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Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Angelina Jolie and her son Maddox have always shared a special bond. Check out their most memorable photos together over the years here.

Angelina Jolie’s journey to motherhood all started with son Maddox. The actress and activist adopted her eldest son from a Cambodian orphanage in 2002, when he was 7 months old. She would raise him as a single mother, also adopting daughter Zahara from Ethiopia in 2003. Brad Pitt would go on to adopt Maddox and Zahara in 2006. Brangelina’s daughter Shiloh was born in 2006 and they adopted Pax in 2007 when he was 4. Twins Knox and Vivienne were born in 2008.

As Maddox got older, his relationship with Brad became strained. The tension came to a head in the fall of 2016 after Brad and Maddox reportedly got into a physical altercation on the family’s private jet. Angelina filed for divorce not long after, beginning a contentious years-long battle over their kids and their estate.

In August 2019, Maddox enrolled at Yonsei University in South Korea. Angelina later admitted she “ugly cried” after dropping him off for college, marking a bittersweet moment in their journey together.

Angelina’s devotion to her children is evident in everything she does. One memorable moment captured in July 2003 shows her carrying little Maddox through New York City on a rainy day, with Maddox bundled up in a raincoat and Angelina rocking an early 2000s look with gradient shades.

Ready for more moments captured of Angelina Jolie and her son Maddox Jolie-Pitt? Look no further!

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Maddox & Angelina Jolie: Photos of the Mother-Son Duo

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Jolie rocks some shades while holding baby Maddox in 2003.

August 30, 2022, 11:44AM 2 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Sarah Silbiger/POOL/EPA-EFE/Shut

Angelina Jolie and her son Maddox Jolie-Pitt arrive to the state dinner in honor of South Korean President Yoon Suk Yeol and South Korean First Lady Kim Keon Hee hosted by Joe Biden at the White House on 26 April 2023.
The stunning actress wore a cream colored dress with a matching jacket, while Maddox went for an excellent suit with a long coat. 

April 26, 2023, 8:55PM 3 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Pool/ABACA/Shutterstock

Angelina Jolie and her son Maddox made a stunning appearance at the state dinner at the White House on April 26, 2023. She hung on the arm of her son, who looked like a rock star in a long coat and suit, while the radiant actress slayed a dreamy off-white gown. 

April 26, 2023, 8:59PM 4 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Keizo Mori/UPI/Shutterstock

Maddox Jolie-Pitt looked happy to be with mom Angelina Jolie during the Oct. 2019 premiere of ‘Maleficent: Mistress of Evil’ in Tokyo, Japan. He wore all black while she shimmered in silver.

August 30, 2022, 11:44AM 5 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Masatoshi Okauchi/Shutterstock

Angelina Jolie holds son Maddox Jolie’s hand as they arrive for the Toyko premiere of ‘Maleficent: Mistress of Evil’ in Oct. 2019. Maddox was living in South Korea for college at the time.

August 30, 2022, 11:44AM

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Maddox & Angelina Jolie: Photos of the Mother-Son Duo

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Angelina Jolie and son Maddox rush through LAX on Apr. 25, 2015. He carried a big duffel bag while she had some rolling luggage and a bit tote. They were followed by their security team.

August 30, 2022, 11:44AM 7 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Invision/AP/Shutterstock

Angelina Jolie wraps her arm around son Maddox at the premiere of ‘First They Killed My Father’ at the Toronto International Film Festival on Sep. 11, 2017. He helped work on the film as part of the assistant director’s team.

August 30, 2022, 11:44AM 8 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Invision/AP/Shutterstock

Angelina Jolie is beaming besides son Maddox during the 2013 Board of Governors of the Academy of Motion Picture Arts and Sciences’ Governor Awards, in Los Angeles. They were dressed to impress.

August 30, 2022, 11:44AM 9 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Domenico Stinellis/AP/Shuttersto

Angelina Jolie held son Maddox while supporting the premiere of her movie ‘Shark Tale’ at the 2004 Venice Film Festival. She wore a sparkling Monique Lhuillier capelet with jeans.

August 30, 2022, 11:44AM 10 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Mahmoud Tawil/AP/Shutterstock

Angelina Jolie and then-four-year-old son Maddox visit the Children’s Cancer Center at the American Hospital in Beirut, Lebanon. The UN Goodwill Ambassador/actress spent Christmas in Beirut visiting Palestinians living in refugee camps.

August 30, 2022, 11:44AM 11 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Bill Haber/AP/Shutterstock

Angelina Jolie talks to her son Maddox at a news conference in New Orleans’ Lower 9th Ward following the devastating storms of 2005’s Hurricane Katrina. They watched as Brad Pitt announced his latest project to build affordable, environmentally friendly homes in the area devastated by the storms.

August 30, 2022, 11:44AM 12 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

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Angelina, Maddox, and Shiloh together in NYC in 2007.

November 19, 2024, 3:36PM 13 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Camilla Morandi/Shutterstock

Angelina Jolie dotes on Maddox at the 2004 Venice Film Festival. She had yet to adopt any other children, so Maddox was never far from mom.

August 30, 2022, 11:44AM 14 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

MB Pictures/Shutterstock

Angelina Jolie and son Maddox enjoy a shopping trip in West Hollywood on Jul. 30, 2004. She was classic in blue jeans and a white top with a Louis Vuitton bag.

August 30, 2022, 11:44AM 15 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

Dennis Stone/Shutterstock

Angelina Jolie carries sleeping son Maddox out of London’s busy Heathrow Airport in May of 2005. He looked so cute napping on mom’s shoulder.

August 30, 2022, 11:44AM 16 of 16

Maddox & Angelina Jolie: Photos of the Mother-Son Duo

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Angelina Jolie and Maddox visit Barcelona, Spain in Jun. 2004. During their trip, they went to Gaudi’s Sagrada Familia cathedral.

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