11 Movies Like Definitely Maybe (2008)

Staff & contributors

Sit back, relax, and wait for the feels. With amazing performances from an ensemble cast, including Julianne Moore, Mark Ruffalo, and Annette Bening, as well as excellent directing; The Kids Are Alright is a highly realistic yet entertaining take on families, growing up as children, and growing as parents. Moore and Bening play a gay LA couple, whose two kids meet their biological father, a goofy, laid-back sperm donor, portrayed perfectly by Ruffalo. Nominated for four Oscars and awarded with two Golden Globes, The Kids Are Alright is an arresting, authentic, and astute indie comedy-drama, and a pleasure to watch. Director Lisa Cholodenko and her talented cast have really created something special here!

Genre: Comedy, Drama

Actor: Amy Grabow, Annette Bening, Diego Calderón, Eddie Hassell, Eric Eisner, James MacDonald, Joaquin Garrido, Josh Hutcherson, Julianne Moore, Kunal Sharma, Mark Ruffalo, Mia Wasikowska, Rebecca Lawrence Levy, Sasha Spielberg, Stuart Blumberg, Yaya DaCosta, Zosia Mamet

Director: Lisa Cholodenko

Rating: R

A seven year old Bryce (Callan McAuliffe) moves to a new neighbourhood across the street from a very spirited little girl named Juli (Madeline Carroll). She falls in love at first sight much to the dismay of the shy young lad. For the next six years, Juli overwhelms Bryce with her affections until a series of events and misunderstandings leaves her heartbroken and angry at him. Fed up, Juli begins to ignore him. However, her absence triggers a change of heart as Bryce realizes his fondness of her. He will do anything to win her back. The whole film, set in the late fifties holds the warmth and charm of small town living. With a balance of passion and playfulness, the extraordinary young cast are brilliant in their roles. Based on the novel by Wendelin Van Draanen, this endearing story of young puppy love, will make your heart melt!

Genre: Comedy, Drama, Romance

Actor: Aidan Quinn, Anthony Edwards, Ashley Taylor, Callan McAuliffe, Cody H. Carolin, Cody Horn, Inga R. Wilson, Israel Broussard, John Mahoney, Kevin Weisman, Madeline Carroll, Matthew Gold, Michael Bolten, Morgan Lily, Patricia Lentz, Penelope Ann Miller, Rebecca De Mornay, Ryan Ketzner, Shane Harper, Stefanie Scott, Wallace Bridges

Director: Rob Reiner

Rating: PG

A beautifully intertwined love story showing the ups and downs of a father, his ex-wife, and their children experiencing love. The film weaves the three love stories of the different generations seamlessly and leaves you caring deeply about the characters. It has an amazing soundtrack added to fantastic acting that will make you feel as though you are living the same experiences as the quirky, screwed up family. It's a movie for anyone in the mood for a romantic comedy with a little more substance than your average rom com.

Genre: Comedy, Drama, Romance

Actor: Alex ter Avest, Barbara Weetman, David Carzell, Glen Powell, Greg Kinnear, Jennifer Connelly, Josh Boone, Kristen Bell, Liana Liberato, Lily Collins, Logan Lerman, Michael Goodwin, Nat Wolff, Patrick Schwarzenegger, Rusty Joiner, Spencer Breslin, Stephen King, Zeeko Zaki

Director: Josh Boone

Rating: R

Adventureland is a retro-tinged movie about teens in Pittsburgh working at a run down amusement park during the summer of 1987. It is marketed as similar to Superbad, when in fact the only thing they have in common is the Director. Adventureland is funny, but it is more sweet, tender, and intimate. Touching on themes of unrequited love, returning home, and small-town love, the film stars Jesse Eisenberg, Kristen Stewart, and the always-delightful-duo of Bill Hader and Kristen Wiig. In addition, the film’s soundtrack is a joyous blast from the past, running the gamut of all your favorite 1980’s synth-happy love songs. It is a movie that anyone can really relate to, no matter when they were born, and an amazing watch.

