20 Best Movies & Shows Released in 1999 (Page 2)

If you're a fan of musical theater of any kind, Topsy-Turvy pays tribute to that notoriously tricky art form with a stunning attention to detail and a dedication to telling its story without any unnecessary drama whatsoever. It's hard not to get swept up in the humor, entertainment, and simple joy found in the writing process and in rehearsals of entire scenes. Come for the Oscar-winning costumes and makeup, stay for the wonderfully old-timey musical numbers, the brilliantly grounded performance from Jim Broadbent, and the sense of satisfaction of just watching everything finally come together to thunderous applause.

Genre: Comedy, Drama, History, Music

Actor: Adam Searles, Akemi Otani, Alison Steadman, Allan Corduner, Andy Serkis, Angela Curran, Anna Francolini, Ashley Artus, Ashley Jensen, Bríd Brennan, Cathy Sara, Charles Simon, David Neville, Debbie Chazen, Dexter Fletcher, Dorothy Atkinson, Eiji Kusuhara, Eleanor David, Eve Pearce, Francis Lee, Gary Yershon, Gemma Page, Geoffrey Hutchings, Heather Craney, Jim Broadbent, John Warnaby, Jonathan Aris, Julia Rayner, Julian Bleach, Kacey Ainsworth, Kate Doherty, Katrin Cartlidge, Keeley Gainey, Kenneth Hadley, Kevin McKidd, Lavinia Bertram, Lesley Manville, Lorraine Brunning, Louise Gold, Mark Benton, Martin Savage, Mary Roscoe, Matt Bardock, Matthew Mills, Mia Soteriou, Michael Simkins, Michelle Chadwick, Monica Dolan, Naoko Mori, Nicholas Boulton, Nicholas Woodeson, Nick Bartlett, Paul Barnhill, Paul Rider, Richard Attlee, Richard Coyle, Roger Heathcott, Ron Cook, Rosie Cavaliero, Sam Kelly, Sarah Howe, Shirley Henderson, Sophie Duval, Stefan Bednarczyk, Steve Speirs, Sukie Smith, Teresa Gallagher, Theresa Watson, Timothy Spall, Togo Igawa, Vincent Franklin, Wendy Nottingham

Director: Mike Leigh

Before “burnout,” “bullshit jobs,” and “quiet quitting” became part of our everyday lexicon, there was a film in the ‘90s that prophesied the rise of these workplace problems. Office Space follows three co-workers who, having had enough of their dreary low-paying jobs, fight back against their company via an embezzlement scheme. 

Office Space makes the most out of its indie budget as it mostly takes place in the cramped quarters of a company, effectively bottling us into the cubicled windowless world of the characters. But the real beauty of the film is in the details, from its quick zingers and thoughtful takes on the essence of work down to its elaborate “planning to plan” scheme in the background and the employees’ forced politeness singing happy birthday to their boss. Modern viewers will notice that Office Space sits right in between the dystopian thriller Severance and the beloved sitcom The Office—a dark comedy that highlights the necessity of humanity in everyday work. 

Genre: Comedy, Drama

Actor: Ajay Naidu, Alexandra Wentworth, Ali Wentworth, Barbara George-Reiss, Charissa Allen, David Herman, Diedrich Bader, Gabriel Folse, Gary Cole, Greg Pitts, Jack Betts, Jackie Belvin, Jennifer Aniston, Jennifer Jane Emerson, Jesse De Luna, Joe Bays, John C. McGinley, Kinna McInroe, Kyle Scott Jackson, Michael McShane, Mike Judge, Orlando Jones, Paul Willson, Richard Riehle, Ron Livingston, Rupert Reyes, Spencer Kayden, Stephen Root, Todd Duffey, Tom Schuster

Director: Mike Judge

Rating: R

Tied together by a song that seems to drive people to end their own lives, Gloomy Sunday's tale of polyamorous love torn apart by the advent of the Second World War is one that doesn't operate according to your usual narrative structure. Its stranger elements might not always work with the very real horrors of the Nazis' invasion of Hungary, but the film still expresses this horror in a unique way. Even long before the war begins, this song that joins our three lovers together seems to touch on a sense of doom everybody is feeling—warning signs of Hitler's rise to power that ordinary people seem to have been powerless to stop in time. It's certainly unique for a non-action-driven war film, bathed in tragedy and bitter irony.

