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- She thought if she worked with Bailey long enough, she could get Bailey to understand (and write about) how gender identity, sexual orientation, and sexual identity could all be understood as distinct components of transsexual identity, and how fetishistic crossdressing could function as a stage of discovery and empowerment on the way to full transition. 
Lynn Conway wrote:
- Anjelica contacted Bailey in the mid-1990s after seeing him on television talking about transsexualism. She hoped to explain how she viewed her own life trajectory and to share her theories about gender variance with someone she saw as a respected authority. This led to a long-standing relationship where Anjelica would get further validation and attention by performing in front of Bailey's classes on sexuality.