22. Punch-Drunk Love (2002)
The idea of Paul Thomas Anderson and Adam Sandler teaming up for a romantic comedy was enough to pique the curiosity of many viewers, and Punch-Drunk Love ended up delivering the goods.
The leading man gives a career-best performance as a timid business owner under constantly under the thump of his seven sisters, but a passionate love affair sees him come out of his shell.
Inevitably, there are obstacles and issues along the way, mostly caused by an extortionist, but as unconventional as the finished product turned out to be, and there are few entries in the genre that stand out quite as much as the singularly unique Punch-Drunk Love.