Greatest Romantic Comedies of All Time
Pretty Woman or You've Got Mail

Pick Your Favorite

PRETTY WOMAN

VS

YOU'VE GOT MAIL
0%

Your GOAT List

Why This Battle Matters

What happens when a nostalgic online romance clashes with the fairy tale redemption of a street-smart ingenue? In the arena of romantic comedies, the battle between 'You've Got Mail' and 'Pretty Woman' puts a fine point on our clash of philosophies: the charm of digital courtship versus the dream of transformation through love. 'You've Got Mail' brings the quiet, everyday magic of finding love in the inbox, while 'Pretty Woman' dishes out grand gestures and opulent escapades. As this showdown heats up, the stakes are high — we're not just talking about winning a spot on the Greatest Romantic Comedies of All Time list, but redefining what a beloved rom-com truly means. Do we value the slow-burn charm of modern love, or do we still crave the lush, sweeping declarations from the golden era of romance? The power to shape this narrative is in your hands.

🔥 Fan Takes

idk guys, both movies are good in their own way. It's a tough call, really.
Pretty Woman hands down! 🌟 Nothing tops Julia Roberts in that iconic dress, fight me. 😤
honestly how can u even compare??? you've got mail is the ultimate vibe, bookstore romance and 90s nostalgia all in one!!

How Fans Are Voting

In this battle:

Fans currently prefer Pretty Woman over You've Got Mail when it comes to the greatest Romantic Comedies of all time. In head-to-head matchups, fans pick Pretty Woman 60.0% of the time over You've Got Mail.

Across all battles:

Pretty Woman win rate: 64.6%

You've Got Mail win rate: 55.3%

Fan FAQs

Why is the matchup between You've Got Mail and Pretty Woman such a big debate?

This matchup is a battle of iconic 90s romance films, each with its own unique flavor. You've Got Mail offers a cozy, literary charm while Pretty Woman presents a glamorous, fairy-tale romance. Fans are deeply divided by their personal ties to the storylines and characters, making this a heated and passionate debate.

What's the massive appeal of You've Got Mail?

You've Got Mail captures hearts with its blend of sweet, slow-burn romance and the charm of New York City. Plus, who can resist the nostalgic magic of Tom Hanks and Meg Ryan together? It’s like a warm hug in the form of a movie.

Why is Pretty Woman leading against You've Got Mail in this fan voting?

Pretty Woman is ahead mainly because it's a quintessential fairy tale wrapped in a modern rom-com. Fans love the chemistry between Julia Roberts and Richard Gere and the Cinderella-esque storyline which strikes a deep, nostalgic chord.