The Princess Bride (1987, dir. Rob Reiner)

A grandfather reads a fairy story of true love to his ill grandson. Excellent distillation of the William Goldman novel, with the right balance of thrills, jokes, well-sketched characters, and a cast that knows exactly the movie they’re in. Lots of fun throughout.

Here’s the trailer

Clueless (1995, dir. Amy Heckerling)

A rich high school student determines to become a matchmaker. So specifically of its time it’s practically a documentary on the mid-90s, this loose reworking of Jane Austen’s Emma nevertheless delivers; a strong cast helps throughout.