Glenn Gordon Caron directs Jennifer Aniston, Jay Mohr and Kevin Bacon in this romantic comedy where an advertising creative uses a photo of a wedding guest to pretend she has a boyfriend.

AI generated feature films existed all the way back in 1997.

5

Perfect Double Bill: The Pallbearer (1996)

I write regular features about live comedy for British Comedy Guide here https://www.comedy.co.uk/people/bobby_carroll/features/