Here's a little secret I've learned since I started making a greater effort at looking nice and pulled together (and blogging about it):
No one really notices what you're wearing.
If your outfit is really out there then people will notice, but mostly they just come away with a general impression of "she looked nice" or "she always looks so pulled together."
My dip dye skirt/dress is one of my all time most popular posts on this blog. It was shared and pinned quite a bit and I still run across it from time to time as it makes the blog and Pinterest rounds. The night I wore it as a dress we went out to dinner with some good friends. A couple weeks later I mentioned my dress to the wife and she said, "Huh. I remember that you looked really nice but I don't remember what you were wearing."
That scenario happens to me frequently. People don't remember exactly what I wore, but they remember that I tend to look nice.
I share this with you because I think this idea is very freeing. When I talk with people about my blog I keep hearing, "I'd love to try [insert trend] but [insert excuse]." But what if you knew that no one was paying enough attention to the specifics to bother judging you? Would you be more willing to try things? To branch out? To dress up a bit? To participate in the 21 Day Challenge?