I was out shopping at Wal-Mart, and I had a bunch of feminine stuff in one of those hand held baskets (not a cart) when one of my friends sees me. I was walking right out of the isle that had nothing but panties. Not much room for interpretation on what I was there for. Other items in basket include lipstick, mail polish, and fake nails.
She saw me from a bit of distance, and I did the whole lame drop the basket behind something routine. Kinda obvious, but I panicked. We talked for a few, and it seemed like she was maneuvering to see what I was hiding. Don't know if she saw. Definitely had to suspect.
Of all of my friends, I think she would be the least likely to judge me for crossdressing. She is gay, and doesn't hide that fact. I know that being gay is not the same thing, but I think it makes her more likely to be sympathetic to me being a crossdresser.
I am kind of freaked out right now. I'm not ready to be out. I live in a large enough city I almost never see anyone I know. I didn't think this was such a big risk.