Madonna's first wedding dress will be auctioned next month, and along with the veil and shoes, is expected to fetch up to £37,000.
The queen of pop wore the iconic strapless, gown when she tied the knot with actor Sean Penn in 1985.
The former couple's post-marital agreement, which was drawn up three years later, will also go under the hammer at the Icons & Idols: Rock 'n' Roll auction, hosted by California-based auctioneer Julien's.
CLICK ON PHOTOS TO ENLARGE
More than 140 items from Madonna's life and career will go under the hammer
More than 140 items from Madonna's life and career will go on sale, and could bring in an estimated whopping total of £309,000 over the two-day period (November 7 and 8).
Among the singer's most coveted items is the fuschia dress and mink fur wrap she wore in her Material Girl music video, which is expected to draw in £37,000.
The auction will also include the inauguration dress that Madonna, 56, wore when she played Eva Peron in hit musical Evita.
Madonna's wedding dress she wore to marry Sean Penn will go on sale
Memorabilia go as far back as her school years, with the star's 1971-72 year book from her Michigan days also on offer. The seventh page of the book shows a photograph of a teenage Madonna.
Some of her more unusual items include the actress' used Versace powder compact and her expired American Express card from 1985, which has been cut in half.
"This is the biggest collection of Madonna items ever to come to auction at one time," said Martin Nolan, the executive director of the auction house, who added that "she really is a true icon, highly talented and a very smart businesswoman".
Last year Madonna was crowned the highest-paid star earning £77million
Last year Madonna was named the highest-earning celebrity by Forbes magazine, raking in an estimated £77million thanks to her sell-out MNDA tour, her fragrance, Material Girl clothing line and various endorsements.
Other celerity items also on auction include John Lennon's famed round spectacles, the red glittering cape worn by Godfather of Soul James Brown and several pieces owned by The Beatles, Rolling Stones, Elvis Presley, Liberace, Whitney Houston and Lady Gaga.