During her partnership with Melissa Etheridge, Cypher gave birth to two children via artificial insemination: a daughter, Bailey Jean, born in February 1997, and a son, Beckett, born November 1998. Although initially reluctant to discuss it, the couple eventually revealed that the biological father of both children was musician David Crosby. However, Cypher later told Etheridge in a 1999 therapy session that she was "not gay", and the couple split in September 2000.