This is not a "dirty" thread

Have any of you all ever forgotten about your transitioning and walked into a situation where, physically speaking, you didn't fit into the gender you wanted to look like, but you were dressed and/or manicured like your desired gender?
This happened this morning (Friday). My wife and I and our son went to renew the registration on our truck. I had my herbal hormones with me (until I go on the prescription stuff in September), but could not take them without something to drink. So we pulled up to a gas station. Since she was driving, she got out first and as I was about to get out I realized something: I was dressed in a pair of her sweat shorts, which really show off my butt and hips. My legs were shaved up to just above the knees (I don't have a lot of body hair, and it's light colored). My toenails were painted, but I was wearing a pair of those cheap Wal-Mart garden shoes. I had no hat on, and I am balding. My nails are long, I have been growing out. I feel I look feminine, but technically I look like a freak. I panicked. She got frustrated and had to go into the store to buy my soda.
Fast forward to when we got to the courthouse. This time she wasn't going in, she wanted to stay out in the truck with our son, since there might be a long line and he is only 2 years old. And, there was the potentially embarassing situation of not actually having any insurance (we're poor, and about to get some again). So, out of the truck and up through the parking lot I went, with my tushy twisting in the wind. In the registration office, a couple of old guys were looking at me. One of them kept staring at my legs and my shoes and my earring (I need to get the other ear pierced, so I can look more feminine and less queer). When I got up to the counter and exchanged money and original registration copy for my new registration card and license plate sticker, the woman seem miffed about something. I don't know what it was, but she was staring at my nails as were exchanging everything. I sort of had the feeling that she was feeling insecure about herself, but she might have just been prejudiced. I made it out of there alive, and I'm ONE STEP CLOSER to being myself

What experiences have you all had when it comes to untimely situations in transitioning?
Aeron