<p><strong>The Anniversary: A Day for Andie and Ben</strong></p>



<p>It’s been over two decades since <strong>Andie Anderson</strong> (Kate Hudson) first decided to drive <strong>Benjamin Barry</strong> (Matthew McConaughey) crazy for the sake of journalism. Released on this day in 2003, the film wasn’t just a box office smash; it became a cultural touchstone.</p>



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<p>From the iconic “You’re So Vain” duet to the high-stakes “Frost Yourself” gala, the movie perfected the “hidden motives” trope. Whether you’re a fan of the “Benny and the Jets” energy or you just really want that yellow dress, today is the perfect excuse to revisit this movie.</p>



<h2><strong>5 More Unmissable Rom-Coms for Your Marathon</strong></h2>



<p>If you’ve already finished your rewatch of Andie and Ben, here are five other essential romantic comedies that capture that same electric, bickering, “fake-it-until-you-make-it” energy.</p>



<h3><strong>1. </strong><strong><em>Anyone But You</em></strong><strong> (2023)</strong></h3>



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<p>The movie that single-handedly revived the theatrical rom-com. Starring <strong>Sydney Sweeney</strong> and <strong>Glen Powell</strong>, this loosely based adaptation of Shakespeare’s <em>Much Ado About Nothing</em> follows two people who have a disastrous first date and end up stuck together at a destination wedding in Australia. To keep their meddling families at bay, they decide to fake a relationship. It’s got everything: a killer soundtrack (shoutout to “Unwritten”), incredible scenery, and a leads-chemistry that rivals Hudson and McConaughey.</p>



<h3><strong>2. </strong><strong><em>What Happens in Vegas</em></strong><strong> (2008)</strong></h3>



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<p>If you love the “forced proximity” of <em>How to Lose a Guy</em>, this <strong>Cameron Diaz</strong> and <strong>Ashton Kutcher</strong> classic is a must. After a wild night in Vegas ends in a drunken wedding and a three-million-dollar jackpot, a judge sentences the two strangers to live together for six months before they can divorce and split the money. Watching them systematically try to destroy each other’s lives—only to realize they might actually be perfect for one another—is pure 2000s comedy gold.</p>



<h3><strong>3. </strong><strong><em>The Proposal</em></strong><strong> (2009)</strong></h3>



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<p><strong>Sandra Bullock</strong> and <strong>Ryan Reynolds</strong> are the ultimate power duo in this high-stakes “fake engagement” flick. When a high-powered book editor faces deportation to Canada, she blackmails her long-suffering assistant into marrying her. A trip to his family home in Alaska leads to some of the funniest physical comedy in the genre (the woods-dance scene alone is worth the watch).</p>



<h3><strong>4. </strong><strong><em>10 Things I Hate About You</em></strong><strong> (1999)</strong></h3>



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<p>Another Shakespearean reimagining (<em>The Taming of the Shrew</em>), this film features <strong>Julia Stiles</strong> and <strong>Heath Ledger</strong> in a classic “dating wager” plot. Much like <em>How to Lose a Guy</em>, the relationship begins with a bribe and a hidden agenda, but Ledger’s stadium-sized rendition of “Can’t Take My Eyes Off You” proves that real feelings are impossible to hide.</p>



<h3><strong>5. </strong><strong><em>Crazy, Stupid, Love</em></strong><strong> (2011)</strong></h3>



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<p>This film offers a more modern, ensemble take on the genre. While <strong>Steve Carell</strong> deals with a mid-life heartbreak, we get the electric sub-plot of <strong>Ryan Gosling</strong> and <strong>Emma Stone</strong>. Their “Dirty Dancing” lift attempt is one of the most iconic rom-com moments of the 2010s and perfectly balances the movie’s mix of genuine heart and laugh-out-loud absurdity.</p>

‘How to Lose a Guy in 10 Days’ Turns 23! 5 Other Rom-Coms to Watch

'How to Lose a Guy in 10 Days' Turns 23! 5 Other Rom-Coms to Watch - Spoiler US

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<p>Initially recognized for his striking looks and effortless Southern charm in romantic comedies, McConaughey boldly pivoted in the early 2010s to seek out complex, challenging roles in independent and prestige cinema. This career shift allowed him to harness his raw talent for portraying flawed, deeply human characters, leading to critical acclaim and an Academy Award win.</p>



<h2>Dazed and Confused (1993)</h2>



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<p>McConaughey achieved his breakout role in Richard Linklater’s coming-of-age comedy, playing the iconic, philosophical stoner David Wooderson. His uncredited part was originally small, but his effortless charisma and memorable ad-libs—including the signature “Alright, alright, alright”—were so infectious that the role was expanded. This performance not only launched his career but cemented his enduring image as the ultimate laid-back Texan archetype.</p>



