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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