8 Best Movies & Shows Released in The 1990s On Max (HBO Max)

Staff & contributors

The 1990s was an exciting time for cinema, especially since that was our first introduction to home entertainment in the form of VHS videos. If you want to brush up on your ’90s film trivia, find the decade’s best movies to stream now.

Though the drag scene is alive and well today, Paris is Burning is an important reminder that it didn’t always used to be that way. Over the course of seven years, Director Jennie Livingston leads us underneath the crime-ridden streets of 80s New York, where a glittery drag subculture is flourishing, despite all odds. Leading the community are the so-called mothers, the best performers and most fashionable of them all, tasked with inspiring and caring for newcomers. Nevermind that they’re shunned by society and suffocated (sometimes literally) by hateful homophobes and racists; when there is a ball, all that matters is that they strut, dance, and put on the best damn show of their lives. What they do is art, and Livingston makes sure to exalt the craft and pride that goes into it. At the same time, intimate interviews with iconic queens like Pepper LaBeija and Willi Ninja reveal the heartbreaking nature of the community. Most, if not all, have endured some form of abuse, and many risk their lives to earn a decent living. But again, Livingston refuses to reduce them to pure tragedy; she gets them to share their wonderfully big dreams, then gets us to hope along with them that they might just come true.

Genre: Documentary

Actor: Dorian Corey, Kim Pendavis, Octavia St. Laurent, Pepper LaBeija, Sol Williams Pendavis, Venus Xtravaganza, Willi Ninja

Director: Jennie Livingston

Rating: R

Starring Matthew Broderick and a young Reese Witherspoon as, respectively, Jim McAllister, a high school teacher and Tracy Flick, a notorious 'that girl' in his class. When Tracy decides to run for class president, we see the floodgates open as all sorts of bizarre and insane behavior pours out of the two. Quickly, it becomes clear that Tracy will do nearly anything to win, and as circumstances spiral out of control, madness descends - along with hilarity!

Genre: Comedy, Drama, Mystery, Romance

Actor: B.J. Tobin, Chris Klein, Colleen Camp, Delaney Driscoll, Frankie Ingrassia, Holmes Osborne, Jason Paige, Jeanine Jackson, Jessica Campbell, Jillian Crane, John Ponzio, Kaitlin Ferrell, Marilyn Tipp, Mark Harelik, Matt Golden, Matt Malloy, Matthew Broderick, Molly Hagan, Nicholas D'Agosto, Phil Reeves, Reese Witherspoon, Rohan Quine

Director: Alexander Payne

Rating: R

In this film-within-a-film, we and a fictional version of actress Maggie Cheung are brought through the disorienting experience of French filmmaking. The film’s washed-up director wants to remake the classic silent film Les Vampires to revive his career. But as with all plans, everything inevitably goes wrong. On top of depicting the regular chaos of a movie set, this film presents the anxieties of the modern-day French film industry—about how it may be past its prime, and how it can still compete on a global level. And through the steady, inscrutable face of Maggie Cheung, we remember the creative collaborations we've had ourselves—the energetic passion, the behind-the-scenes power dynamics, and the pure chaos of the process.

Genre: Comedy, Drama

Actor: Alex Descas, Antoine Basler, Arsinée Khanjian, Balthazar Clémenti, Bernard Nissile, Bulle Ogier, Dominique Faysse, Estelle Larrivaz, François-Renaud Labarthe, Jacques Fieschi, Jean-Pierre Léaud, Lou Castel, Maggie Cheung, Nathalie Boutefeu, Nathalie Richard, Nicolas Giraudi, Olivier Torres, Smaïl Mekki

Director: Olivier Assayas

Rating: Not Rated

Forlorn longing envelops Days of Being Wild, where the act of dreaming is as valuable as its actual fulfillment. “You’ll see me tonight in your dreams,” Yuddy tells Su Li-zhen on their first meeting, and indeed, this line of dialogue sets the film’s main contradiction: would you rather trap yourself in the trance-like beauty of dreams or face the unpleasant possibilities of reality? Wong Kar-wai’s characters each have their own answers, with varying subplots intersecting through the consequences of their decisions. In the end, happiness comes in unexpected ways, granted only to those brave enough to wake up and dream again.

