We've done this before, but it's still fun.
Not for me:
90 percent of Lobbs
Gaudy, unnatural antiquing (I'm looking at you, Lobb cirrus. Along with Kiton, etc.)
Ascots, though I don't really think they're that popular here. Unwearable on anyone not eligible for the AARP.
Clothing that looks too new/slick
Turtlenecks with suits
Suspenders, aka braces
Most wingtip balmorals
Also don't get the fetish for handwork in RTW shirts and the appeal of certain SF-adored brands, such as Isaia.
I've warmed to split-toes, though I still don't own any.