In one picture, the Oscar winner is seen sporting a flowing evening dress and hat, topped off with a pair of long white socks and chunky Dr Martens boots. Others see the pouting teenager clad in swimwear, and outfits including a leopard print dress, and denim shorts and a crop top.
Before making it big in Hollywood, Jolie, the daughter of actor Jon Voight, became a model in her teens while she was a drama student. The pictures will be up for sale in California on Friday.
Also up for grabs at the auction, as part of an original glamour photography event, are pictures of a young George Clooney, Drew Barrymore, Kirsten Dunst, Teri Hatcher, Sarah Jessica Parker, Ann-Margret, Halle Berry, Cher, Diana Ross, Will Smith and Rock Hudson.
There is also a collection of master prints by artists such as Richard Avedon, Man Ray, Helmut Newton and Herb Ritts.