<h2>A Time to Kill (1996)</h2>



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<p>This John Grisham legal thriller provided McConaughey with his first leading role in a major studio film, instantly transforming him into a Hollywood heartthrob. He played Jake Brigance, a courageous Mississippi lawyer defending a black man who murders the men who assaulted his daughter. McConaughey commanded the courtroom scenes with intense, sweating conviction, demonstrating the power of his voice and presence on the big screen.</p>



<h2>Contact (1997)</h2>



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<p>In Robert Zemeckis’s ambitious science fiction drama, McConaughey proved he could bring weight and intellectual curiosity to non-legal roles. He starred opposite Jodie Foster as Palmer Joss, a Christian philosopher and writer who challenges the scientific atheism of Foster’s character, Dr. Ellie Arroway. Their intense conversations injected essential thematic and romantic tension into the blockbuster film.</p>



<h2>Frailty (2001)</h2>



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<p>Released at the beginning of his commercial romantic-comedy phase, this psychological thriller co-starring Bill Paxton often goes overlooked but showcases McConaughey’s dark dramatic side. He plays Fenton Meiks, a disturbed man confessing to an FBI agent that he believes his brother is a wanted serial killer. McConaughey’s performance is surprisingly contained and chilling, hinting at the depth he would later explore in his “McConaissance.”</p>



<h2>How to Lose a Guy in 10 Days (2003)</h2>



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<p>This film stands as the definitive example of McConaughey’s early-2000s reign as the charismatic romantic comedy lead, cementing his status as a cinematic sex symbol. He plays Benjamin Barry, a slick advertising executive who bets he can make any woman fall in love with him in just ten days, only to unwittingly choose a target (Kate Hudson) trying to drive him away. The chemistry between the two stars and McConaughey’s effortless charm are the primary reasons this film endures as a beloved classic today.</p>



<h2>The Lincoln Lawyer (2011)</h2>



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<p>This legal thriller is widely credited as the official kickoff of McConaughey’s career resurgence, marking a conscious break from the romantic comedy genre. He stars as Mickey Haller, a slick defense attorney who operates his practice out of the back of his Lincoln Continental sedan. The film successfully re-established McConaughey as a compelling dramatic lead capable of sophisticated, morally gray roles.</p>



<h2>Dallas Buyers Club (2013)</h2>



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<p>This is McConaughey’s career-crowning achievement, for which he won the <strong>Academy Award for Best Actor</strong>. He delivered a transformative performance as Ron Woodroof, a homophobic rodeo cowboy diagnosed with AIDS in the 1980s. McConaughey famously lost over 50 pounds for the role, portraying Woodroof’s defiant, desperate struggle with incredible authenticity and emotional power.</p>



<h2>The Wolf of Wall Street (2013)</h2>



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<p>In Martin Scorsese’s intense epic, McConaughey’s role as Mark Hanna, the eccentric mentor who introduces Leonardo DiCaprio’s character to the wild, cocaine-fueled world of finance, is technically a cameo but arguably one of the most memorable scenes in the entire film. His rapid-fire dialogue and infamous chest-thumping chant perfectly encapsulated the film’s frenetic energy and hedonistic spirit.</p>



<h2>Interstellar (2014)</h2>



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<p>McConaughey delivered one of his most soulful and human performances as Joseph “Coop” Cooper, a widowed pilot turned farmer tasked with saving humanity by traversing a wormhole in Christopher Nolan’s epic sci-fi drama. The film relies heavily on McConaughey to anchor its massive cerebral concepts with raw emotion, a feat best demonstrated in the heartbreaking scene where Cooper watches decades of video messages from his children. His performance grounded the vast scope of the film in the simple, universal power of a parent’s love for their child.</p>



<h2>Free State of Jones (2016)</h2>



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<p>This historical epic saw McConaughey take on the role of the real-life figure <strong>Newton Knight</strong>, a Confederate deserter who led an armed rebellion against the Confederacy in Jones County, Mississippi. The performance was a deliberate extension of his dramatic reinvention, with McConaughey portraying Knight as a morally driven, defiant populist and abolitionist who establishes a revolutionary, biracial community</p>

Happy Birthday, Matthew McConaughey! Celebrating 10 Films That Demonstrate His Acting Skills

Happy Birthday, Matthew McConaughey! Celebrating 10 Films That Demonstrate His Acting Skills - Spoiler US

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‘How to Lose a Guy in 10 Days’ Turns 23! 5 Other Rom-Coms to Watch

Happy Birthday, Matthew McConaughey! Celebrating 10 Films That Demonstrate His Acting Skills

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