The Movie: What About Bob? Worn By: Bob Wiley It's garish, it's baggy, it's on Bill Murray. What's not to love? Given What About Bob? is mostly forgotten nowadays, however, if you did wear this one now you'd look as crazy as Bob himself.
1. Plain White
The Movie: A Streetcar Named Desire Worn By: Stanley Kowalski Keep your fancy designs. Brando's cool completely owns it, making a plain t-shirt into something much more. See also: James Dean. Did we miss your favourite? Let us hear about it in the comments below.