At the age of 16, Ian met comedian Bill Cosby backstage at a Smothers Brothers show where she was promoting "Society's Child". Since she was underage, she was accompanied by a chaperone while touring. After her set, Ian had been sleeping with her head on her chaperone's lap (an older female family friend). According to Ian in a 2015 interview, she was told by her then manager that Cosby had interpreted their interaction as "lesbian" and as a result "had made it his business" to warn other television shows that Ian wasn't "suitable family entertainment" and "shouldn't be on television" because of her sexuality, thus attempting to blacklist her. Although Ian would later come out, she states that at the time of the encounter with Cosby she had only been kissed once, in broad daylight at summer camp.