What To Watch If You Love 'Crazy Stupid Love'
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Vote up the movies that fans of 'Crazy Stupid Love' are sure to love.
How to Lose a Guy in 10 Days showcases an entertaining battle between two individuals seeking to win bets revolving around romance. Featuring Kate Hudson as Andie Anderson, a journalist writing about repelling men, and Matthew McConaughey as Benjamin Barry, an advertising executive attempting to make someone fall for him within ten days, this captivating rom-com highlights the pitfalls and triumphs of modern relationships. Through its engaging narrative and excellent performances from its leads, this film offers viewers an enthralling experience that's both funny and insightful.
- #397 of 769 onThe Most Rewatchable Movies
- #9 of 136 onThe 100+ Best Movies For Date Night
- #612 of 703 onThe All-Time Greatest Comedy Films
In the realm of romantic comedies, The 40-Year-Old Virgin stands out as a hilariously relatable and engaging exploration of love and self-discovery. Directed by Judd Apatow, this film stars Steve Carell as Andy Stitzer, a middle-aged man who embarks on an endearing journey towards finding intimacy for the first time in his life. With the help of his friends, played by Paul Rudd and Seth Rogen, Andy navigates the world of dating while discovering new facets of himself along the way. Bursting with wit and charm, this movie is perfect for fans looking to delve into a heartwarming tale of personal transformation.
More The 40-Year-Old Virgin
- #502 of 769 onThe Most Rewatchable Movies
- #49 of 703 onThe All-Time Greatest Comedy Films
- #7 of 143 onThe Best Movies of 2005
Dirty Rotten Scoundrels presents a comedic encounter between two con artists vying for supremacy in their trade while charming their way through the French Riviera. Starring Michael Caine as sophisticated swindler Lawrence Jamieson and Steve Martin as brash rookie Freddy Benson, these two unlikely allies devise elaborate schemes to deceive wealthy women out of their fortunes. Director Frank Oz expertly weaves together humor and intrigue in this timeless cinematic gem that'll have audiences grinning from start to finish.
More Dirty Rotten Scoundrels- #183 of 399 onThe Best Movies Of The 1980s, Ranked
- #89 of 703 onThe All-Time Greatest Comedy Films
- #76 of 232 onThe Best '80s Comedy Movies, Ranked
- 42016
La La Land transports viewers into a mesmerizing world of music, dance, and romance through the entwined lives of aspiring actress Mia (Emma Stone) and jazz musician Sebastian (Ryan Gosling). Set against the vibrant backdrop of Los Angeles, this critically acclaimed film enchants with its enchanting musical numbers and captivating performances. Director Damien Chazelle masterfully blends nostalgia and modernity, creating a visually stunning and emotionally resonant experience that stays with viewers long after the credits roll.
More La La Land- Dig Deeper...Every Song in La La Land, Ranked by Singability
- #97 of 204 onMusical Movies With The Best Songs
- #31 of 45 onGreat Movies with a Neon Aesthetic
- 5
Miss Congeniality gives Sandra Bullock fans another reason to adore her as she portrays Gracie Hart, an FBI agent tasked with infiltrating a beauty pageant to prevent a potential terrorist attack. As Gracie grapples with high heels, undercover operations, and newfound friendships amidst her tomboy persona, she manages to charm both the audience and fellow contestants alike. This feel-good comedy is perfect for those seeking laughter alongside sentimentality.
More Miss Congeniality- #124 of 769 onThe Most Rewatchable Movies
- #103 of 703 onThe All-Time Greatest Comedy Films
- #7 of 473 onThe 400+ Best Chick Flicks Ever
- 62015
Danny Collins showcases Al Pacino in a transformative role as a washed-up rock star who's inspired to rediscover his artistic passion upon receiving a long-lost letter from John Lennon. As he sets out on a personal journey filled with heartwarming encounters and soul-searching moments, viewers are treated to an insightful look into the power of second chances and self-redemption. With its finely-crafted narrative and exceptional performances, this film is an emotionally resonant experience that shouldn't be missed.
- 71995
Clueless is a stylish and witty adaptation of Jane Austen's classic novel Emma that follows Beverly Hills teenager Cher Horowitz (Alicia Silverstone) as she navigates high school life while dabbling in matchmaking for her friends. Bursting with '90s nostalgia, iconic fashion statements, and unforgettable colloquialisms, this cult favorite from director Amy Heckerling offers an irresistible blend of satire and heart that still resonates with contemporary audiences.
