5 Best Movies to Watch by Jack Black

Staff & contributors

Told with grace and maturity without sensationalizing its subject matter, Dead Man Walking expertly walks the line between taking a moral stand and keeping the messy humanity of its characters intact. Though it may seem just like a legal drama or prison film on the surface, writer/director Tim Robbins weaves in commentary on class and the role religion is expected to play in middle class Southern communities—especially in the context of justice and crime. Sean Penn and Susan Sarandon (in the role that won her her Oscar) play every side to this drama with remarkable control, building an unlikely rapport that culminates in a finale that's as moving as any great tear-jerker. It may be tough to watch at times, given the raw emotions that are laid bare, but Dead Man Walking remains relevant even today.

Genre: Drama

Actor: Adam Nelson, Adele Robbins, Anthony Michael Frederick, Arthur Bridgers, Barton Heyman, Celia Weston, Clancy Brown, Codie Scott, Cortez Nance Jr., Dennis Neal, Eva Amurri Martino, Helen Prejean, Jack Black, Jack Henry Robbins, Jenny Krochmal, Jeremy Knaster, Joan Glover, Jon Abrahams, Kevin Cooney, Larry Pine, Lenore Banks, Lois Smith, Marcus Lyle Brown, Margo Martindale, Michael Cullen, Miles Robbins, Missy Yager, Molly Bryant, Nesbitt Blaisdell, Pamela Garmon, Pete Burris, Peter Sarsgaard, R. Lee Ermey, Ray Aranha, Raymond J. Barry, Robert Prosky, Roberta Maxwell, Scott Sowers, Scott Wilson, Sean Penn, Steve Boles, Steve Carlisle, Susan Sarandon, Thomas McGowan

Director: Tim Robbins

If you’ve never seen Walk Hard before but still get déjà vu from just its first 10 minutes, that's the point. This riotous pastiche parodies every musician biopic ever made — and even many that came after it. Its ability to predict the future is thanks to its sharp observation of all the clichés that are typically wheeled out when a musical artist’s life story gets the big screen treatment. Walk Hard skewers everything from the tropes of preternatural musical abilities and galvanizing childhood trauma to the formulaic three-act structure that follows the musician’s rise, inevitable fall, and triumphant rise again.

Absolutely no chances are left unseized to lampoon the genre: the film is told in an incredibly long flashback, for example, and features multiple groan-including moments in which characters say the movie’s title out loud, all but winking at the camera. The danger with a parody is that the joke can get old quickly, but Walk Hard is blessedly full of laughs that would stand up even outside of the spoof framework, displaying incredible devotion to even the most throwaway of jokes (as when The Temptations make a cameo for one five-second gag). Not just a brilliant satire, then, but a terrific comedy of its own.

Genre: Comedy, Drama, Music

Actor: Adam Herschman, Amber Hay, Angela Little, Cheryl Ladd, Cheryl Tiegs, Chris Parnell, Clement Blake, Conner Rayburn, Craig Robinson, David Doty, David Krumholtz, E.J. Callahan, Ed Helms, Eddie Vedder, Frankie Muniz, Gerry Bednob, Gerry Black, Ghostface Killah, Gregg Lee, Harold Ramis, Ian Roberts, Jack Black, Jack Kehler, Jack McBrayer, Jack White, Jackson Browne, Jacques Slade, Jane Lynch, Jason Schwartzman, Jenna Fischer, Jewel, John C. Reilly, John Ennis, John Maynard, John Michael Higgins, Jonah Hill, Justin Long, Kristen Wiig, Lyle Lovett, Margo Martindale, Martin Starr, Matt Besser, Molly C. Quinn, Morgan Fairchild, Nat Faxon, Neil Ironfield, Odette Annable, Patrick Duffy, Patrick Faucette, Patrick J. Adams, Paul Bates, Paul Feig, Paul Rudd, Philip Rosenthal, Rae Sunshine Lee, Rance Howard, Raymond J. Barry, Ron Tyson, Serria Tawan, Simon Helberg, Skyler Gisondo, Stacey Scowley, Steve Bannos, Terrence Beasor, Tim Bagley, Tim Meadows, Tyler Nilson, Willow Geer

Director: Jake Kasdan

Rating: R

True Romance is a wildly entertaining and twistedly enjoyable crime film, directed by Tony Scott (Top Gun) and written by a young Quentin Tarantino. It stars Christian Slater as a young nebbish comic book store employee named Clarence who falls in love with a prostitute named Alabama (Patricia Arquette), and sets his mind to rid her of her indebtedness to a volatile pimp named Drexel (Gary Oldman). The story eventually finds them absconding to California with a suitcase full of cocaine, with the intention of selling off their illicit cache to a Hollywood bigwig in order to pursue their dreams of freedom and opportunity. Replete with a remarkable cast of famous names and familiar faces (including Brad Pitt, Christopher Walken and even Val Kilmer as the ghost of Elvis), True Romance is a true 90’s-era classic. It showcases Tarantino’s trademark witty dialogue throughout, enmeshed with the savage humor and jarring violence that he has become so well known for. It’s very much an homage to Hollywood classics such as Bonnie and Clyde and Badlands (including a rousing score by Hans Zimmer inspired by George Tipton’s score for Badlands), and ultimately serves as one of Tarantino’s most underrated career accomplishments.

