adidas Superstar

Episode: #96 'Mother's Day' & #124 'For Whom the Wedding Bells Toll'

Year (of Sneaker): 1969

Will busted out numerous Nike classics and in the fourth and fifth seasons he breaks out the Three-Stripes timeless silhouette. The first time they're spotted is during one of his visions of what might be after Jazz asks him to donate his kids so he can have a kid. Will passes on the act and we can't blame him — not spilling a drop on the adidas.