Oh my, where to begin? I suppose I could narrow it down if I knew what kind of films you were interested in, but here is a (relatively) small list of my current favorites (consider repeats from movies mentioned above a hearty second from me):
Being stationed in Japan, I’m not a very good judge of this, so forgive me if I include something glaringly obvious in my list
The Believer - A self-hating Jewish kid who views his force-fed Judaism as his single greatest tribulation joins up with the Neo-Nazis.
The Princess Bride - A wonderfully comedic fairy tale, complete with pirates and fencing, a swashbuckler bent on revenge, an evil mastermind, a rhyming giant, and a misanthropic Hebrew Hermit.
Brazil - An everyman worker living in a distopian futuristic society dominated by a horrific beaurocracy tries to buck the system, finding both love and madness. Fantastically bizarre, with a superlative cameo by Robert de Niro as a renegade repairman (he dares to fix people’s gadgets without the appropriate paperwork).
Memento - An amnesiac (sort of – he has no short-term memory past a certain date) tries to solve his wife’s murder by leaving himself notes in strange places, which he must continually somehow find and review as his investigation progresses.
The Usual Suspects - Kaiser Soze is a mythical criminal mastermind whose name strikes fear into the heart of the underworld, though nobody has ever actually seen him. This incredible caper revolves around his henchmen as they undertake one final job for the legendary, and so far invisible, boss.
Man On Fire - Denzel Washington is an assassin-turned-bodyguard in this brutal (and very stylized) revenge-thriller. When his charge is abducted, he proceeds to rain fiery judgement down on the perpetrators. Total badass.
The Boondock Saints - Two working-class Irish brothers get into a bar fight with the mafia and accidentally discover that they are vigilantes sent by God.
Spirited Away - An animated Japanese film about a little girl who gets trapped in a bizarre spirit-world, where she must appease and outsmart the gods in order to get back home, discovering her true self along the way. Gorgeous animation.
Office Space - A hilarious look at an average American office worker and the trials he must face on a daily basis. Peter (Jon Livingston) takes epic revenge against his bosses, the company, and the fax machine.
The Big Lebowski - A quirky caper centered around two unrelated Lewbowskis and a hijacked ransom. Follow The Dude (Jeff Bridges) as he navigates through a labyrinth of bowling lanes, seedy porn studios, urinating Chinamen, German nihilists, flashbacks from 'Nam, and joyriding delinquents to uncover the truth about the stolen cash.
Waking Life - A study of philosophical discourse in fantastic rotoscopic animation. Will the main character ever awaken from his bizarre slumber, or is he doomed to dream his way through life? The visuals are as surreal and abstract as the subject matter.
Reservoir Dogs - A diamond heist goes horribly wrong, leaving this gang of would-be robbers wondering if there is a mole among them. An all-star cast (Harvey Keitel, Michael Madsen, Tim Roth, Steve Buscemi, etc) and Quentin Tarantino’s hallmark dialogue and storytelling style make this film an incredible, if a bit brutal, heist flick.
Amadeus - A fictional retelling of Wolfgang Amadeus Mozart’s tumultuous career from the point of view of his rival Salieri, who claims to be the cause behind his untimely death.
The Power of One - A very young Stephen Dorff plays PK, an english boy growing up in South Africa during WWII. Plagued by prejudice and schoolyard bullies, PK takes up boxing in order to fight his tormentors; he eventually turns his fight against Apartheid, which is quickly taking root across the country, and soon learns that one person really can make a difference. Morgan Freeman co-stars as his boxing instructor. I never thought a boxing flick could be so inspiring.
Rosencrantz and Guildenstern are Dead - Gary Oldman and Tim Roth play the ill-fated duo from Hamlet. We all know what happens to them during Shakespeare’s masterwork, but what mischief are they getting into during the Hamlet scenes in which they have no part? Absurdist playwright Tom Stoppard brilliantly explores their lives behind the scenes of Elsinore.
Trainspotting - Heroin, botched drug deals, and Ewan McGregor’s penis are spotlighted in this comedy about a group of burnouts across the pond. Choose life.
Kung Fu Hustle - Slapstick, Martial Arts, and Wire Stunts. What more could one ask for? A petty thief discovers his inner kung-fu in this intentionally-campy, ridiculously over-the-top farce from Hong Kong.
12 Monkeys - A man-made virus decimates most of the earth’s population, forcing the survivors to live in sterile underground bunkers. Bruce Willis is tasked to travel back in time, investigate its origins, and prevent the outbreak in this gritty and hilariously quirky sci-fi thriller, co-starring Brad Pitt as a psychopathic animal-rights terrorist and directed by Terry Gilliam of Monty Python infamy.
Fight Club - Edward Norton is a neurotic everyman, growing disillusioned with his soul-crushing corporate job and America’s commercialism/materialism as a whole. He joins Brad Pitt in founding a network of underground fight clubs, where average Americans can vent their anger on each other in gruesome no-holds-barred basement fights, but soon these Fight Clubs grow into something much larger and more sinister than he could ever have imagined…
Pi - A brilliant mathematician unleashes the true power of pi, uncovering a way to reliably predict the stock market and revealing a hidden truth within the Torah, leading to Pursuit By Very Powerful And Fanatical People, and ultimately, insanity.
American History X - Edward Norton is a Neo-Nazi who is sent to jail for his hate crimes. Upon his release, he discovers that his little brother is following along a similar path to destruction. Turning his back on his old gang, he tries to teach his brother the epiphanies he experienced while in jail. [Cheesy blurb]But can he reach him in time??? [/cheesy blurb]
Ghost in the Shell - Japanese anime set in a future where the line between man and machine are increasingly blurred by advances in cybernetics. This highly artistic and stylized film explores that relationship, as well as that of artificial intelligence and, ultimately, artificial life. If the visual effects remind you of The Matrix, consider this the source material. If you enjoy this, definitely see the sequel, Ghost in the Shell: Innocence, which is less heavy-handed with the philosophy (though it’s still very much present) and just as gloriously animated.
The Fisher King - Robin Williams is a traumatized yuppie-turned-homeless-crusader on a quest for the Holy Grail in modern-day Manhattan. Jeff Bridges becomes his unwilling partner-in-mischief when his suicide attempt is thwarted by the homeless lunatic.
Grosse Point Blank - John Cusack is an elite assassin who returns home for a high-school reunion. Criminal shenanigans ensue.
Ronin - A European spy caper starring Robert de Niro and Jean Reno. Packed with action, intrigue, and betrayals, and one of the greatest car chases in recent cinematic memory. A good time to be had by all
The Professional - Jean Reno is a professional hitman who saves a very young Natalie Portman from a viciously corrupt detective (Gary Oldman) and subsequently helps her exact revenge.
Rushmore - Bill Murray takes an eccentric teenaged student under his wing and ends up vying with him for the affection of his teacher, which turns into an all-out war. Hilarity ensues.
High Fidelity - John Cusack, a ginormous collection of vinyl records, sputtering relationships, and mix tapes. What more can be said about this masterpiece?
Ghost World - An eccentric high school girl grows bored with her small town and small life. It seems there is nothing this world can offer to fit her very unique personality; that is, until she meets a middle-aged lonely geek played masterfully by Steve Buscemi.
Okay, so I got a little bit carried away. Insanely enough, I still consider this my “short list” (and I’ve left off ones I considered major blockbusters).
If by chance one of these films blows you away, I’ll be happy to recommend similar movies not listed here.