Through the portal: I believe this might be Chet B's Sulka tie featured on LA Law. (Looks exactly like one I found, though a different color).
Attic thrifting: A rayon Girbaud shirt Parker Lewis wore on Parker Lewis Can't Lose.
More to come...
^pernicious rape culture (neckbeard rejects lash out by secretly filming women) culminates in act of rape (head nerd disguises himself as Darth Vader; rapes head cheerleader) that is played for laughs for male target demographic.