1. Fight Club (1999) - It's my personal watershed film. I went in one person, I came out another. I was 21 when I saw Fight Club and was starting to think about the working world after college. The movie was a gift from God. Never has a film captured better my generation of frustrated and conflicted men. From the armor of a brand name to the life milestone of buying a sofa. Even one from Ikea. It is for me one of the sharpest, wittiest, and visually stunning movies ever. The perfect combination of subject and style. A monumental achievement by David Fincher, Brad Pitt, Helena Bonham Carter, and Edward Norton. It's not a movie about fighting. It's about what it is to be a man in the world today.
Honorable Mentions:
The Age of Innocence (1993)
Schindler's List (1993)
Gattaca (1997)
L.A. Confidential (1997)
Any Given Sunday (1999)
The Talented Mr. Ripley (1999)
Huge Hits no one talks about anymore: Ghost(hurl), The Bodyguard, Indecent Proposal, ID4, Twister
Huge Hits everyone remembers: Forrest Gump, Titanic, The Sixth Sense, Jurassic Park, The Matrix, Basic Instinct, and of course Pretty Woman which Entertainment Weekly so wonderfully cited as having given birth to a generation of post-feminist princesses
Best Action: Die Hard 2, Die Hard with a Vengeance, True Lies, Tomorrow Never Dies, Point Break, Ronin, Speed(still one of the best summer movies ever), Tombstone
John Woo: The Killer, Hard Boiled, Face/Off
Best Sci-Fi: Contact(amazing), Total Recall, The Fifth Element, Star Trek: First Contact
Great Comedies: Men in Black, Wayne’s World, Four Weddings and Funeral, Dumb and Dumber, Clueless, Rush Hour, Get Shorty, The American President, The Big Lebowski, Wag the Dog, Office Space, Kingpin
Great Thrillers: Cape Fear, Ransom, The Firm, In the Line of Fire, The Fugitive, Crimson Tide, Se7en, Mission:Impossible, Enemy of the State, The Game, Silence of the Lambs, The Negotiator, The Jack Ryan trilogy, The Usual Suspects
Best Indies: Sling Blade, Big Night, Reservoir Dogs, Trainspotting, Beautiful Girls
Best RomCom: Notting Hill
Best Animated: Toy Story 2, Mulan, Aladdin
Best Horror: From Dusk Till Dawn, The Blair Witch Project
Angry 90s: Falling Down, Natural Born Killers
Everyone Cried: My Girl
Great Dramas: Searching for Bobby Fischer, Unforgiven, Quiz Show, Dead Man Walking, The Truman Show, Casino, Good Will Hunting, Pleasantville, Fargo
Constantly Watchable: Rounders, The Rock, Leon:The Professional, Jackie Brown
Guilty Pleasures: Timecop, G.I. Jane, The Long Kiss Goodnight(Sam Jackson has never been better), Armageddon(sorry), Varsity Blues, The Cutting Edge (toe pick!)
No One Saw, I Love: Hard Eight, The Paper, Forget Paris, Kiss of Death, Love and Death on Long Island, Strange Days
Still Have Never Seen: The Piano, Secrets & Lies, Fried Green Tomatoes
1999 was one Great Year: Three Kings, The Matrix, Fight Club, Magnolia, The Sixth Sense, American Beauty, Toy Story 2, Any Given Sunday, Being John Malkovich, Election. All in one year.