Drew Carey. (15/15)

The titular star of The Drew Carey Show and host of The Price Is Right may have a family friendly image to the general public, but his private persona is decidedly more adult. Unlike many of the stars on this list, Carey was well aware of Sklyer’s, (real name Megan Martinez) status as an adult film actress. In fact, that’s how they met. Carey engaged Martinez in some private video sessions on the website MyFreeCams.com before eventually she and her son moved into Carey’s home.