It Happened One Night

Clark Gable and Claudette Colbert star in 1934's "It Happened One Night." (COURTESY OF SONY PICTURES)

As a film fan, I wanted to give myself a challenge this Valentine’s Day: Pick one romantic comedy per decade dating back to the 1920s.

Admittedly, I haven’t seen as many films from the 1920s-1940s as I have of more recent decades, but I’ve been able to find a worthy representative for each decade. I also gave myself the parameters that I couldn’t duplicate actors, writers or directors, otherwise my list would be full of repeated appearances by personal favorites.

His Girl Friday

Cary Grant and Rosalind Russell in 1940's "His Girl Friday." (COURTESY OF SONY PICTURES)

Some Like It Hot

Tony Curtis (left) and Jack Lemmon get in touch with their feminine sides in 1959's "Some Like It Hot." (COURTESY OF MGM)

When Harry Met Sally

Meg Ryan and Billy Crystal in the most iconic scene from 1989's "When Harry Met Sally." (COURTESY OF CASTLE ROCK ENTERTAINMENT)

Before Sunrise

Julie Delpy and Ethan Hawke star in 1995's "Before Sunrise." (COURTESY OF SONY PICTURES)

High Fidelity

John Cusack in 2000's "High Fidelity," a romantic comedy that also acts as a tribute to the obsessive nature of geek culture. (COURTESY OF TOUCHSTONE PICTURES)

Scott Pilgrim vs. the World

Michael Cera and Mary Elizabeth Winstead star in Edgar Wright's "Scott Pilgrim vs. the World." (COURTESY OF UNIVERSAL PICTURES)

Palm Springs

Cristin Milioti and Andy Samberg star in the romantic comedy "Palm Springs." (COURTESY OF HULU)

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