The CrossYAAS Podcast: Appreciating Crossdressing, Sexuality and Gender

Curi-YAAS Convo with Ashley Habibi

June 6, 2026·57 min
Episode Description from the Publisher

Billie is joined by Ashley Habibi — a Latina trans woman, comedian, performer, and person in recovery who is doing a lot, and doing it loudly and proudly during Pride Month.Ashley's story is not a straight line. It winds through a childhood shaped by parental abandonment and being raised by her grandmother in Mexico, through 16 years of performing comedy, through addiction, psychosis, homelessness, and an HIV diagnosis — and then through the moment everything changed: a first date in a wig where strangers stopped her on the street to tell her she was beautiful.She and Billie get into what recovery and transition look like when they happen at the same time, how Ashley became the woman who saved her own life, and what it means to go from having nothing to being an inspiration to others. Plus hormones, electrolysis, broccoli and testosterone, and running for Miss LA Pride 2026.This one's got a lot of heart.

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