Fugly Feet

I need your help. Under ideal circumstances, I would say I have poor taste in shoes (Let's remember I have a history of wearing plastic shoes). Things that make footwear most appealing to me include comfort, cost, and works with the most outfits. I know this season I am supposed to wear:
Booties or Biker Inspired Chic.
Embellished Masters of Pain.


Tall Riding Boots. I swear the last time I was on the Hill, there wasn't a single twenty-something woman not wearing a variation of this boot. It made me feel old and very out of touch.

Because I want some comfortable, slip-on, walk the dog or run to the grocery store shoes, I started to consider Toms. I thought "ooh, not a bad price, people rave about them, maybe not total mom shoes." Then, I saw some teenagers on the Metro who had puffy-painted theirs. Like Keds. Like I did circa 1990. Tell me, besides the whole charity aspect, are Toms just wrong?

Toms Classics in Slate

Toms Cords

I don't want to embarass you when you come to visit B.B. and take me out to lunch to get out of the house. Really, I am just seeking your advice as it is in your best interest. This isn't about me. It is your reputation that is at stake here!