The episode's guest is Ruby Lynne, a 57-year-old mature content creator and former social worker. Ruby discusses her journey from social work to sex work, the impact of her new career on her life, and the challenges and rewards of running her own business.

Ruby shares her experiences with dominance in sex work, including a humorous anecdote about her first pup play scene and how it revealed her difficulty in being mean to nice people. She also discusses how her work as RubyLynne has influenced her personal life, particularly in terms of caring less about others' opinions and dealing with financial insecurities.

The conversation touches on the emotional and psychological aspects of sex work, such as the impact of losing significant income sources and the importance of therapy. The episode concludes with Ruby expressing excitement about upcoming events and projects, and Jessie highlighting the integration of RubyLynne's work persona with her true self.

In this episode:

00:01: Introduction to "When We're Not Hustling" Podcast

00:21: Show Overview and Sponsor Information

02:18: Season 2 Announcements & Updates

05:11: Introduction of Guest RubyLynne

06:06: RubyLynne's Background & Career Transition

10:02: Exploring Pup Play & Dominance

17:09: Insights on Small Penis Humiliation

26:17: Impact of Work on Personal Life

34:23: Overcoming Financial and Business Challenges

54:02: Final Thoughts and Where to Find Ruby Lynn

Guest:

Ruby Lynne is a 57-year-old mature adult content creator from Portland, Oregon. She started her career in the adult industry in 2020 by selling dirty panties online. After many requests from buyers to film content in panties, she began producing regular full length videos for sale.

She quit her full-time job as a social worker in April of 2022 to become a full-time content creator, building a 6-figure business. She is the host of The Granny Panty Podcast on Youtube and the author of Granny Panties: How I made a Fortune Selling My Worn Undies.

She has 10 grandchildren.

Find all Ruby’s links here: bio.site/rubylynne

Recommendations:

Thriving in Sex Work: Sex Work & Money, by Lola Davina

When We're Not Hustling: Sex Workers Talking About Everything But

The Rest:

Host: Jessie Sage

Producer: Emily Foster

Music: Benjamin J Benamati

Sponsor: Assembly Four

You can support the show at pateron.com/sapiotextual