I posed this question on Twitter the other day and got some interesting responses. The question popped to mind because The Film Society is hosting a Rainer Werner Fassbinder retrospective this month and I've always worshipped the title The Bitter Tears of Petra von Kant (1972). It's just unbeatably evocative and memorable. Hollywood prefers more generic titles of course; recently John Carter of Mars, The Invention of Hugo Cabret, How To Catch a Monster, and Can A Song Save Your Life were abbreviated and drained of all specificity and interest.
Here were some responses I received to challenge those "bitter tears" from awesome people like Shane, Clara, and Conor ...
I have to admit they're true contenders. Maybe you'd like to add a film title to this honored list?