Genre: Drama, History, Romance, War

Actor: András Bálint, Áron Sipos, Ben Becker, Denis Moschitto, Dorka Gryllus, Erika Marozsán, Ferenc Bács, Ferenc Némethy, Ilse Zielstorff, István Mikó, Joachim Krol, Jörg Gillner, Karl Fischer, László I. Kish, Markus Hering, Márta Bakó, Michael Gampe, Rolf Becker, Sebastian Koch, Stefan Weinert, Stefano Dionisi, Ulrike Grote, Veit Stübner, Wanja Mues

Director: Rolf Schübel

Galaxy Quest may be a parody of the sci-fi franchise, but it’s also a huge fan of it. It forgoes cynical takes for smart odes to the genre, all while retaining an endearing sense of humor about it. It’s silly and self-aware, and it has a lot of fun letting us know that they’re in on the joke. You can watch for the interesting premise, but you'll stay for the laughs and the promise of a genuine thrill ride. Everyone is a blast to watch, but Sigourney Weaver and Sam Rockwell deserve special praise for being outright hilarious, elevating Galaxy Quest from B-movie to camp classic status. 

Genre: Adventure, Comedy, Drama, Science Fiction

Actor: Alan Rickman, Corbin Bleu, Daryl Mitchell, Dian Bachar, Enrico Colantoni, Heidi Swedberg, Isaac C. Singleton Jr., J.P. Manoux, Jed Rees, Jennifer Manley, Jeremy Howard, Jerry Penacoli, Joel McKinnon Miller, Jonathan Feyer, Justin Long, Kaitlin Cullum, Kevin McDonald, Marcio Rosario, Matt Winston, Missi Pyle, Morgan Rusler, Patrick Breen, Rainn Wilson, Robin Sachs, Sam Lloyd, Sam Rockwell, Sigourney Weaver, Tim Allen, Todd Giebenhain, Tony Shalhoub

Director: Dean Parisot

Rating: PG

A group of male friends become obsessed with a group of mysterious sisters who are sheltered by their strict, religious parents after one of them commits suicide. Sofia Coppola does a great job taking the novel and turning it into a full featured movie. The movie is admittedly a bit slow, but it paints such a great picture into the characters lives and everyone around them, that your attention will quickly be turned to that. The casting is spot on and even though it may seem like a very dark subject matter, the film is very enjoyable to watch no matter your taste in movies.

Genre: Drama, Romance

Actor: A.J. Cook, Allen Stewart-Coates, Amos Crawley, Andrew Gillies, Anthony DeSimone, Chelse Swain, Conor Dean Smith, Courtney Hawkrigg, Danny DeVito, Dawn Greenhalgh, François Klanfer, Gary Brennan, Giovanni Ribisi, Hanna Hall, Hayden Christensen, James Woods, Joe Dinicol, Joe Roncetti, John Buchan, Jonathan Tucker, Jonathan Whittaker, Josh Hartnett, Kathleen Turner, Kirsten Dunst, Kristin Fairlie, Leslie Hayman, Melody Johnson, Michael Paré, Michael Pare, Michèle Duquet, Murray McRae, Neil Girvan, Noah "40" Shebib, Robert Schwartzman, Roberta Hanley, Sally Cahill, Sandi Stahlbrand, Scot Denton, Scott Glenn, Sherry Miller, Suki Kaiser, Thomas Mars, Timothy Adams, Tracey Ferencz, Хейден Кристенсен

Director: Sofia Coppola

Rating: R