The four-year-old couldn't wipe the smile off her face as she happily ran ahead of her mother on a shopping trip in New York yesterday showing off her big gap-toothed grin.
Angelina Jolie had treated Shiloh, sister Zahara and brothers Pax and Maddox to a spot of shopping ahead of the Christmas rush.
Shiloh showed off her seasonal style in a bright red military style coat with gold applets making her look just like a toy soldier as she visited Lee's Art Store.
Her smiling sister Zahara, five, was dressed in an almost identical outfit to her stylish mother in a black wool coat and tall black boots.
The three ladies were accompanied by Pax, seven, who was wrapped up for the cold weather in a furry jacket and matching fur hat with ear flaps and his brother Maddox, eight, who looked cool in a camouflage puffer vest.
Angelina Jolie takes her children Pax, Shiloh, and Sahara shopping to Lee's art store in New York city, USA.
Just last night Angelina celebrated the release of her new film The Tourist at its World premier held at the Ziegfield Theater.
At the event Angelina, 35, discussed spending the holidays in the city she grew up in.
'I love New York at Christmastime,' she told Entertainment Tonight.
'I used to come here all the time when I was a little girl, with my mum, so I have happy memories of Rockefeller Centre and the park,' said the mother of six.
She admitted she is excited 'to be able to take the babies on a carriage ride'.
Angelina added: 'I think just kind of walking around really was my favourite thing to do. Now it's a little harder.'
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