Paris is Burning (1990)
This arresting documentary jumps into the "ball culture" of New York City's gay and transgender community in the late 80s and early 90s. It's educational, hilarious, depressing, engaging, and still fiercely relevant today, considering how films like this one set the stage for shows like RuPaul's Drag Race to exist today.
Ma Vie En Rose (1997)
This beautiful French film about Ludovic, a boy who believes he should have been born a girl, is a huge favourite of mine. The story is not as fuzzy as the trailer makes it out to be; it follows the painful journey of his family as they try to understand and accept Ludovic, the social impact of this, and how Ludovic tries to make sense of it all in his young mind. The soundtrack also features one of my fave songs of the 90s, "Rose" by Zazie.
The Debt (2010)
Anyone with eyes has seen this film by now, and if you haven't, do it NOW. This murder-gone-wrong spy thriller follows three agents who harbour a secret about their most famous mission: to capture the Nazi "Surgeon of Birkenau".
Midnight in Paris (2011)
Yes, the story is painfully simple. Yes, it's another guy-gets-what-he-wants, nervous-handed Woody Allen movie, but its cast and its charm (and its soundtrack!) can't be ignored. And, if you're a writer it's a real treat of a film, especially with Corey Stoll's hysterical and strangely sexy portrayal of Ernest Hemingway. What I've always loved about this film is how it provides an entertaining answer to what seems to be many an artist's enchantment with previous eras. If you could live and create in a different era, which would you choose?
Ghostbusters 2 (1989) (yes, 1989.)
As if this needs an explanation.