When: 2007
O’Day met Diddy in 2004 during MTV’s Making The Band 3 competition. In 2005, she was chosen to become a member of Diddy’s Danity Kane, and transformed from cute reality star into the sexiest portion of a platinum-selling pop group. Fast forward to 2007 and rumors started flying about a budding romance between boss and employee. Tabloids even made it seem like she was pregnant with Diddy's baby. However, the rumors fizzled when O’Day was dismissed from Danity Kane in October 2008. Later on, O"Day appeared on The Wendy Williams Show and not only denied sleeping with Puff, but claimed that she would have never gotten dropped if she had. Plus, Diddy also denied it while on the radio with Angela Yee saying, "If that was at the club I wouldn't hit that. That's not my flavor, boo." Diddy may not co-sign her, but she did grace the cover of Complex once. So hey, at least she can be proud of that.
Smash Probability: