328 | Ungovernable Sexuality & The Oldest Profession: Kaytlin Bailey’s Sex Stories
Sex Stories: How to Do You
Luna Robbie
4.3 • 950 Ratings
🗓️ 6 January 2026
⏱️ 70 minutes
🧾️ Download transcript
Summary
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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Transcript
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| 0:00.0 | Hello, lovely humans. I'm Luna Robbie, and you are listening to Sex Stories, a podcast of |
| 0:05.1 | personal histories where we learn from each other and practice deep, non-judgmental listening |
| 0:09.7 | in order to co-create a more loving world. If you want to express your love for this show, |
| 0:14.8 | you can find ad-free episodes on Patreon, get personal with me on OnlyFans, sign up to be a guest, |
| 0:20.1 | and check out the awesome brands to support our show. |
| 0:23.5 | Links are in the description below or visit Sex Storiespodcast.com. Now please enjoy this episode. |
| 0:30.1 | Our guest today is a 39-year-old straight white cis woman who has been mostly monogamously married for six years to a partner she met in high school. |
| 0:40.0 | She's a bit of a brat, likes to fight and lose, which can be a tricky thing to negotiate outside of a |
| 0:45.1 | formal BDSM context and aside from being topped is into sex worker rights in history and loves |
| 0:51.0 | offering stories that help us release ourselves from internalized horphobia and shame. |
| 0:56.0 | Yes. |
| 0:57.0 | She is the host of the oldest profession podcast as well as founder and, oh, I meant to ask you this. |
| 1:02.5 | E.D. in this context is executive director? |
| 1:05.8 | Correct, yes. |
| 1:07.0 | Okay. I knew you weren't on erectile dysfunction, but I didn't, I wasn't sure what you were. Okay. I knew you weren't on erectile dysfunction, but I didn't, I wasn't sure what you were. |
| 1:14.9 | It's not an inaccurate statement. Like, I bring, sometimes I bring a lot of soft-dic energy to my team, you know? And it's like, it's hard. They have to deal with me because I'm the boss. That's what being the founder is, the person that other people have to deal with. |
| 1:30.2 | So, okay, the founder and executive director of old pros, a nonprofit that uses storytelling to advocate for sex worker rights and performs and tours all over the world. |
| 1:41.5 | An army brat who mostly grew up in North Carolina with us today from New York |
| 1:44.8 | City. Welcome, Caitlin Bailey. I'm so delighted to be here. Thank you so much for having me. |
| 1:51.7 | I'm so excited to talk to you. I'm so excited to hear everything we're going to hear. But first, |
| 1:59.2 | could you please start out by telling us if you had to |
| 2:01.6 | rate yourself on a sexual shamometer with 10 being so full of sexual shame and zero being like, |
... |
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