2. JNCO Jeans
Remember these jeans with leg openings that were wider than the length of your #legs?
They were kind of inconvenient since the hems drug all over the ground and tripped you up (so this why ankle-baring capris became popular!).
However, they were super comfortable — there's nothing quite like a crotch that starts at your knee.
A lot of people will argue that they look ridiculous, but there's one really good reason why I think that they should make a comeback.
Just think about it — you could carry your iPad around in one of those massive back pockets.