I feel like the Jordan V's have to be my all-time favorites by default, just because I've bought them on four separate occasions (two pair of white/grey, one pair of white/royal, and one pair of white/obsidian). My newest pair:
To keep things interesting, two of my darkhorse favorites are:
This version of the Nike Air Maestro (don't know what version it is, from 1996):
(They looked a lot cleaner to me in the white and royal color scheme I had)
The Nike Air Way Ups:
My brother had them, then I found a pair in my size in great condition at a garage sale in Minneapolis in 2004. I had the same scheme as above.