Angelina Jolie by David LaChapelle Photoshoot for Rolling Stone Magazine
The 2001 photo titled “Horseplay’ is an outtake from a David LaChapelle shoot for Rolling Stone, and is expected to fetch between $38,325 and $53,655.

According to the Daily Mail, the photo of Jolie will go on sale alongside a black and white print of the 37-year-old actress and Brad Pitt posing as husband and wife for photographer Steven Klein, which ran in W magazine in 2005.

That photo is expected to go for approximately $15,000.