Holly Madison and Hugh Hefner
Holly Madison, facing financial difficulties, entered the Playboy Mansion and became one of Hugh Hefner's girlfriends for seven years. She had hoped to marry Hefner due to his wealth, but their relationship turned negative. Madison described feeling controlled by Hefner and compared her experience to Stockholm Syndrome.
Despite her hopes, she decided to move on from dating and has spoken about her experiences in the Playboy Mansion.
