Lol...
I was a teen in the late 90s and I LOVED that style. I laugh now cuz it does look a little funny but honestly I was digging it. I'm 5'7 but wore 4X tees and 36-38 jeans (I was a 32-34 lol)
When I got to college man that dipset wear was in full blast, jerseys, tall tees we'd cop 50 on Jamacia Ave b/w the three of us and divvy em up in the dorms...plus they had them fitted hat stores and we'd cop 4-5 hats for $20 a piece.
Couldn't tell us nothing. Whole campus looking like NFL/NBA teams with no coach...them Ny nikkas stayed fresh tho I won't lie. Living in the city had me constantly on
status cuz I couldn't understand how nikkas on college campus had $400-500 throwbacks. I was dumb green then lol...
I went a whole semester in solid color tall tees (fresh one err day) durag, pepe/Maurice Malone/rocawear jeans, timbs and a fitted everyday
We look a LOT better now