72. Staple "Windows 95"

Released: 2002

Long before Mac vs. PC commercials, Staple knew how much Windows sucked. This was not a great seller at the time because Mac basically had .00001% market share back then. Y'all got Jobbed!

YOU AUGHTA KNOW:
Staple is re-releasing the tee this fall as part of a program with Urban Outfitters called The Staple Archives.