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Die Hard (1988)
Although some might not opt for a holiday movie with death in the title, Die Hard technically classifies as a holiday movie, considering it takes place during a Christmas party and contains the cookie-cutter plot struggle between good and evil.
He'll love: Being lured to the couch by a timeless action flick.
You'll love: Heroine Holly Gennero, a take charge lady that puts her career first and keeps her cool.