I'm less concerned about the attire of others because I love boots and they are ridiculously comfy, so I'd probably wear them even if I didn't have my horses.
Just small things bug me, for example: my coworker at my barn's fiancee. The guy's just a very all-around guy. Very, very handy to have around for most mechanical repairs on vehicles or random barn maintenance projects. He doesn't ride much because he doesn't have his own horse, but he knows how to ride them and comes with for trail rides. His fiancee? Rode a few times at her cousin's house when she was a kid and has gone on a couple walking-only trail rides with us. Both of them also wear a ton of RealTree clothing, okay, whatever.
One day, he drives her car to the barn and I looked at the back and ask when he became a cowgirl. His fiancee had put up a big pink sticker on the back window saying, "You're driving behind a COWGIRL!" Um. Okay then.