Returning to Sex Work, Sugaring, and Survival

Sex work, literotica, and 10,000 years of hidden history—Kaytlin Bailey shares how her feral desire, political awakening, and deep love of storytelling collided to create Old Pros (a sex worker rights non profit) and host The Oldest Profession podcast.

🔗 KAYTLIN LINKS | Old Pros / The Oldest Profession podcast / The Oldest Profession live show / Kaytlin Bailey

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📈 STATS | 39 straight white cis woman, she/her pronouns, brat, monogamously married for six years, army brat, host of The Oldest Profession Podcast, founder/ED of Old Pros (a non profit that uses storytelling to advocate for sex worker rights and performs and tours all over the world), based in New York City.

⏰ TIME CODE

00:00 Brat energy and being a sex-positive person with shame monsters

06:30 Lit erotica, erotic hypnosis, and orgasm denial

12:30 Growing up on military bases with a pro-choice mom and a Catholic dad

17:20 Coming out as a sex worker to her father

22:00 Abstinence-only sex ed, Planned Parenthood, and being the kid who knew how STIs worked

27:10 First sexual experiences and realizing she wanted to be a sex worker

33:20 How being wildly horny, submissive, and uninhibited led her to sex work

37:00 The German professor, a surprise pregnancy, and learning painful lessons about care

42:00 Returning to sex work through sugaring, playing the money narrative, and surviving New York

47:30 FOSTA-SESTA, losing safety tools, and being radicalized into sex worker rights advocacy

52:00 Why lobbying politicians failed and why changing cultural stories matters more

56:30 Sex worker history and the sacred role of sex work

1:00:30 Kaytlin’s vision for decriminalization and Luna’s dream of sex-positive healing temples

1:02:00 The Oldest Profession show and how to support the movement

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🤩 TOPICS | Abortion clinic experience, abstinence-only sex education, adult content censorship, Air Force base upbringing, ancient sex goddess Ishtar, Army brat childhood, Betty Dodson self-pleasure book, BDSM submission discovery, campaign field organizing, Catholic upbringing and sexuality, church occupations by sex workers, comedy as confessional storytelling, coming out as a sex worker, consent and power dynamics, cultural stigma around prostitution, debate team dating, decriminalize sex work movement, erotic hypnosis fantasies, escorting for income, FOSTA-SESTA legislation, free speech and obscenity laws, German professor love affair, historical sex worker activism, IUD insertion pain, internet sex work platforms, Jersey girl sexual revolution, kink and control fantasies, military culture and sexuality, morning sickness pregnancy, New Zealand sex work law, OnlyFans culture impact, orgasm denial kink, Planned Parenthood volunteering, political campaigning burnout, pro-choice feminism, prostitution decriminalization, sex worker advocacy, sex worker history, sexual shame oscillation, slut shaming culture, social media account bans, stand-up comedy sex stories, sugaring and financial support, trauma-informed abortion care, Unitarian sex education, vice magazine article, voluntary sex work, women’s sexual liberation

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