- 81987
Roxanne reimagines Edmond Rostand's classic play Cyrano de Bergerac through the comedic lens of Steve Martin, who stars as C.D. Bales, a small-town fire chief with an enormous nose and an even bigger heart. Juggling unrequited love for Daryl Hannah's titular character while assisting colleague Chris (Rick Rossovich) in wooing her via poetic letters, C.D.'s trials provide both humor and poignancy throughout the film. Directed by Fred Schepisi, Roxanne gracefully navigates themes of inner beauty and self-acceptance in a captivatingly unique manner.
More Roxanne- #184 of 399 onThe Best Movies Of The 1980s, Ranked
- #196 of 703 onThe All-Time Greatest Comedy Films
- #111 of 232 onThe Best '80s Comedy Movies, Ranked
- 92005
Hitch offers a delightful glimpse into the world of professional dating as Will Smith stars as Alex "Hitch" Hitchens, a charming and skilled matchmaker who finds himself falling for Eva Mendes's Sara Melas. Tackling love from both a professional and personal angle, this engaging rom-com showcases exceptional chemistry between its leads while providing sage advice on navigating relationships in an increasingly complicated landscape. With a clever narrative packed with memorable one-liners, Hitch is sure to leave audiences thoroughly entertained.
More Hitch- #77 of 136 onThe 100+ Best Movies For Date Night
- #599 of 703 onThe All-Time Greatest Comedy Films
- #41 of 143 onThe Best Movies of 2005
- 102010
Date Night places Tina Fey and Steve Carell at the center of misadventures when their characters Claire and Phil Foster inadvertently wind up entangled in criminal intrigue during their attempt to escape suburban monotony. With outstanding comedic chemistry between its leads and non-stop action fueled by hilariously improbable situations, this entertaining romp offers uproarious laughs alongside heartfelt relationship insights.
More Date Night- #62 of 136 onThe 100+ Best Movies For Date Night
- #637 of 703 onThe All-Time Greatest Comedy Films
- #42 of 56 onThe Funniest Movies Starring SNL Cast Members
- 112010
Easy A puts a modern spin on Nathaniel Hawthorne's The Scarlet Letter by centering its story around Olive Penderghast (Emma Stone), a high school student who inadvertently becomes the subject of salacious rumors after pretending to lose her virginity. As she navigates the ensuing chaos with wit and intelligence, viewers are treated to an engaging exploration of reputation, identity, and friendship in today's hyper-connected world.
More Easy A- #383 of 769 onThe Most Rewatchable Movies
- #137 of 375 onThe Best Movies Based On Books
- #198 of 703 onThe All-Time Greatest Comedy Films
- 122012
Think Like A Man brings Steve Harvey's bestselling relationship advice book Act Like a Lady, Think Like a Man to life as four couples navigate their respective romantic entanglements. Featuring an ensemble cast led by Michael Ealy, Meagan Good, Taraji P. Henson, and Kevin Hart, this charming comedy provides insightful commentary on modern dating while delivering plenty of laughs along the way.
More Think Like A Man- #34 of 123 onThe Funniest Black Movies Ever Made
- #334 of 473 onThe 400+ Best Chick Flicks Ever
- #79 of 472 onThe Best Black Movies Ever Made, Ranked
- 131990
Pretty Woman remains one of the most iconic romantic comedies ever made thanks to Julia Roberts' enchanting portrayal of Vivian Ward, a Los Angeles escort who finds herself unexpectedly swept off her feet by wealthy businessman Edward Lewis (Richard Gere). Their unconventional romance unfolds against a glamorous backdrop filled with designer clothing, luxury hotels, and breathtaking cinematic moments, making it a must-watch for fans of Crazy Stupid Love and similar heartfelt tales.
More Pretty Woman- #24 of 50 onThe Biggest Movies Of The '90s, Ranked
- #59 of 769 onThe Most Rewatchable Movies
- #5 of 136 onThe 100+ Best Movies For Date Night
- 14
Coming to America immerses viewers in the uproarious journey of Prince Akeem (Eddie Murphy), who travels from his African kingdom to New York City in search of true love. This classic comedy brims with unforgettable characters portrayed by Murphy and co-star Arsenio Hall in various roles, offering ample laughter amidst poignant messages about self-discovery and embracing one's own culture.
