Every 30-something needs: comfortable shoes!

It seems like every year, I’m asking all my fashion and beauty people for good recommendations for shoes — I’m talking comfortable boots for women, appropriate for the 30-something city person who walks everywhere, even in inclement weather (hello, Fall!). Because I am a sucker for comfort above all things.

This is where I insert a picture of a stylish, comfortable-looking boot. One that fits all my criteria. Notice how this space remains noticeably picture-free.

An uncomfortable foot is an uncomfortable person. FACT.
Hashtag, shoe therapy.

My checklist is:
No heels.
Real leather — footwear that will eventually “mold” to my foot. Not patent leather either. Nothing plastic-looking.
Low- or mid-calf height — that will. not. sag.
Not ugly.
And not those fuzzy UGGS, for that matter. C’mon, I’m 36, not 16!
COMFORTABLE FOR WALKING SEVERAL CITY BLOCKS IN ONE EVENING.
No heels!
Bonus: warm.
Bonus, bonus: won’t upset my bank account too terribly.

But seriously, people. I AM WILLING TO PAY.

I typically get a few of those from the list, but never the full package. I don’t need a snow boot, since I rotate between my Hunters (with liners) and Sperry’s on wet and flurry days. The Hunters are stylish, yes, but not easy on the feet for long walks — even with insoles. I love my cross trainers, but I haven’t signed away my life to yoga pants and tennis shoes. Yet. I find a cute pair, but they’re cheap; I find a slightly-expensive pair, and they’re ugly. Most often, I succumb to the cheap, but then I get one season out of them.

Why can’t I be stylish AND comfortable? And why can I still not find the right pair of boots? So, spill it, 30-somethings: what boots are your fave?