Sean Diddy Combs. grey silk suit, bow-tie, sunglasses
Who: Sean "Diddy" Combs
What: What to Expect, When You're Not Expecting a Relationship, in 2011
Just as Cam's broken heart was on the mend, rumors swirled around the celeb-uverse that Cam was dating Diddy. In November 2011, the duo was spotted enjoying lunch together at Scarpetta in Beverly Hills, Calif., and the pair continued to fuel romance reports when they were spotted together atop New York's PH-D Rooftop Lounge at the Dream Downtown Hotel in December. Though Cam's rep told People, "They are friends and are not dating," we wouldn't be surprised if these two had a steamy fling.