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Most Expensive Celebrity Photo Sales

$500K: Angelina Jolie & Brad Pitt’s First Couple Pics

Angelina Jolie is an award-winning American actress, filmmaker, and prominent humanitarian. She’s claimed the title of highest paid actress in Hollywood, with an Academy Award, two Screen Actors Guild Awards, and three Golden Globe Awards. Her successes are well-known, from her earliest role in Lookin’ to Get Out (1982) through Gia (1998), Lara Croft: Tomb Raider (2001) and Mr & Mrs. Smith (2005), where she reportedly fell in love with co-star Brad Pitt.


There was a lot of controversy and scandal surrounding the initial blossoming of romance between Jolie and Pitt, with some saying that she was a homewrecker, since Pitt had been in an infamous love match with Jennifer Aniston. With the rumor mill and the fixation on the lives of Brangelina stardom, it’s no wonder that US Weekly paid $500,000 for the first photos that confirmed the relationship in April of 2005.

$2M: Pax Thien Jolie-Pitt Is Adopted

Beyond her on-screen stardom and off-screen scandals, Angelina Jolie also became an adoptive mom to kids from countries around the world. And, you too probably wanted to see the first photos! So, Jolie sold the photos to Getty Images, and People magazine won the bidding war.

ST. AUSTELL, ENGLAND - JULY 2:  Angelina Jolie and  son Maddox during Live 8, Africa Calling, hosted by musician Peter Gabriel, at The Eden Project on July 2, 2005 in St. Austell, Cornwall, England.  The free concert is one of ten simultaneous international gigs including Philadelphia, Berlin, Paris, London, Barrie, Tokyo, Rome, Moscow and Johannesburg.  The concerts precede the G8 summit (July 6-8) to raising awareness for MAKEpovertyHISTORY.  (Photo by Matt Cardy/Getty Images) *** Local Caption *** Angelina Jolie

People agreed to pay a staggering $2 million for the first photos of Pax Thien (aka Pham Quang Sang), the adopted son of Angelina Jolie. The never-ending saga of Pax — including the divorce and custody battle — may have just sprung a few more twists, with the reports that Pax’s biological mom, Pham Thu Dung, is getting out of jail in Vietnam and may want him back.

$500K: Angelina Jolie’s First Visibly Pregnant

By this time, you’ve got a pretty good idea that everyone is enamored with any news or photos related to Angelina Jolie and Brad Pitt, so it probably comes as no surprise that everyone wanted to see the photographic proof that she was pregnant, particularly as it further confirmed her relationship with Brad Pitt.


$4.1M: Brad & Angelina’s Daughter, Shiloh

After all the money that’s been shelled out over the years for the other infamously photogenic Jolie-and-Pitt moments, it’s not really surprising that the birth of their child would also command an astronomical sum. On May 27, 2007, Angelina Jolie gave birth to Shiloh Nouvel Jolie-Pitt via cesarean section in Swakopmund, Namibia, the hospital they’d chosen for birthing.g4


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