When Molly Ringwald and Anthony Michael Hall first met, they did not get along at all.
Director John Hughes took them shopping at a music store and they discovered they had similar musical tastes and eventually got along.

Both Molly Ringwald and Anthony Michael Hall were 16 years old upon release of Sixteen Candles.

The movie's line "Can I borrow your underpants for ten minutes?" was voted as #86 of "The 100 Greatest Movie Lines" by Premiere in 2007.

Molly Ringwald almost lost the part of Samantha to Ally Sheedy, her future The Breakfast Club (1985) co-star.

Viggo Mortensen auditioned for the role of Jake Ryan.

Jim Carrey auditioned for the role of Ted "The Geek".

The character of Long Duk Dong was supposed to be a teenager but Gedde Watanabe, who portrayed him, was 28 years old at the time this was filmed.