I decided that driving all the way into the Cities for every little doctor's visit was ridiculous, so I bit the bullet and decided to schedule my annual physical with a local doctor and come out to her while I was at it. I don't really pass yet, so I figured it was a good chance to give her a heads up before walking in next year with a beard and a male name and saying, "Hi, I'm here for my annual PAP.

I'm happy to say that she took it totally in stride, and was even somewhatly versed in Trans issues. She was curious about how it was transitioning in a fairly small town in rural Wisconsin, and asked if I wanted something for the T-related acne. All in all it went well.
So, I'm glad that's over for another year. And it's good to know that there is at least one doctor in town that I can go to for everyday medical needs who won't be completely weirded out.