4. D-Generation X
Two words: classic tee. Like another entry on this list, this shirt has come to symbolize a generation. The D-Generation X shirt became a staple of pop culture beginning in late 1997 and soon was worn by young adults whether they were wrestling fans or not. What initially made this shirt so cool was that this shirt was extremely popular despite representing a heel faction.The shirt was popularized by its many TV appearances symbolizing the group formed by Shawn Michaels, Triple H, Chyna and originally Ravishing Rick. While the group would later grow to include the members X-Pac, Billy Gunn and Road Dogg, this shirt remained unchanged. DX would have tons upon tons of merchandise made for the next two decades, but none better than the original.