I noticed my 3/4" ponytail clip-on wig sitting on top of my earring box. I decided to give myself a quick face shave, put my hair up in a ponytail, and pop on my earrings. No dress, no nylons, no makeup, no heels, just a subtle femme face with a t-shirt and pajama pants. I have to admit, it doesn't feel so bad, I might have to embrace this and do it more often.
Anyone else feel this block, or have overcome this and do exactly what I'm talking about?