John Lennon jackets from his Beatles days and a painting of Elvis by Paul McCartney will be sold in an online auction on August 5.
Lennon items include an iconic 1963 collarless jacket (estimated at $40,000-50,000), a leather jacket worn on the 1964 French EP Les Beatles cover ($55,000-65,000) and a Dougie Milling tailored outfit featured in A Hard Day's Night ($20,000-25,000).
But it is Jimi Hendrix's first known contract, dated October 15, 1965 that is expected to fetch the most money, starting at $200,000.
However, most interest is being generated by Madonna - whose erotic answer phone messages and sexy videotape sent to a boyfriend in the early '90s are mooted to fetch $40,000.
The sale is being thrown by New York memorabilia company Gotta Have It!
Expected to fetch well-over its $100,000 starting bid is a gruesome life-size "T-800" prop from the movie Terminator 2: Judgment Day. The model looks remarkably like Arnold Schwarzenegger with half his head blown away and features light-up robot eyes.
Other highlights included Bob Dylan's handwritten lyrics for Hard Rain, group Beatles signatures featuring Pete Best and the sleeveless denim jacket that Bruce Springsteen wore on his Born in the U.S.A tour.