Booties - do or don't?

I've been on the hunt for the perfect bootie for a while now, and I think I'm coming pretty close to finding the right one.  It needs to be flat, cool enough to wear with skinny jeans, but still elegant enough to wear with a dress.

These are on my short list...

Dolce Vita
$149

Sam Edelman $130

Rachel Comey
$415
(looks comfy but might be too casual to wear with a dress)