As someone that lives in one of those backwater places, and doesn't dress terribly outlandishly:
Clothing doesn't have to be out there to be outlandish in your places. Yesterday I wore a 60s style sheath (in green and blue print, which admittedly was a little more "out there" then not although the dress itself was fine, specifically Vogue 7139), black pumps and hose and today I am in denim wide legged slacks, a boho top and 70s inspired sandals...and I look as eccentric as they do in my own neck of the woods. While nothing is wrong with it, I am not wearing sherbet colored high waters, a size too small with wedges and a frilly blouse with a Karen hair cut...which is how "dressy" is done in my area by the over 40 wealthy women.
I stick out because I am 45 and not competing with my teenage daughter. I dress low key elegant instead of twee. My hair is long, not blonde and I don't sound like I am trying to be a breathless little child who needs help constantly (which yes, the sherbet dressing and this describes most of my friends).
If I dressed as to what was appropriate to my area, I would never get out of leggings, stretched t-shirts and ugly shoes. Sometimes...the outlandishness is worth it.