I have a funny story about this Sunday. I cross dressed for a road bike ride from my house to a nearby town and return. I felt Ok about going out because I wouldn't give anybody time to really see me when I'm on the bike, plus odds of anybody recognizing me were slim. I did worry a bit about riding through the neighborhood though.
But my sneaky plan was foiled because I forgot to bring any water. It's an 800 vertical foot climb back home over about 5 miles, and I really needed some water.
So I stopped in to a Safeway (large grocery store), figuring they'd have a self checkout and I wouldn't have to face anybody.
Wrong! Well between my options, I had to face the music.
I waited in line without incident, then got to the checker. She looked me in the face to greet me, in my helmet over a wig, no makeup, tight cycling jersey over my B-cups. Bless her young, pretty heart, she tried to squelch her smile, but couldn't erase it. I gave her my best conspiratorial smile, then we continued the transaction. Wish I'd had the presence of mind to say something, but I'm just glad I could smile and not act offended.
So there! No damage, and I got a story out of it.