Legends of the Fall (1994)
Brad Pitt's locks were lovely as ever in Legends of the Fall, where Pitt starred as Tristan Ludlow. The film was set in 1910, but that didn't stop Pitt's character from forgetting to shave. Men with stubble and long hair wouldn't become socially acceptable until fifty years later.
Pretty Woman (1990)
Vivian and Edward sure shared some crazy chemistry on screen, but their connection wasn't enough to rescue the film from a few continuity errors. In the scene where Richard Gere is watching I Love Lucy, Julia Roberts unties his tie; in the following scene, his tie has been re-tied, but in the scene afterward, it's untied once again.