Top 10 Nude Celebrity Leaked Pictures of All Time

5. Cassie

Longtime girlfriend of P.Diddy Combs and singer Cassie’s nudes leaked back in 2009, revealing some very interesting and painful looking body piercings.

In one picture, Cassie leaves absolutely nothing to the imagination, posing spread eagle while someone else took the shot (we wonder who had the honors).

In an interview with radio personality JoJo Wright, Cassie admits to having taken the naughty pics for none other than her boyfriend, and storing them in her gmail account, which she maintains was broken into by hackers.