Carmen Rupe

Carmen Rupe

Author: Old Pros October 7, 2025 Duration: 1:00:46

Carmen Rupe was many things—drag queen, sex worker, business owner, activist, icon—and almost the mayor of Wellington. This week, Kaytlin Bailey tells the story of New Zealand's most beloved old pro, tracing her journey from hula dancer to trans pioneer. Carmen's life was one of glamour, resistance, and love. She built safer spaces, fought unjust laws, and carved a path for generations to follow.

Special thanks to everyone I met in New Zealand who told me about this amazing old pro! Thank you NZPC for sponsoring my trip there. Thank you to the Ngā Taonga Sound & Vision Archive for letting us use some of the audio clips in this episode.

The Oldest Profession Podcast is produced by Old Pros, a non-profit media organization that uses storytelling to advocate for sex worker rights. 

If you value our mission, please consider making a tax deductible donation. To learn more visit us at oldprosonline.org, which is also where you can get Old Pros t-shirts, sweatshirts, totes, stickers, and more. Of course, proceeds from our shop support our work at Old Pros.

We'd like to thank our Season 6 sponsors M e g a P e r s o n a l s, Assembly Four, Tryst, A Great Idea, and the New Moon Network.


History is often told through the lens of the powerful, but what about those who operated in the shadows? The Oldest Profession Podcast turns the spotlight on the figures who shaped culture from the margins. Hosted by Kaytlin Bailey-a stand-up comic, advocate, and self-described notorious old pro-this series digs into the lives of specific sex workers from the past, placing them firmly within the context of their era. You’ll hear about courtesans who influenced politics, brothel owners who built empires, and street-based workers who fought back against oppression, all while drawing clear lines to the modern movement for rights and dignity. It’s a blend of rigorous historical research and the kind of candid, often humorous perspective that only someone with Bailey’s unique background can provide. Created in partnership with the team at Old Pros, this podcast doesn't just recount anecdotes; it argues that understanding these "old pros" is essential to understanding our collective story. The tone is engaging and accessible, merging the depth of a history lesson with the relatable punch of comedy. For anyone curious about the untold chapters of social history, this show offers a compelling, humanizing, and surprisingly funny journey.
Author: Language: English Episodes: 100

The Oldest Profession Podcast
Podcast Episodes
Remembering Margo St. James: Annie Sprinkle and Beth Stephens [not-audio_url] [/not-audio_url]

Duration: 41:09
To honor the recent death of the trailblazing sex worker organzier Margo St James, this month The Oldest Professional Podcast will pay tribute to the OG old pros who have spent their life fighting for our rights, our dig…
Old Pro Panel: #OldProProject City Coordinators [not-audio_url] [/not-audio_url]

Duration: 1:04:27
Dr. Charlene Fletcher and Kaytlin Bailey host a discussion with the City Coordinators involved in #OldProProject 2021: Savannah Sly, TS Candii, Valentine, Danyell Davis, Mx. Pucks A'Plenty, and Joaquin Remora.
#OldProProject2021 San Francisco, CA [not-audio_url] [/not-audio_url]

Duration: 45:16
We pass the mic to the team behind the #OldProProject in San Francisco, CA to discusses their project and its significance. The #OldProProject is a national sex worker led campaign that allows sex workers across the coun…
#OldProProject2021 New York, NY [not-audio_url] [/not-audio_url]

Duration: 29:25
We pass the mic to the team behind the #OldProProject in New York, NY to discusses their project and its significance. The #OldProProject is a national sex worker led campaign that allows sex workers across the country t…
#OldProProject2021 New Orleans, LA [not-audio_url] [/not-audio_url]

Duration: 43:04
We pass the mic to the team behind the #OldProProject in New Orleans, LA to discusses their project and its significance. The #OldProProject is a national sex worker led campaign that allows sex workers across the countr…
#OldProProject2021 Seattle, WA [not-audio_url] [/not-audio_url]

Duration: 1:02:02
We pass the mic to the team behind the #OldProProject in Seattle, WA to discusses their project and its significance. The #OldProProject is a national sex worker led campaign that allows sex workers across the country to…
#OldProProject2021 Portland, OR [not-audio_url] [/not-audio_url]

Duration: 38:03
We pass the mic to the team behind the #OldProProject in Portland, OR to discusses their project and its significance. The #OldProProject is a national sex worker led campaign that allows sex workers across the country t…
Why January 25th Matters [not-audio_url] [/not-audio_url]

Duration: 36:30
On Jan 25, 1917, 300 sex workers in San Francisco marched to protest the imminent closure of their brothels. The Old Pro Project is an annual event that builds towards this anniversary, and this episodes takes a deep div…
Old Pro Panel: Lilith [not-audio_url] [/not-audio_url]

Duration: 43:16
Dr. Charlene Fletcher hosts a panel discussion about the divine feminine, Lilith, with Dr. Lauren Mancia (medievalist at Brooklyn College) and Verity Lightman (writer, visual artists, and researcher at Liminal Praxis).