More Coming to America- Dig Deeper...Stories From Behind The Scenes Of 'Coming To America'
- #101 of 769 onThe Most Rewatchable Movies
- #14 of 703 onThe All-Time Greatest Comedy Films
- 151996
Jerry Maguire showcases Tom Cruise as the titular character—a sports agent driven to reassess his values following a personal epiphany—and Renée Zellweger as Dorothy Boyd, a single mother drawn to his newfound vulnerability. Together they embark on an emotional roller coaster filled with highs and lows that ultimately leads both characters towards personal growth and happiness. Directed by Cameron Crowe, this iconic film is essential viewing for anyone seeking a captivating combination of romance and introspection.
More Jerry Maguire- #41 of 50 onThe Biggest Movies Of The '90s, Ranked
- #555 of 769 onThe Most Rewatchable Movies
- #51 of 136 onThe 100+ Best Movies For Date Night
- 162009
In The Ugly Truth, Katherine Heigl stars as Abby Richter, a television producer who finds herself at odds with Gerard Butler's Mike Chadway, a brash relationship expert hired to boost ratings for her struggling morning show. As they attempt to prove each other wrong about love and attraction, this unlikely duo inadvertently creates an explosive on-screen chemistry that spills into their personal lives. With its engaging premise and memorable performances, this romantic comedy is sure to delight fans of Crazy Stupid Love.
More The Ugly Truth- #195 of 473 onThe 400+ Best Chick Flicks Ever
- #31 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- #185 of 232 onThe Best Movies For Women
- 17
Battle of the Sexes transports viewers back to 1973 for the infamous tennis match between Billie Jean King (Emma Stone) and Bobby Riggs (Steve Carell), pitting a champion athlete against a chauvinistic former star in a high-stakes gender showdown. Filled with humor, drama, and compelling performances from its leads, this gripping film gracefully tackles themes of gender equality and resilience in the face of adversity.
More Battle of the Sexes- #193 of 240 onThe 200+ Best Movies Based On A True Story
- #38 of 61 onThe Funniest Movies About Sports
- #15 of 56 onThe Best Biopics About Women
- 181995
Tommy Boy pairs Chris Farley's lovably dimwitted character Tommy Callahan alongside David Spade's sarcastic Richard Hayden as they embark on a mission to save their family auto parts business from bankruptcy. With the duo's impeccable comedic timing and natural chemistry fueling plenty of laugh-out-loud moments throughout their journey, this heartfelt buddy comedy will undoubtedly leave audiences entertained and uplifted.
More Tommy Boy- #218 of 769 onThe Most Rewatchable Movies
- #29 of 703 onThe All-Time Greatest Comedy Films
- #143 of 379 onThe Best Movies Of The 1990s
- 19
Laws of Attraction stars Julianne Moore and Pierce Brosnan as two rival divorce attorneys whose professional animosity gives way to unexpected romance. As they navigate the pitfalls of mixing business with pleasure amidst mounting courtroom tensions, viewers are treated to an engaging exploration of vulnerability and trust within relationships both inside and outside the legal arena.
- 20
Lars and the Real Girl takes audiences on an unconventional journey through love as Ryan Gosling portrays Lars Lindstrom, a socially awkward man who forms a relationship with a life-sized doll named Bianca. With its offbeat premise and heartfelt performances, this quirky dramedy offers an unexpected lesson in compassion and acceptance that's sure to resonate with fans of Crazy Stupid Love.
More Lars and the Real Girl- #15 of 70 onGreat Quirky Movies for Grown-Ups
- #15 of 46 on50+ Quirky Romance Movies With Unique Love Stories
- #67 of 139 onThe Best Movies Of 2007
- 212019
The Hustle pits Anne Hathaway and Rebel Wilson against one another as two con artists competing to swindle a young tech billionaire out of his fortune in this humorous gender-swapped version of Dirty Rotten Scoundrels. As they employ increasingly elaborate schemes to outwit each other, viewers are treated to non-stop laughs and unexpected twists that keep the plot engaging from start to finish.
- 22
The Devil Wears Prada delves into the cutthroat world of high fashion as Anne Hathaway stars as Andy Sachs, an aspiring journalist who lands a job as an assistant to ruthless editor Miranda Priestly (Meryl Streep). As she navigates her demanding new position amidst personal sacrifices and career ambitions, viewers are treated to an unforgettable tale of self-discovery and empowerment.
More The Devil Wears Prada- #323 of 769 onThe Most Rewatchable Movies
- #59 of 375 onThe Best Movies Based On Books
- #17 of 138 onThe Best Rainy Day Movies, Ranked
- 232008
In The House Bunny, Anna Faris shines as Shelley Darlingson—a former Playboy Bunny who finds herself mentoring a group of socially awkward sorority girls after being evicted from the mansion. As they transform their lives through newfound confidence and camaraderie, this heartwarming comedy provides ample laughter alongside inspiring messages about embracing one's true self.
More The House Bunny- #120 of 473 onThe 400+ Best Chick Flicks Ever
- #32 of 81 onThe Greatest Female-Led Comedy Movies
- #23 of 71 onThe 70 Best College Movies
- 24
The Shape of Things presents viewers with a thought-provoking exploration of love, morality, and art as Paul Rudd portrays Adam Sorenson—a shy college student drawn into a tumultuous relationship with manipulative artist Evelyn Ann Thompson (Rachel Weisz). As their affair unfolds amidst shifting dynamics and shocking revelations, Neil LaBute's adaptation of his own stage play challenges audiences to confront uncomfortable truths about human nature.
- 25
The Breakfast Club remains an enduring staple of 1980s teen cinema as it brings together five high school students from different cliques for a Saturday detention filled with soul-searching discussions and unexpected friendships. With its iconic ensemble cast and poignant messages about identity, this coming-of-age classic continues to captivate audiences regardless of their age or background.
More The Breakfast Club- Dig Deeper...Who Would Star In 'The Breakfast Club' If It Were Made Today?
- #21 of 769 onThe Most Rewatchable Movies
- #16 of 66 onMovies You Wish You Could Still Watch for the First Time
- 262005
Wedding Crashers stars Vince Vaughn and Owen Wilson as two divorce mediators who spend their free time infiltrating weddings in pursuit of free food, endless parties, and romantic encounters. However, when they encounter the alluring Cleary sisters (Isla Fisher and Rachel McAdams), both men find themselves grappling with newfound feelings that threaten their carefree existence. This uproarious comedy provides non-stop laughter alongside heartfelt moments sure to satisfy fans of Crazy Stupid Love.
More Wedding Crashers- #337 of 769 onThe Most Rewatchable Movies
- #83 of 136 onThe 100+ Best Movies For Date Night
- #67 of 703 onThe All-Time Greatest Comedy Films
Desperately Seeking Susan introduces viewers to Rosanna Arquette's Roberta Glass—a bored suburban housewife whose fascination with a mysterious woman named Susan (Madonna) leads her down a path filled with intrigue and self-discovery. As she navigates mistaken identities, dangerous escapades, and unexpected romance, this delightful rom-com offers thrills and laughs in equal measure.
- #274 of 399 onThe Best Movies Of The 1980s, Ranked
- #42 of 96 onThe 90+ Best Movies Of 1985, Ranked
- #174 of 232 onThe Best '80s Comedy Movies, Ranked
- 28
Can't Buy Me Love tells the story of nerdy high school student Ronald Miller (Patrick Dempsey), who pays popular cheerleader Cindy Mancini (Amanda Peterson) to pretend to be his girlfriend in an effort to boost his social status. As they navigate the complexities of teenage life amidst shifting loyalties, this charming comedy explores themes of authenticity and friendship within a quintessential '80s backdrop.
More Can't Buy Me Love- #119 of 399 onThe Best Movies Of The 1980s, Ranked
- #224 of 278 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
- #87 of 232 onThe Best '80s Comedy Movies, Ranked
- 292004
Mean Girls thrusts audiences into the ruthless world of high school cliques as Lindsay Lohan stars as Cady Heron—a naïve teenager who infiltrates the notorious "Plastics" led by Regina George (Rachel McAdams). As she contends with shifting allegiances, adolescent rivalries, and her own moral compass, this satirical comedy offers an insightful look into the trials and tribulations of teenage life.
More Mean Girls- Dig Deeper...Behind-The-Scenes Secrets Of 'Mean Girls'
- And Deeper...The Cast Of 'Mean Girls': Where Are They Now?
- #160 of 769 onThe Most Rewatchable Movies
- 301999
She's All That revolves around popular high school jock Zack Siler (Freddie Prinze Jr.), who takes on a bet to turn introverted outcast Laney Boggs (Rachael Leigh Cook) into prom queen material after his girlfriend dumps him for a reality TV star. As their lives intertwine amidst clashing social circles, this engaging rom-com reminds viewers that true beauty lies beneath the surface.
More She's All That- #249 of 379 onThe Best Movies Of The 1990s
- #32 of 473 onThe 400+ Best Chick Flicks Ever
- #38 of 169 onThe 150+ Best Teen Romance Movies, Ranked
