Nike Air Penny
The first Hardaway signature shoe is gorgeous. I'm a sucker for dark shoes with a white midsole. Plus these were the first shoes to have the 1 Cent logo, which was pretty brilliant.
Nike Air Flight 96
This was a revolutionary shoe made from the sharkskin. The sharkskin part probably isn't true, but this shoe was out of this world. There was a kid named Roy Alexander III (and, yes, he used "the third") who was on my freshman football team that used to wear these to practice. These retailed for $199.99; he wasn't the wisest kid.
I don't like these, but I suppose they play off the Foamposite + squiggly theme. A little too garish for my tastes. Which are impeccable.