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April 15, 2025 40 mins

Welcome to Episode 434 of the Sexology Podcast! Today I'm excited to be joined by Rain DeGrey, who speaks to me about the world of prostate massage and milking - what it is, how it works, and the deeper cultural and psychological barriers we often encounter around anal play, particularly for men.


In our conversation, Rain breaks down the differences (and similarities) between prostate massage and milking, highlighting how both are often misunderstood. We explore how performance anxiety, shame, and cultural taboos can shape our sexual experiences - and how embracing pleasure as a valid goal can be deeply healing.


Rain DeGrey is an international educator, writer, presenter, podcaster and performer that has been writing articles and teaching classes focusing on kink, relationships, and sex education since 2009. After getting her start as a fetish model, Pro Domme, and competitive wrestler, she was motivated to branch out into education, something she is extremely passionate about. Demystifying sexuality and presenting in a clear humorous way are trademarks of her teaching style. She believes strongly in making sex education fun and engaging.


In this episode, you will hear:


·      Understanding Prostate Massage vs. Milking

·      Why Performance Pressure Reduces Pleasure

·      The Myth of Proven Health Benefits

·      Pleasure as a Valid, Healing Goal

·      How Anxiety Impacts Sexual Function

·      Practical Safety Tips for Anal Play

·      The Link Between Shame and Patriarchal Norms

·      Prostate Play Without Penetration

·      Navigating Prostate Stimulation with Toys

·      The Value of Sex Education and Ongoing Learning

 

Thanks to our sponsor Promescent! Their diverse lineup includes delay sprays, lubricants, vibrators, and more - all carefully curated to support sexual wellness and intimacy. Go HERE to save 15% off your first order. 


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Podcast Produced by Vaudeo Productions



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