As someone else already mentioned, the Emerica Ellingtons were some of my favorites. I had 3 pairs of them, and as soon as the 2's came out, I got a pair of those, and they just didn't look, feel, or skate as good as the first ones
eS Theory 1.5's. The only mid top shoes I ever cared for. They didn't last for very long, but they were comfortable as hell, and they looked great to me.
Whatever these DC's are called. I had a couple pairs, and they skated extremely well, and were insanely comfortable. I had them in all black suede with red and white accents
The And my all time favorite shoe that I miss dearly. The Etnies Arto.