Anal Sex 101: Everything You’re Curious About And Too Afraid To Ask

Anal Sex 101: Everything You’re Curious About And Too Afraid To Ask

Author: Karen Bigman February 6, 2026 Duration: 9:10

In this episode, I break down anal sex without hype, fear, or pressure. I explain why curiosity shows up in midlife and why it has nothing to do with identity or performance. You learn how pleasure works anatomically, what safety really looks like, and why pain is never the goal. I cover common myths, real risks, emotional blocks, and how to talk about curiosity without turning it into pressure. This episode gives you information so you decide from choice, not shame or fear.

In This Episode:

0:00 Anal feels less scary than you think

0:30 Podcast intro and what this episode is really about

1:10 Curiosity, fear, and why anal feels taboo

2:05 Why curiosity shows up in midlife

2:55 Why anal pleasure exists anatomically

3:55 Clearing identity myths and penetration misconceptions

4:45 Safety, condoms, and basic preparation

5:45 Mess anxiety, prep myths, and expectations

6:35 Pain myths, lube, and pacing

7:20 Psychological blocks, shame, and consent

8:20 Choice, communication, and closing message

Want a deeper look? Watch the full episode on YouTube for a more visual experience of today’s discussion. This episode is best enjoyed on video—don’t miss out!

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Karen Bigman, a Sexual Health Alliance Certified Sex Educator, Life, and Menopause Coach, tackles the often-taboo subject of sexuality with a straightforward and candid approach. We explore the intricacies of sex during perimenopause, post-menopause, and andropause, offering insights and support for all those experiencing these transformative phases.


This podcast is not intended to give medical advice. Karen Bigman is not a medical professional. For any medical questions or issues, please visit your licensed medical provider.


Looking for some fresh perspective on sex in midlife? You can find me here:

Email: karen@taboototruth.com

Website: https://www.taboototruth.com/

Instagram: https://www.instagram.com/taboototruth

YouTube: https://www.youtube.com/@taboototruthpodcast



Karen Bigman, a Sexual Health Alliance Certified Sex Educator, Life, and Menopause Coach, tackles the often-taboo subject of sexuality with a straightforward and candid approach. We explore the intricacies of sex during perimenopause, post-menopause, and andropause, offering insights and support for all those experiencing these transformative phases.

This podcast is not intended to give medical advice. Karen Bigman is not a medical professional. For any medical questions or issues, please visit your licensed medical provider.

Looking for some fresh perspective on sex in midlife? You can find me here:

Email: karen@taboototruth.com

Website: https://www.taboototruth.com/

Instagram: https://www.instagram.com/taboototruth

YouTube: https://www.youtube.com/@taboototruthpodcast

Substack: https://karenbigman.substack.com

Take control of your pleasure with my Pleasure Playbook, filled with tips to help you connect with your body and enhance intimacy. Download it now at www.taboototruth.com/pleasureplaybook.

Take control of your pleasure with my Pleasure Playbook, filled with tips to help you connect with your body and enhance intimacy. Download it now at www.taboototruth.com/pleasureplaybook.

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In a culture that often whispers about aging and ignores the sexuality of older adults, Taboo to Truth: Life & Sex After 50 speaks in a clear, confident voice. Hosted by certified sex educator and coach Karen Bigman, this podcast transforms hushed conversations into open, honest dialogue. Karen’s straightforward and candid approach dismantles the stigma surrounding midlife intimacy, creating a vital space for education and support. Each episode explores the intricate, real-life experiences of dating, relationships, and physical connection after fifty. You’ll hear practical insights on navigating sex post-divorce, the triumphs of rediscovering desire, and the unique challenges that come with these transformative years. This isn’t abstract theory; it’s grounded conversation about the evolving landscape of pleasure, health, and partnership. By diving deep into topics often left unspoken, the show provides both reassurance and actionable guidance. Whether you’re seeking to understand your own journey or to simply listen and learn, this podcast meets you with expertise and empathy. Karen Bigman ensures every discussion moves from societal silence toward personal truth, making Taboo to Truth an essential listen for anyone redefining what life and intimacy mean in the second half.
Author: Language: English Episodes: 100

Taboo to Truth: Life & Sex After 50
Podcast Episodes
The One Conversation That Will Change Your Sex Life | Ep. 161 [not-audio_url] [/not-audio_url]

Duration: 6:13
If you want a better sex life, you need to learn how to talk about sex. In this episode, I break down why most couples avoid these conversations and how that silence creates distance, resentment, and confusion. I walk yo…
8 Things I Wish Every Man Knew About Menopause | Ep. 159 [not-audio_url] [/not-audio_url]

Duration: 6:44
🚨 If you are a man navigating your partner’s menopause and feel lost, check out my NEW course ‘Men Meet Menopause’! AND to celebrate the launch, iI am giving you 20% off with code MMPLAUNCH20 https://bit.ly/MeenMeetMenop…
Why Couples Get Bored In Bed And How To Fix It | Ep. 157 (Part 2) [not-audio_url] [/not-audio_url]

Duration: 16:39
What do you do when the relationship is good, but the sex is boring?In part two of my conversation with clinical sexologist Dr. Stacey Friedman, we talk about what really happens to sexual relationships over time. We mov…
My Experience Taking Testosterone As A Woman | Ep. 158 [not-audio_url] [/not-audio_url]

Duration: 13:16
In this episode, I share a personal story I have never told in detail before. It begins in my early 50s after separating from my husband of 25 years and rediscovering sex in a new relationship. My libido was strong, my e…
We Love Each Other But We Are Not Having Sex. Now What? (Part 1) [not-audio_url] [/not-audio_url]

Duration: 18:20
Are you ever going to have sex again?It is the question so many couples in midlife are quietly asking. Sex has become obligatory. Or it has disappeared. Hormones have shifted. Resentment has built. Communication has brok…