Most Expensive Red Carpet Jewelry of All Time

5. Angelina Jolie’s Emerald Earrings

Designer: Lorraine Schwartz
Event: 2009 Oscars
Worth: $2.5 million*

When it comes to her fashion sense Angelina Jolie hasn’t always pleased the masses. The confident star has often opted for looks that are slightly edgier than most, such as the chin cuff she wore to the premiere of The Eternals in 2021. However, when she gets it right, it’s phenomenal.

Angelina Jolie's Emerald Earrings - Lorraine Schwartz ©Joe Seer / Shutterstock.com


Angelina Jolie’s Emerald Earrings – Lorraine Schwartz ©Joe Seer / Shutterstock.com

Jolie wore a head-turning $2.5-million-dollar pair of emerald droplet earrings at the Oscars in 2009. Designed by Lorraine Schwartz, the shimmering stones brought out the green in Angelina’s eyes and added something extra special to the Disney star’s outfit.