Show Notes
Jake Dean sits down with Eva Oh to chat week-long escort bookings, contentment, client demographics, the concept of ‘high end’ and the whorearchy; and so so much more. Eva shares her tips for managing long term client engagements, decompression and a family heirloom that grounds her as a part of the process. Watch on YouTube: https://youtube.com/evaoh More on Eva Oh: https://eva-oh.com HIGHLIGHTS: Here are the timestamps for the video episode. On some podcast players you should be able to click the timestamp to jump to that time. (00:00) - Welcome. What is #teakink (00:23) - Meet Jake Dean, Who Starts out by Charming Me (02:33) - Jake, Escort and Escort Agency Owner (03:50) - Why Escorting: Playboy, Business Studies and Amsterdam (06:30) - Jake’s First Booking (07:30) - Customer Relationship Management in the Sex Industry (08:10) - How Escorting has Changed (For) Jake (11:50) - Friendship and Isolation (15:30) - Finding Contentment in Escorting (20:25) - Week-long Bookings with a Client?! (25:50) - How I Stay in Character-ish (27:50) - How I Decompress from a Long Booking: Habit, Practice and Boundaries (31:00) - Does Our Rates Effect Client Demographic and Behaviour? (34:00) - People Skills (35:15) - A Long Term Job (36:15) - Unpredictable and Questioning, Improving Self (38:55) - ‘High End’ and the Whorearchy? (41:35) - How Jake Runs His Escort Agency (48:45) - Escort Touring Quirks and Good Habits
More from You Will Please Me
Before the dungeon, there was Afghanistan. The Circus. Meditation. The UN. A search for something true. This is how I found it and why I'm bringing you in.
After two years, over a hundred episodes, and a million listens - this is the final episode of the #teakink podcast. What began as a voice on a sofa became something much bigger - a space to think out loud, connect across borders, and be in conversation with those of you who listened, shared, and carried it with you.
Mistress Wei joins Eva Oh to talk latex in the tropics, sex parties in Singapore, and building a thriving kink career in one of Southeast Asia’s most discreet yet dynamic BDSM scenes. From her first session to public perceptions and regional fetish culture, Wei shares how she’s carved out a space for power, play, and pleasure—with a mask on, of course.
Dating a dominant woman isn’t about begging to be used - it’s about learning how to meet power with presence. In this episode of the #teakink Podcast, Eva Oh unpacks the messy reality of dating as a Domme, the chaos of app culture, and what actually works when approaching a dominant woman. Supported by Chyrpe - the dating app for femdom and female-led relationships - this is essential listening for anyone navigating femdom dynamics with curiosity, confusion, or just too many emojis.
How I became a Dominatrix, what the job really involves, and the layered challenges we face: stigma, emotional labor, financial exclusion, and more. It’s the behind-the-scenes look at sex work you won’t find on Netflix.