20. Four Weddings and a Funeral (1994)
The first collaboration between writer Richard Curtis and star Hugh Grant remains still holds a special place in the hearts of many audiences, even a quarter of a century after Four Weddings and a Funeral’s signature moments became embedded in pop culture and ripe for parody.
Grant’s foppish charm turned him into a star in the space of 117 minutes, as he fully invests in the idea of fate after spending one night with Andie MacDowell before their paths continue to cross.
A Best Picture nominee and a box office phenomenon, Four Weddings and a Funeral turned the rom-com on its head, and a slew of thinly-veiled imitators saturated the marketplace in almost no time at all, but none of them managed to do it better.