I turned one of my work friends on to Fluevog shoes, but other than those she's a pretty classic dresser. In all honesty I think my style has most of my friends pretty flummoxed.
Let's see, my closest women friends are:
1. Classic a la Ann Taylor, Talbots, etc.
2. Casual MOTG (though I've never seen her dress for work, I'd guess she is fairly classic)
3. Doesn't care at all - neat, clean, serviceable but not at all into fashion
4. Very casual with elements of arty eclectic (tunics, scarves - she's traveled and lived all over the world, so lots of jewelry from her travels, etc.)
Two of my closest friends are men, and they're both very very casual:
1. Jeans, T-shirts or the occasional untucked button down, Converse. I think he has at least six pairs - orange, black, green, charcoal, and I think I'm missing a few. They're kind of his trademark.
2. Jeans, button downs, Converse or hiking boots