15. Ellen Barkin and Sam Levinson (31 years)
Ellen Barkin and Sam Levinson had one of the ugliest kinds of relationships Hollywood has ever seen. They both tried to keep their relationship a secret, and not because of the 31 year age gap. Barkin actually worked with Levinson’s dad, and that’s how they were able to materialize. She also stared in Levinson’s directorial debut, Another Happy Day
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