Breakfast at Tiffany's (1961) stars Hepburn as Holly Golightly, an eccentric high-class escort working in New York. When young writer Paul Varjack (George Peppard), the kept man of a wealthy older woman, moves into Holly's apartment block, he finds inspiration when he falls in love with her.
In Funny Face (1956), Jo Stockton (Hepburn) is a bookshop worker with intellectual pretensions. Discovered by the editor of a top fashion magazine and asked to become the figurehead of a new collection, Jo is talked into going to Paris by magazine photographer Dick Avery (Fred Astaire), and they soon become romantically involved.
Finally, in Sabrina (1954), Sabrina Fairchild (Hepburn) is the impressionable daughter of the chauffeur to the wealthy Larabee family. Her childhood crush on David Larabee (William Holden), the playboy younger brother, goes unnoticed until she returns a woman from finishing school in Paris. When David's dalliance with Sabrina places a lucrative business deal at risk, hard-headed elder brother Linus (Humphrey Bogart) steps in and decides to woo her himself.