As we enter the month of love, my cravings veer from the conventional rose-petaled dinners and the inevitable barrage of curious questions from friends. Contrary to popular sentiment, Valentine’s Day’s true allure isn’t merely in the romantic atmosphere it fosters. 

While 2024 might mark the decline of the romantic comedy genre, the originals’ enduring charm remains unmatched. Here are my top five picks for all-time Valentine’s Day movies—a curated list that encapsulates the essence of romance, laughter, and timeless cinematic magic.

Confessions of a Shopaholic 

A standout from 2009, “Confessions of a Shopaholic” never fails to prompt introspection about my career choices and online shopping habits. The narrative centers around a financial journalist, portrayed by Isla Fisher, navigating New York City with a shopping addiction. She falls into love with an entrepreneur, played by the charismatic Hugh Dancy, known for his bright blue eyes. 

What sets this romantic comedy apart is its personality. In an era where early 2000s rom-coms often struggled to inject novelty into the conventional romantic plot, “Confessions of a Shopaholic” succeeds with a unique blend of humor and a touch of irony. This film is a testament to being a complete package, incorporating humor, timeless appeal, and even fulfilling fantasies of the perfect wardrobe. The result is a movie that doesn’t follow the norms of its genre but transcends them.

She’s All That

“She’s All That” portrays high school dynamics as Laney Boggs’s transformation from the school’s perceived outsider to the epitome of prom royalty encapsulating the essence of love and self-discovery. The film’s exploration of personal struggles, such as Laney’s grief over her mother’s death, adds emotional depth that resonates beyond the typical teen romance. 

The film balances heartwarming romance and genuine character development. It offers a perfect blend of high school charm, heartfelt emotions, and the transformative power of love, making it an excellent choice for a cozy Valentine’s Day movie night.

Corpse Bride

Tim Burton’s stop-motion animation “Corpse Bride” may seem an unlikely choice for a romantic watch. Still, this film offers a distinctive take on love that, surprisingly, elicits laughter when viewed during the holiday of hearts. It unfolds as a narrative exploring the complexities of being the “other woman,” capturing an oddly romantic essence that resonates with the “‘til death do us part” mantra. Burton weaves a tale that, in the words of one character, is a mix of “passion, betrayal, and murder most foul.” 

The ensuing hilarity sets the stage for a narrative that challenges traditional romantic norms. What makes “Corpse Bride” stand out is the audience’s unexpected attachment to Emily, the animated corpse brought to life by Helena Bonham Carter. “Corpse Bride” becomes a unique anti-Valentine’s Day gem, challenging conventional romance and injecting dark humor into love.

How to Lose a Guy in 10 Days

“How to Lose a Guy in 10 Days” twists the classic love story, where vanity takes a back seat to the undeniable charm of Matthew McConaughey’s character, Benjamin Barry. The film reveals a romantic comedy that prioritizes humor over self-importance, making it a guilty pleasure for many.

The plot revolves around a bet initiated by Benjamin, an advertising executive played by McConaughey: He wagers to make any woman fall in love with him. Kate Hudson’s character is Andie Anderson, a women’s magazine writer with an agenda: writing an article on how to lead her boyfriend to break up with her. 

The movie provides a dose of laughter and a glimpse into Benjamin’s unexpected equanimity. In “How to Lose a Guy in 10 Days,” the combination of humor, chemistry, and unexpected wisdom makes it a romantic comedy that transcends the superficial, offering an entertaining escape into the unpredictable world of love and bets.

Roman Holiday 

The 1953 “Roman Holiday” is a masterpiece in Audrey Hepburn’s filmography. Centered around Hepburn’s character, Ann, a European princess seeking a respite from her royal duties, the movie unfolds as she takes an enchanting detour to explore Rome for a night. 

Hepburn crosses paths with American reporter Joe, played by Gregory Peck. Their blossoming friendship evolves into a love story in the city together. “Roman Holiday” is more than a film; it’s a journey into the heart of love and the splendor of a bygone era.