Sabrina (1954)
Roman Holiday was Hepburn’s break into stardom, and it led her to so many more projects, like Sabrina. Sabrina stars Hepburn as the titular character, a daughter of the Larrabee’s family chauffeur, as she returns home from two years in Paris as a beautiful young woman. She captures the attention of David (played by William Holden), the Larrabee’s playboy son, who previously had no interest in her. As David woos and wins Sabrina, their romance is

threatened by his strict older brother Linus (played by Humphrey Bogart), who runs the family corporate empire and relies on David to marry an heiress for a merger to take place. Though she has captured David’s attention, Sabrina finds herself falling in love with Linus, and vice versa. Directed by Billy Wilder, Sabrina was selected for preservation in the United States National Film Registry by the Library of Congress in 2002, making it a classic not just for Hollywood, but the entire country.

2. A Streetcar Named Desire (1951)
Adapted from Tennessee Williams’ Pulitzer Prize-winning play of the same name, A Streetcar Named Desire follows troubled former schoolteacher Blanche DuBois (played by Vivien Leigh) as she leaves her small Mississippi town and moves in with her sister Stella (played by Kim Hunter) and her husband Stanley (played by Marlon Brando) in New Orleans. Blanche’s

flirtatious demeanor causes issues for Stella and Stanley, who already have a volatile relationship, leading to even bigger conflicts in the household. Upon release of the film, Brando rose to fame as a huge movie star in Hollywood and received the first of four consecutive Academy Award nominations for Best Actor. In 1999, the film was selected by the Library of Congress for preservation in the United States National Film Registry.

3. Princess O’Rourke (1943)
Directed and written by Norman Kresna in his directorial debut, Princess O’Rourke is a romantic comedy that stars Olivia de Havilland, Robert Cummings, and Charles Coburn. Olivia de Havilland plays Princess Maria, whose uncle (played by Coburn) wants her to marry and produce heirs for their Ruritania country. However, there aren’t many royals that interest Maria, so her uncle suggests that she fly to San

Francisco to think her options over. Afraid of flying, Maria takes a sleeping pill before her flight, but the members of the plane crew sense her nervousness and secretly give her pills. However, bad weather reroutes the plane to go back to New York, and Maria is left in the care of the pilot, Eddie O’Rourke (played by Cummings). When Maria meets Edward, sparks fly, but questions what her royal lineage could do to their budding romance.