Matthew McConaughey Romantic Comedy Roles

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Updated April 22, 2024 65.8K views 9 items

The best of Matthew McConaughey's romanic comedy roles that appear on this list are sweet, funny, and a little bit cheesy - all the makings of a classic rom-com. McConaughey's adorable southern drawl is enough to make any of his onscreen leading ladies melt, and his impeccable comedic timing is sure to bring home the laughs.

Whether you're a fan of his determined, game-playing character in How to Lose a Guy in 10 Days, or his stubborn, immature character in Failure to Launch, this list of the best Matthew McConaughey rom-coms is sure to feature some of your favorites. If you enjoy this list, you should also check out the list of best Jennifer Lopez romantic comedy roles.

Check out this list of Matthew McConaughey's most iconic romantic comedy roles, and enjoy the movie trailers as well.

  • EDtv

    EDtv

    Matthew McConaughey, Jenna Elfman, Ellen DeGeneres

    For Fans Of: Reality TV Satire, Comedy-Drama, Romance
    Reasons to Watch if you Love Matthew McConaughey: This satirical comedy spotlights his comedic timing and versatility as an actor, playing a man who agrees to have his life broadcasted 24/7 on television. The film provides a perspective on the rise of reality TV and offers an opportunity for fans of McConaughey to see him in a different light than most of his other roles.

    In a desperate attempt to boost ratings, a cable channel decides to document the life of someone on a daily basis and air the footage as a show. That lucky someone turns out to be Ed Pekurny (Matthew McConaughey), a laid-back video-store clerk. While the TV series makes Ed an overnight celebrity, it also begins to wreak havoc on his personal life, complicating his relationship with his new girlfriend, Shari (Jenna Elfman), and causing tension with his brother, Ray (Woody Harrelson).
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  • Failure to Launch

    Failure to Launch

    Matthew McConaughey, Sarah Jessica Parker, Zooey Deschanel

    For Fans Of: Romantic Comedies, Adult Humour
    Reasons to Watch if you Love Matthew McConaughey: Showcasing his charm and wit, McConaughey stars as a 35-year-old bachelor who does not seem to want to move out of his parents' home. A romantic comedy that combines humor with heart, the film highlights McConaughey's undeniable on-screen chemistry with co-star Sarah Jessica Parker.

    A young man (Matthew McConaughey) continues to live at the home of parents who, in desperation to push him out of the nest once and for all, hatch a plan. They hire a beautiful woman (Sarah Jessica Parker) to entice him to assume the mantle of responsibility and get his own place.
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  • Fool's Gold

    Fool's Gold

    Matthew McConaughey, Kate Hudson, Donald Sutherland

    For Fans Of: Adventure Comedy, Romantic Adventure, Treasure Hunt Films
    Reasons to Watch if you Love Matthew McConaughey: Teaming up again with Kate Hudson in this treasure hunting adventure, he brings charm and enthusiasm that elevates the fun-filled escapades on screen. With its picturesque locations and high-energy action sequences, the film allows fans of McConaughey to witness another side of his acting abilities.

    Treasure hunter Ben "Finn" Finnegan (Matthew McConaughey) has sunk his marriage to Tess (Kate Hudson) and his trusty boat in his obsessive quest to find the legendary Queen's Dowry. When he finds a vital clue that may finally pinpoint the treasure's whereabouts, he drags Tess and her boss, billionaire Nigel Honeycutt, along on the hunt. But Finn is not the only one interested in the gold; his former mentor-turned-enemy Moe Fitch (Ray Winstone) will stop at nothing to beat him to it.
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  • How to Lose a Guy in 10 Days

    How to Lose a Guy in 10 Days

    Kate Hudson, Matthew McConaughey, Adam Goldberg

    For Fans Of: Romantic Comedy, Battle-of-the-Sexes Comedy
    Reasons to Watch if you Love Matthew McConaughey: This classic romantic comedy showcases his ability to play off leading lady Kate Hudson's antics while maintaining his own charismatic presence. His portrayal of an advertising executive trying to win a bet adds depth and humor, making it a delightful watch for any fan of McConaughey.

