The black-and-white picture, taken when Madonna was just a 20-year-old dancer struggling to pay the bills in New York City, reportedly earned her $25 at the time.

Photographer Lee Friedlander later sold six photos from the shoot to Playboy, which ran the aforementioned shot in 1985.

The photo is expected to fetch at least $10,000.

Along with the Friedlander photo, a comparatively chaste Helmut Newton picture of the Queen of Pop in lingerie will also be sold.