Rihanna's Risque Secret
Rihanna began frequenting the Playboy Mansion after her career started to take off. In 2015, Rihanna was attending parties at the mansion regularly, and she was starting to get to know the other celebrity frequenters that attended. We mean, she started to REALLY get to know the other celebrity frequenters...
What a Wild Night
Rihanna and Leonardo DiCaprio were spotted sitting very close to one another at a party in 2015. Reporters are typically banned from entering the grounds of the Playboy Mansion, but on this particular night, the paparazzi managed to worm their way in. Rihanna and DiCaprio were captured locking lips and sharing drinks later on in the night. What happened after that is a mystery.