    In How to Lose a Guy in 10 Days, Andie Anderson (Kate Hudson) and Benjamin Barry (Matthew McConaughey) partake in a high-stakes, romantic game of cat and mouse. As an ambitious journalist, Andie is tasked with crafting an article on driving men away. Enter advertising executive Ben, who bets he can make any woman fall in love with him. Their paths intersect and chaos ensues as both are unknowingly working at cross purposes. This romantic comedy, set against the backdrop of vibrant New York City, offers a delightful concoction of humor, romance, and life's unexpected turns.
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  • My Boyfriend's Back

    My Boyfriend's Back

    Matthew McConaughey, Renée Zellweger, Philip Seymour Hoffman

    For Fans Of: Zombie Comedy, Horror Comedy, Teen Romance
    Reasons to Watch if you Love Matthew McConaughey: In this early role from his career, he displays promising talent in this dark comedy about a zombie returning from the grave to reunite with his high school love. Though a smaller part, it is an interesting glimpse into the beginnings of McConaughey's career before he became Hollywood's leading man.

    My Boyfriend's Back is a 1993 American romantic black comedy film directed by Bob Balaban which tells the story of Johnny Dingle, a teenage boy who returns as a zombie to meet Missy McCloud, the girl he's in love with, for a date. The film received negative reviews. The film's title is a reference to the 1963 song of the same name by The Angels. The original title of the film, Johnny Zombie was changed shortly before the film's theatrical release. Philip Seymour Hoffman, Matthew McConaughey, and Matthew Fox appear in small roles in the film.
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  • Ghosts of Girlfriends Past

    Ghosts of Girlfriends Past

    Matthew McConaughey, Jennifer Garner, Michael Douglas

    For Fans Of: Romance, Fantasy, Romantic Comedy
    Reasons to Watch if you Love Matthew McConaughey: In this modern twist on Charles Dickens’ A Christmas Carol, he plays an arrogant womanizer who receives visits from past lovers urging him toward redemption. His ability to embody both cynicism and vulnerability allows audiences insight into the growth of his character throughout the film.

    Celebrity photographer Connor Mead (Matthew McConaughey) lives life in the fast lane, committed to bachelorhood and simultaneous relationships with multiple women. On the eve of his brother's wedding, Connor receives a visit from the spirits of his jilted lovers, who take him on an odyssey through his many failed relationships to try to find out what made him such a cad -- and if there is any hope of Connor finding true love.
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  • The Wedding Planner

    The Wedding Planner

    Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras

    For Fans Of: Romantic Comedy, Career-Oriented Women, Love Triangles
    Reasons to Watch if you Love Matthew McConaughey: As a charming pediatrician caught between love and duty, he perfectly complements Jennifer Lopez's performance in this lighthearted romantic comedy. His chemistry with Lopez is undeniable, and the film offers plenty of opportunities for him to flex his comedic muscles.

    In the bustling city of San Francisco, The Wedding Planner unfolds a captivating tale. Mary Fiore (Jennifer Lopez), a committed professional wedding planner, orchestrates lavish ceremonies for others, while her love life remains a blank page. A twist of fate introduces her to Dr. Steve Edison (Matthew McConaughey), who she mistakenly believes is engaged to another woman. The film spins an engaging web of mistaken identities, unspoken feelings, and conflicting obligations. A romantic comedy at its core, The Wedding Planner offers a delightful blend of humor and heartwarming moments, challenging the characters to find love in unexpected places.
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  • Tiptoes

    Tiptoes

    Kate Beckinsale, Matthew McConaughey, Gary Oldman

    For Fans Of: Dramedies, Romantic Dramas
    Reasons to Watch if you Love Matthew McConaughey: Taking on a challenging role as an average-sized man born into a family of dwarfs, he once again demonstrates his versatility as an actor. The film is not only a showcase for his talents but also provides a thought-provoking look at societal norms and expectations.

    Tiptoes is a 2003 film starring Matthew McConaughey, Kate Beckinsale, Patricia Arquette and Gary Oldman. The film was screened at the 2004 Sundance Film Festival. It was never released theatrically in the United States and it instead went straight to DVD.
  • Magic Mike

    Magic Mike

    Channing Tatum, Alex Pettyfer, Matthew McConaughey

    For Fans Of: Dramedy, Male Striptease, Romantic Drama
    Reasons to Watch if you Love Matthew McConaughey: As the charismatic strip club owner Dallas, he brings intensity and depth that only serves to elevate the provocative drama surrounding Channing Tatum's titular character. His performance showcases both physicality and nuance while contributing significantly to the film’s overall resonance.

    By day, Mike (Channing Tatum) makes ends meet any way he can -- handyman jobs, detailing cars or designing furniture. But nighttime is when Mike really gets to display his many talents: He's the hot headliner in an all-male revue. Mike sees potential in a 19-year-old he dubs the Kid (Alex Pettyfer), takes the teen under his wing and instructs him in the tricks of the trade. However, Mike learns there's a downside to the stripper lifestyle when it threatens his romance with the Kid's sister.
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