Compiled by: Irene Parayil
Renowned for vulnerability, wit, and superb dialogue delivery, John Cusack masters charming, neurotic roles—from lovelorn slackers to philosophical assassins and animated conmen. Celebrating his 59th birthday today, here’s a look at performances that made him a cult favourite across generations:
Three words. Boom. Box. Legend. Widely seen as Cusack’s breakout role, oddball teen Lloyd Dobler, boombox held high, became an iconic rom-com figure, raising not just his arms but romantic expectations, and winning Gen X’s devotion instantly
Perhaps the most Cusack has ever Cusack-ed, he’s a neurotic, music-obsessed record store owner ranking breakups and breaking the fourth wall, a “That’s so me” icon for the self-aware, romantic, and sardonic alike
A professional assassin returns home for his high school reunion and spirals into an existential crisis. Only Cusack makes him relatable in this dark comedy cult classic, famed for wild action, unexpected poignance, and emotional depth
In this surreal, mind-bending masterpiece of a film, Cusack plays a discontented puppeteer who finds a portal into John Malkovich’s mind, brilliantly capturing an unfortunate descent into obsession in a bizarre, brilliant, and philosophical example of absurdist cinema
Though not his most famous role, this dark thriller showcases Cusack’s impressive range in a rare antagonist role as he plays serial killer Robert Hansen, shedding his usual charm for a chilling, calculated, and unforgettable performance
While most rom-coms rely on fate, this heartwarming film gives destiny a fresh spin. Hopeless romantics can revel in two souls chasing a cosmic connection across years and continents, crafting an impossibly sweet early-2000s love story full of charm
Street-smart, charming con man Dimitri undoubtedly paved the way for the more popular Flynn Rider. In one of his rare voice roles, Cusack infused Dimitri with wit, tenderness, and charm, making him a beloved '90s animated icon