Better Sex podcast

363: Anal Sex for Beginners with Dr. Evan Goldstein

9/2/2026
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In this episode of Better Sex, host and sex therapist, Jessa Zimmerman, interviews Dr. Evan Goldstein, an expert in anal sexual wellness and author of 'Butt Seriously.' Dr. Goldstein discusses the fundamentals of anal sex for beginners, focusing on key aspects such as muscle relaxation, preparation, and safety. They delve into common myths around anal sex, the anatomical considerations, and the importance of using the right products for a pleasurable experience. The conversation also explores the performance of safe hygiene practices, effective communication with partners, and techniques to mitigate potential issues. Dr. Goldstein emphasizes the importance of proper education and preparation to enhance the anal sex experience, debunking societal taboos and misconceptions.


00:00 Introduction to Better Sex

00:48 Exciting Topic: Anal Sex for Beginners

01:32 Meet Dr. Evan Goldstein

02:50 The Birth of Bespoke Surgical

03:46 Common Anal Issues and Myths

06:40 Anal Play for All Genders

08:21 Understanding Anal Anatomy

14:01 The Future Method and Anal Dilating Kit

20:45 The Importance of Uniformity in Vaginal Dilators

21:33 Jessa's Quick Break: How to Get Help

22:01 Misconceptions About Anal Preparation

22:35 Solo Anal Play: Learning Your Body

23:20 Incorporating Dilators into Sex Play

24:17 Positions for Anal Success

26:56 Choosing the Right Lube for Anal Sex

29:06 Gut Health and Anal Play

31:48 Douching: Best Practices and Misconceptions

34:59 Post-Play Hygiene Tips

36:36 Final Thoughts and Resources



Want to work with Jessa? https://www.intimacywithease.com


Bio:


Dr. Evan Goldstein is the leading anal health expert in the United States, founder of Future Method, and one of the few surgeons in the world whose practice, Bespoke Surgical, is dedicated to treating and restoring the human butt. He holds a perennial spot on the list of top doctors for the New York metro area and Crain’s New York Business listed him as one of their notable LGBTQ+ leaders and executives. He has been featured in national publications including GQ, Well+Good, Men’s Health, Cosmopolitan, New York Magazine, Forbes, Fast Company, Out, and Shape; is a popular podcast guest; and in demand as a speaker for both medical and sex-positive industries. His first book, Butt Seriously: The Definitive Guide to Anal Health, Pleasure, and Everything In Between published in May 2024.


www.bespokesurgical.com

www.futuremethod.com

www.buttseriously.com

Want to learn more about my sponsored charity? Charity: Water is committed to providing clean water to every human on the planet, 100% of your contribution will be used directly for water projects around the globe. You can learn more at https://www.bettersexpodcast.com/water.



More info and resources:


Secret Podcast for the Higher Desire Partner: https://www.intimacywithease.com/hdppodcast

Secret Podcast for the Lower Desire Partner: https://www.intimacywithease.com/ldppodcast




How Big a Problem is Your Sex Life? Quiz – https://www.sexlifequiz.com

The Course – https://www.intimacywithease.com

The Book – https://www.sexwithoutstress.com

Podcast Website – https://www.intimacywithease.com

Access the Free webinar: Intimacy Made Easy: 3 Secrets to Bridging Libido Differences: https://intimacywithease.com/masterclass

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