Genre: Comedy, Drama, Romance

Actor: Adam Kroloff, Amy Landis, Ashtin Petrella, Barret Hackney, Bill Hader, Dan Bittner, Declan Baldwin, Eric Schaeffer, Ian Harding, Jack Gilpin, Jesse Eisenberg, Josh Pais, Kelsey Ford, Kevin Breznahan, Kimisha Renee Davis, Kristen Stewart, Kristen Wiig, Lisa Lamendola, Marc Grapey, Margarita Levieva, Martin Starr, Mary Birdsong, Matt Bush, Michael Zegen, Paige Howard, Russell Steinberg, Ryan McFarland, Ryan Reynolds, Stephen Mast, Todd Cioppa, Vanessa Hope, Wendie Malick

Director: Greg Mottola

Rating: R

Sunshine Cleaning is a great addition to that unidentified genre of grown-up comedies populated by other great entries like Your Sister's Sister and Enough Said. It is however, less of a comedy than it is a heart-warming emotional tale. Powered by outstanding performances from Amy Adams and Emily Blunt, it ultimately evolves into a character study of failed potential and validation seeking. Sunshine Cleaning is enjoyable, satisfying to a fault, and provides an interesting peak into the lives of its characters.

Genre: Comedy, Drama

Actor: Alan Arkin, Amber Midthunder, Amy Adams, Amy Redford, Angelique Midthunder, Clifton Collins Jr., Emily Blunt, Eric Christian Olsen, Ivan Brutsche, Jason Spevack, Judith Jones, Kathy Lamkin, Kevin Chapman, Lois Geary, Mary Lynn Rajskub, Paul Dooley, Steve Zahn, Susie Yip, Vic Browder

Director: Christine Jeffs

Rating: R

This slow-burning drama is set in an Indigenous reservation in South Dakota, where Johnny is a teenager who dreams of moving to L.A. with his girlfriend. He would have to leave behind his little sister, who is just grappling with the recent loss of their father. 

Director Chloé Zhao (The Rider, Nomadland) worked with amateur actors whose lives mirror the characters, often adapting the script to the actors' stories. She filmed 100 hours of footage that she then distilled into an hour and a half. 

The result is a film shot from the outside but which is grounded in local stories. And these stories are rough, sad, complex - but so important to listen to and understand. It's an incredible feat to make an observational film that's so grounded in reality - only a genius could: that's Chloé Zhao, and this mature work is -somehow- her first feature film.

Genre: Drama

Actor: Cat Clifford, Derrick Janis, Eléonore Hendricks, Irene Bedard, Jashaun St. John

Director: Chloé Zhao

Rating: Not Rated

John Carney, who directed the critically and commercially successful Once, may be the world’s best captor of charm. Begin Again tells the story of a broken-hearted singer who gets discovered by a failed showbiz executive. Their ideas and love for music are all they have to face their failures and bring their creativity to life. The original songs are charming and from Keira Knightley and Mark Ruffalo to Yasiin Bey (Mos Def), Adam Levine, and Cee-Lo Green, the cast generate sparkling chemistry and portray the story beautifully. Begin again is a sweet and effortless watch, yet far from being your classic rom-com.

Genre: Comedy, Drama, Music, Romance

Actor: Adam Levine, Andrew Sellon, Aya Cash, Catherine Keener, Cee Lo Green, CeeLo Green, Danielle Brisebois, David Abeles, David Pendleton, Emily Yarbourgh, Eric Burton, Hailee Steinfeld, James Corden, Jen Jacob, Jennifer Li Jackson, Jimmy Palumbo, John Carney, Karen Pittman, Keen Ruffalo, Keira Knightley, Kena Onyenjekwe, Maddie Corman, Madison Love, Marco Assante, Mark Ruffalo, Mary Catherine Garrison, Mos Def, Paul Romero, Rob Morrow, Sama Fernands, Shannon Maree Walsh, Shannon Walsh, Simon Delaney, Stacey Maltin, Terry Lewis, Yasiin Bey

