How to Woo

303 | Vulnerability, Virgins, & Verbal Connections: Kaylani on Woo


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Mermaid roleplay, creating sexy safe spaces, and de-stigmatizing sex work—Kaylani shares how working at a legal brothel has led her down a path of self-discovery, independence, and deeper human connection.


 

00:00 Why sex work is “intimacy therapy”

03:20 Community, conquering shame, and feeling empowered as a legal courtesan

09:15 Creating safe judgement-free sexy spaces that allows lovers to express their vulnerability

12:51 Mermaid role play and fulfilling partners’ fantasies

17:19 Client success stories and the magic of changing mindsets

19:21 Why do people go to the legal brothel?

23:45 Noticing relationship patterns and what she’s learned from toxic partnerships

27:26 Growing up boy crazy with mixed sex ed messaging

30:13 A long-time lesbian porn fantasy come true

33:28 All-girl orgy configurations

34:43 How she goes deep with clients

36:47 Virgin parties, foreplay tips, and teaching partners how to make her cum

39:05 Why she likes to connect with words before connecting physically

42:51 Feeling supported by her partners and debunking the “transactional” nature of sex work

45:38 Consistent self-care routines and staying curious

48:45 A future of intimacy coaching and helping women leverage sexual energy into financial freedom

51:44 How she’s spreading happiness, acceptance, and compassion


 

📈STATS | 32 heteroflexible multicultural female, she/her pronouns, single, elite companion, Las Vegas-based legal courtesan, into: meeting new people, deep conversations, spending time with partners, initiating the inexperienced, playing with lady friends, role play, and creating safe spaces for partners


 

🔗 KAYLANI LINKS | @xoxokaylani

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How to WooBy Luna Robbie