Genre: Action, Crime, Romance, Thriller

Actor: Anna Levine, Anna Levine Thomson, Anna Thomson, April Freeman, Brad Pitt, Bronson Pinchot, Chris Penn, Christian Slater, Christopher Walken, Conchata Ferrell, Dennis Garber, Dennis Hopper, Ed Lauter, Enzo Rossi, Eric Allan Kramer, Frank Adonis, Gary Oldman, Gregory Sporleder, Hilary Klym, Jack Black, James Gandolfini, Joe D'Angerio, John Bower, John Cenatiempo, Kevin Corrigan, Laurence Mason, Maria Pitillo, Michael Beach, Michael Rapaport, Nancy Young, Patricia Arquette, Patrick John Hurley, Paul Bates, Paul Ben-Victor, Said Faraj, Samuel L. Jackson, Saul Rubinek, Steve Gonzales, Tom Sizemore, Tony Scott, Val Kilmer, Victor Argo

Director: Tony Scott

Rating: R

Narrated by the familiar voice of Jack Black, Apollo 10 ½ is a throwback story told with admirable specificity and imagination. Black plays a grown-up Stan, who looks back on his younger years with a mix of fondness and wonder: how did they get away with the things they did then? American suburbia in the 1960s was both loose and conservative, caught between a generation holding on to the reins of the earlier century and one eager to launch into the next. 

Stan, as the youngest child of a big, rowdy family, gives us a charming look into the times, as well as a projection of his own fascination: Apollo 11 and the space age. He inserts himself in this monumental narrative and generously brings us along in his fantasy. Sometimes it’s hard to tell whether Stan’s recruitment by NASA is actually fact or fiction, but that’s part of the fun, especially since Stan himself doesn’t seem to mind at all.

Genre: Adventure, Animation, Comedy, Drama, Family, History, Sci-Fi & Fantasy, Science Fiction

Actor: Bill Wise, Brent A. Riggs, Brian Villalobos, Buzz Aldrin, Christian Moran, David DeLao, Glen Powell, Holt Boggs, Jack Black, Janis Joplin, Jennifer Griffin, Jessica Brynn Cohen, John F. Kennedy, John Kaler, Josh Wiggins, Keslee Blalock, Larry Jack Dotson, Lee Eddy, Milo Coy, Mona Lee Fultz, Natalie L'Amoreaux, Neil Armstrong, Nick Stevenson, Richard Nixon, Samuel Davis, Walter Cronkite, Zachary Levi

Director: Richard Linklater

Rating: PG-13

Weird: The Al Yankovic Story is a parody of a parody, a multilayered confection of silliness that befits the musician it celebrates. It's the origin story of Weird Al Yankovic (Daniel Radcliffe) but with the surreal and satirical levels cranked up to a hundred. It's easy to get lost then, in the movie's freewheeling giddiness, but Radcliffe has a way of grounding the ultra-heightened comedy with his conviction and charm. The movie also doubles as a who's who in the 1980s music and comedy scene, and the unlikely pairings it brings together keep you entertained and nostalgic for a simpler, weirder time. 

Genre: Comedy, Crime, Drama, Music

Actor: 'Weird Al' Yankovic, Akiva Schaffer, Andrew Steven Hernandez, Anthony N., Anthony Nanakornpanom, Arturo Castro, Chad Guerrero, Conan O'Brien, Constantine Rousouli, Daniel Radcliffe, David Bloom, David Dastmalchian, Dean Sharpe, Demetri Martin, Diedrich Bader, Dot-Marie Jones, Emo Philips, Eric Appel, Evan Rachel Wood, Gordon Tarpley, Jack Black, Jack Lancaster, James Brown III, James Preston Rogers, Jimmy Walker Jr., Johnny Pemberton, Jonah Ray, Jonah Ray Rodrigues, Jorma Taccone, Josh Groban, Julianne Nicholson, Julie Chang, Keanush Tafreshi, Lin-Manuel Miranda, Michael McKean, Mike Escamilla, Nina West, Paloma Esparza Rabinov, Panuvat Anthony Nanakornpanom, Patton Oswalt, Paul F. Tompkins, Paul Riley Fox, Quinta Brunson, Rainn Wilson, Richard Aaron Anderson, Rocky Abou-Sakher, Scott Aukerman, Seth Green, Spencer Treat Clark, Thomas Lennon, Toby Huss, Tommy O'Brien, Trenyce, Will Forte, William Guirola

Director: Eric Appel

Rating: TV-14