Pretty Woman (1990) is the timeless story of an unlikely romance between a wealthy businessman and a spirited Hollywood Boulevard escort. With sharp wit, iconic fashion, and unforgettable chemistry between Julia Roberts and Richard Gere, it remains one of the most beloved romantic comedies of all time.
Think you remember every outfit, elevator moment, and fairy tale nod? Take this 10-question trivia quiz and prove you’re a true fan of this classic ’90s love story.
Pretty Woman (1990) Trivia Questions & Answers
1) Who plays the role of Vivian Ward in Pretty Woman (1990)?
Correct Answer: Julia Roberts
Julia Roberts lights up the screen as Vivian Ward, a street-smart but kind-hearted escort with a magnetic smile. Her performance earned her a Golden Globe and an Oscar nomination, launching her into superstardom.
2) What is Vivian’s profession at the beginning of the film?
Correct Answer: Prostitute
Vivian works as a prostitute on Hollywood Boulevard when she meets Edward. The film doesn’t shy away from her profession but instead uses it to highlight themes of class, dignity, and transformation.
3) Who plays Edward Lewis, the wealthy businessman?
Correct Answer: Richard Gere
Richard Gere portrays Edward Lewis, a cold, calculating corporate raider who slowly reveals his vulnerability thanks to Vivian’s influence. His quiet charisma and emotional evolution are central to the story.
4) Where does Edward first meet Vivian?
Correct Answer: On Hollywood Boulevard
Edward stops to ask for directions on Hollywood Boulevard, and Vivian offers her “services.” Their chance meeting leads to a weeklong arrangement — and eventually to love.
5) What song famously plays during the shopping montage?
Correct Answer: “Oh, Pretty Woman”
Roy Orbison’s “Oh, Pretty Woman” plays during one of the film’s most iconic scenes — the upbeat shopping montage where Vivian gets a glamorous makeover after being rejected by snooty boutique clerks.
6) What type of company does Edward buy and break up for profit?
Correct Answer: Struggling businesses
Edward is a corporate takeover specialist who buys struggling companies, dismantles them, and sells off the pieces for a profit. His job reflects his emotionally detached lifestyle — until he begins to question it thanks to Vivian’s influence.
7) What is the name of the hotel where Vivian stays with Edward?
Correct Answer: The Regent Beverly Wilshire
Edward books the luxurious penthouse suite at the Regent Beverly Wilshire Hotel in Beverly Hills — the perfect backdrop for their Cinderella-style story.
8) Which store initially refuses to serve Vivian?
Correct Answer: A high-end boutique on Rodeo Drive
In a famously harsh scene, saleswomen at a Rodeo Drive boutique refuse to help Vivian because of how she looks. Later, after her makeover, she returns triumphantly — proving that class can’t always be judged by clothes.
9) How does Edward change by the end of the film?
Correct Answer: He becomes more compassionate and rethinks his business tactics
Vivian inspires Edward to reconsider his cutthroat business philosophy. Instead of destroying companies, he chooses to build one up — and more importantly, opens his heart and learns how to truly connect.
10) What fairy tale is referenced in the film’s ending?
Correct Answer: Cinderella
The film closes with a modern twist on Cinderella — Edward arrives in a white limousine instead of a white horse and climbs Vivian’s fire escape instead of a tower. Their love story echoes the fairy tale of a woman being “rescued,” but it also redefines it by showing Vivian as strong and self-aware.
