For me it's the Wu shirt.
Free Yayo, "Why?", And the Clipse shirts weren't really worn for more than a year. And they left RUN DMC off the list
I aint ever seen anyone with a snowman, Dipset or Yeezus tee.
PE shirt should be higher
John Connor in Terminator 2 even wore one
Idk how old you are dog but everyone had a can't ban the snowman shirt in 04/05 including myself with the bapes