Reddit mentions of Teva Women's De La Vina Low Boot,Bison,8 M US

I can't say enough good things about the Teva De La Vina boots. I have the lows in bison and wear the hell out of them. They are the perfect marriage of function and fashion in my mind. I even walked through a shallow creek (~6" water) and my feet remained dry. Looks like Amazon is offering an extra 20% off today with code 20WORKBOOT.

As for other clothing, I think you might get the most out of fashion-focused athletic clothing, such as Lululemon (or comparable brands). It's not cheap, but many pieces are very versatile. Some examples: Here to There Tank, 105F Singlet, Studio Pant, Better Together Pant, Seize the Day Jacket. These "Play All Day Shorts" in black are my go-to summer shorts. They wick sweat like nobody's business, but can be dressed up very easily. If you watch, you can probably find a pair on eBay for under $40. I live in a sweaty place, so I prefer to wear technical fabrics when I can. It also makes it easy if you don't have access to a dryer, as most should air dry anyway.

Finally, a ranch down the road from my sister's house makes these Krazy Goat Socks. Silly name aside, these are hands down the best warm socks I have ever owned. Due to the silver threads woven in, you can get quite a few wears per wash without risking stinky feet. The pair I received over a year ago still look brad new, even though I wear them every opportunity I get.