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Who truly rules the roost in the Romantic Comedies of All Time League: the fairy-tale charm of 'Pretty Woman' or the witty repartee of 'When Harry Met Sally'? Here lies a classic clash of storytelling philosophy—raw emotional transformation against sharp, insightful dialogue. This matchup isn't just a battle over which film makes hearts flutter more vigorously; it's a cultural verdict on what defines the quintessence of romantic comedy. Does the modern viewer prefer Cinderella stories with a twist, or the relatable messiness of love found in friendship? Your favorite reflects your vision of romance itself.
In this battle:
Fans currently prefer Pretty Woman over When Harry Met Sally when it comes to the greatest Romantic Comedies of all time. In head-to-head matchups, fans pick Pretty Woman 55.6% of the time over When Harry Met Sally.
Across all battles:
Pretty Woman win rate: 64.6%
When Harry Met Sally win rate: 60.8%
Pretty Woman is the reigning champ in the league right now. Fans just can't get enough of its charismatic charm and dreamy storyline. Check out where others stand on the GOAT List.
This debate is huge because you've got two giants of the rom-com world. Pretty Woman offers that rags-to-riches love story while When Harry Met Sally delivers the classic friends-to-lovers trope. Both have left a huge mark on pop culture, making it tough for fans to pick one over the other.
It's a head-to-head with Pretty Woman currently leading! Fans seem to be swooning over its fairy tale charm and the iconic performance by Julia Roberts. When Harry Met Sally still holds a special place with its witty dialogue and realistic portrayal of love, but it's trailing a bit.