Drew Carey – 62

Drew Carey has seen many ups and downs in his romantic life. At one point, the comedian did wish to dedicate his life to a single woman, but things went haywire because of reasons unknown. He first announced his engagement with Nicole Jaracz in 2007, whose son was adored by the actor.

However, Carey would call off the engagement five years later. The entertainer then announced that he was betrothed to a therapist named Amie Harwick, although that too did not go as planned. At present, Drew is not looking to settle into wedlock and dedicates his time to work.