Director: John Carney

Rating: R

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

Genre: Comedy, Drama

Actor: Alan Tudyk, Bingo O'Malley, Charis Michelsen, Elisabeth Granli, Frances McDormand, George Grizzard, James Ellroy, James Kisicki, Jane Adams, John W. Iwanonkiw, Katie Holmes, Kelly Bishop, Michael Cavadias, Michael Douglas, Philip Bosco, Richard Knox, Richard Thomas, Rip Torn, Rob McElhenney, Robert Downey Jr., Sean King, Tobey Maguire, Victor Quinaz, Yusuf Gatewood

Director: Curtis Hanson

Rating: R

Stressed by adolescence, 16-year-old Craig Gilner checks himself into a mental-health clinic. Unfortunately, the youth wing is closed, so he must spend his mandated five-day stay with adults. One of them, Bobby, quickly becomes his mentor -- and him his protege, while Craig finds himself drawn to a fellow teen, Noelle, who just may be the cure he needs to forget an unrequited crush. Starring Keir Gilchrist and Zack Galifianakis, It's kind of a Funny Story is based on a novel of the same name.

Genre: Comedy, Drama

Actor: Aasif Mandvi, Adrian Martinez, Alan Aisenberg, Ato Blankson-Wood, Bernard White, Billy McFadden, Dana DeVestern, Daniel London, Emma Roberts, Jared Goldstein, Jeremy Davies, Jim Gaffigan, Karen Chilton, Keir Gilchrist, Lauren Graham, Leo Allen, Lou Myers, Macintyre Dixon, Matthew Maher, Molly Hager, Morgan Murphy, Roddy Skeaping, Rosalyn Coleman, Stewart Steinberg, Thomas Mann, Viola Davis, Zach Galifianakis, Zoë Kravitz, Zoe Kravitz

Director: Anna Boden, Ryan Fleck

Rating: PG-13

For the background singers featured in 20 Feet from Stardom, music is a vocation. It is not merely an occupation or a pastime; it is a way of life, a “higher calling,” as the legendary Lisa Fischer would say. For 90 minutes, director Morgan Neville superbly maps out the development of back-up singing in the US throughout the decades, exploring its deep connection with African-American culture and women’s history. It’s fun to finally put names and faces on the oohs and aahs we hear on records aplenty, but the film always finds its grounding on the singers’ own unique voices, where its true soul lies.

Genre: Documentary, Drama, Music

Actor: Bette Midler, Bruce Springsteen, Chris Botti, Claudia Lennear, Darlene Love, Judith Hill, Lisa Fischer, Lou Adler, Lynn Mabry, Merry Clayton, Mick Jagger, Patti Austin, Sheryl Crow, Stevie Wonder, Stevvi Alexander, Sting, Tata Vega, Ula Hedwig

Director: Morgan Neville

The title says it all: this is a story of love and basketball, one where the two intertwine and excitedly inform one another. Two childhood friends with a passion for ball develop deep feelings for one another. They have ambitions to go pro, but as Monica discovers how uneven the playing field really is for female athletes, and as Quincy grapples with his own needs and career, they reconsider their relationship both to each other and to the game they so love. 

Love & Basketball is a beautiful and sensitive movie that breaks stereotypes about Black love, which exists here as soft and nuanced as any other expertly drawn pairings in movies, and about Black women; Monica gets angry, but also vulnerable, hardworking, and loving. The sports component of the movie is just as finely detailed, with the energy of the matches bouncing off the screen walls. Clearly ahead of its time, Love & Basketball gets at the core of the game without losing sight of its talented players. 

 

Genre: Action, Comedy, Drama, Romance

Actor: Al Foster, Alfre Woodard, Boris Kodjoe, Chick Hearn, Chris Warren, Christine Dunford, Debbi Morgan, Dennis Haysbert, Erika Ringor, Gabrielle Union, Glenndon Chatman, Harry Lennix, Kyla Pratt, Monica Calhoun, Naykia Harris, Omar Epps, Regina Hall, Sanaa Lathan, Tyra Banks

Director: Gina Prince-Bythewood

Rating: PG-13