Genre: Crime, Drama, Romance

Actor: Alicia Alonzo, Andy Lau, Anita Mui, Carina Lau, Hung Ling-Ling, Jacky Cheung, Leslie Cheung, Maggie Cheung, Maritoni Fernandez, Rebecca Pan, Tony Leung Chiu-Wai

Director: Kar-Wai Wong, Wong Kar-wai

Rating: Not Rated

An absolute delight of a gem starring a young Winona Ryder as well as an amazing cast. Arguably Jim Jarmusch's best film, it tells the story of 5 different places at night from the perspective of cab drivers and their passengers: Los Angeles, New York, Paris, Rome, and Helsinki. It's really hard to pick a favorite among the stories, from a messy tomboy having to deal with a busy businesswoman, to a blind woman in Paris making a frustrated driver from Ivory Coast go insane. But look out for Helmut and Yo-Yo, from the New York story. I've rarely seen anything in film as fun as their story.

Genre: Comedy, Drama

Actor: Armin Mueller-Stahl, Béatrice Dalle, Eija Vilpas, Emile Abossolo M'bo, Gena Rowlands, Giancarlo Esposito, Gianni Schettini, Isaach De Bankolé, Jaakko Talaskivi, Kari Väänänen, Klaus Heydemann, Lisanne Falk, Matti Pellonpää, Paolo Bonacelli, Pascal N'Zonzi, Richard Boes, Roberto Benigni, Romolo Di Biasi, Rosie Perez, Sakari Kuosmanen, Stéphane Boucher, Tomi Salmela, Winona Ryder

Director: Jim Jarmusch

Rating: R

One of Studio Ghibli’s overlooked gems, My Neighbors the Yamadas is a charming anthology film about a modern-day Japanese family. The film sets itself apart from other Ghibli films through its unique doodle-like watercolor animation and its short piano themes. While the vignettes may just depict regular family conflicts, the scenes still feel compelling due to the Yamadas’ imagination of the metaphors that they use. Exaggerating the metaphors keeps the audience breathless in certain strategic moments - most notably in the wedding day speech of the mother of the bride. While not as fantastical as Ghibli’s other offerings, the completely digital My Neighbors the Yamadas finds humor in and celebrates the mundane.

Genre: Animation, Drama, Family

Actor: Akiko Yano, Chôchô Miyako, Hayato Isohata, Masako Araki, Naomi Uno, Tamao Nakamura, Toru Masuoka, Yukiji Asaoka

Director: Isao Takahata

Rating: PG

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

It’s very interesting, if not startling, to see an earnest movie made about the white upper class these days. Metropolitan is one such film, and even though it was released in the ’90s, it still stands the test of time precisely because it neither judges nor defends the group of WASPs it follows. It simply shows them in all their elegance and sophistication, as well as their insulation and irony. 

Metropolitan takes place in the upper crust of New York debutante society, during Christmas vacation, where soirees are rampant and afterparties even more so. The young-adult leads who navigate the scene in their expensive clothes and self-important aura recall a Scott Fitzgerald novel, or if you like, Gossip Girl episode. But instead of falling into tragedies, these characters just end up in silly but relatable mishaps and misunderstandings: they’re just kids after all. And as high and mighty as they may seem, whiling away in tall Park Avenue apartments, they’re still prone to the universal pains that haunt and shape teenagers. Expect to see heartbreak, jealousy, and longing even among the brightest and wealthiest of New York. 

Genre: Comedy, Drama, Romance

Actor: Alice Connorton, Carolyn Farina, Chris Eigeman, Donal Lardner Ward, Francis Creighton, Isabel Gillies, Taylor Nichols, Thomas R. Voth, Will Kempe

Director: Whit Stillman

Rating: PG-13