5 Best Diamond Scenes From Chick Flicks

This week, senior editor Rob Bates passed the Diamond 5 torch to me, which allowed me to write about one of my favorite topics: chick flicks. Fellow hopeless romantics, here are five movie scenes that may make you laugh, cry, or buy a diamond. 

How to Lose a Guy in 10 Days

Woman meets man. Woman deliberately tries to lose man for the sake of an article. Woman then flees a party while wearing the very expensive, out-on-loan Isadora Duncan diamond necklace. At a fete for the fictional DeLauer Diamond Co., ad exec Benjamin Barry (played by Matthew McConaughey) and writer Andie Anderson (Kate Hudson) exchange hilarious banter over drunken karaoke, proving that if diamonds are a girl’s best friend, champagne just might be her worst enemy.

Sweet Home Alabama

Women across the globe imagine unwrapping the little blue box that symbolizes eternal love and happiness. Melanie Carmichael’s (Reese Witherspoon) dreams come true when her handsome New York politician fiancé-to-be (Patrick Dempsey) gives her the run of Tiffany’s entire Fifth Avenue flagship so she can pick a ring. 

Sex and the City

In the movie adaptation of the popular HBO series, independent Samantha Jones (Kim Cattrall) sets out to prove that she doesn’t need a man to buy her jewelry. So she, Carrie (Sarah Jessica Parker), Charlotte (Kristin Davis), and Miranda (Cynthia Nixon) attend a Christie’s auction featuring diamonds sold by a billionaire’s ex-girlfriend. But an anonymous bidder on the phone upstages Sam’s $50,000 bid for a flower ring. (Spoiler alert! The buyer turns out to be her boyfriend. Awww…)

Pretty Woman

No evening gown is complete without jewelry. In the 1990s twist of a Cinderella story, businessman Edward (Richard Gere) presents Vivian (Julia Roberts) with a ruby and diamond necklace valued at a quarter of a million dollars. Fun fact: Gere ad-libbed the scene, snapping the jewelry case on Roberts’ hand for an extra laugh.


In this scene, the callous “Cal” (Billy Zane) presents his young fiancée (played by Winslet) with perhaps the most well-known diamond in cinematic history, the Heart of the Ocean. As most of you likely know, the blue stone survives the series of tragic events—until, of course, Rose drops it in the water at the movie’s conclusion to join the remnants of the ship. 

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