Kendra Wilkinson was cast on the reality TV show "The Girls Next Door" in 2004, which chronicled the lives of three girlfriends living with Hugh Hefner at the Playboy Mansion. She was selected through an audition process, not through a chance encounter at a party.
While the show documented Hefner's relationships with the women, it was not implied that Kendra was initially romantically involved with him. Her relationship with Hefner developed over time, and they were ultimately married in 2009.