When: 2007
Diana Bianchi is like the Monica Lewinsky of the Hamptons: She is most famous for once having an affair with the former husband of supermodel Christie Brinkley, architect Peter Cook. The affair landed Bianchi in the tabloids during the middle of a high-profile divorce case, so you know the gossip rumor mill had to start turning out stories about Bianchi’s past. A friend of Bianchi’s told the National Enquirer that the aspiring singer met Diddy at Daddy’s House (Diddy’s famed recording studio) through a mutual friend, and that they began their affair in the following weeks. Of course Diddy denied it, and the National Enquirer “reported” it, so forgive us if we’re not completely sold on this story.
Smash Probability: