Dating After 50? Ask These 10 Questions First | Ep. 155 episode artwork

EPISODE · Feb 24, 2026 · 6 MIN

Dating After 50? Ask These 10 Questions First | Ep. 155

from Taboo to Truth: Life & Sex After 50

Dating after divorce in your 50s can feel exciting, terrifying, and exhausting all at once. In this episode, I share 10 powerful questions you need to ask yourself before you get emotionally invested.These questions help you stop chasing chemistry and start choosing peace. We talk about nervous system safety, emotional consistency, authentic self expression, and why you should never date someone’s potential. I also break down the difference between chaos and connection, and why midlife is the time to stop auditioning and start being chosen.If you are tired of walking on eggshells, second guessing every text, or shrinking to keep the peace, this episode will help you recalibrate. At this stage of life, love should steady you. Not stress you.In This Episode:00:00 Intro. Dating After Divorce in Your 50s00:32 Question 1. Does This Relationship Make My Life Easier or Harder01:00 Question 2. Do I Feel Calm or On Edge01:30 Question 3. Am I Chosen or Still Auditioning02:00 Question 4. Can I Be Fully Myself02:30 Question 5. Do I Feel Safe Speaking Up03:00 Sponsor Break03:40 Question 6. Do Their Actions Match Their Words04:05 Question 7. Am I Growing or Shrinking04:30 Question 8. Would I Choose Them If Nothing Changed04:55 Question 9. Does This Feel Steady05:20 Question 10. Am I Truly At Peace05:50 Chemistry Versus Peace in Midlife Love06:10 Final Takeaway and Call to Action 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!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: [email protected]: https://www.taboototruth.com/Instagram: https://www.instagram.com/taboototruthYouTube: https://www.youtube.com/@taboototruthpodcastKaren 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: [email protected]: https://www.taboototruth.com/Instagram: https://www.instagram.com/taboototruthYouTube: https://www.youtube.com/@taboototruthpodcastSubstack: https://karenbigman.substack.comTake 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.LINKS, EXCLUSIVE VIP DISCOUNTS, COURSES & FREEBIES🍋 Save 25% off on the Lem using code Taboo25🛒 Link: Hellonancy.com/discount/TABOO25🚨 Save 25% on Le Wand using code Taboo25🛒 Link: https://www.lewandmassager.com💦 Shop my favorite lube from Pjur🛒 Link: https://www.pntrac.com/t/8-10991-371921-141081?url=https%3A%2F%2Fwww.babeland.com%2Fsearch%3Fst%3Dproduct%26q%3Dpjur💋 Hotter, Wilder, Wiser | You’ve mastered everything else in life — now master pleasure! https://www.taboototruth.com/hotter-wilder-wiser

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Dating After 50? Ask These 10 Questions First | Ep. 155

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Big Old Life: Heather Blackbird interviews people on planet earth. Heather Blackbird loves asking questions. This podcast is a learning experience. Join me, Heather Blackbird, as I talk to people about their lives. Frequency of new episodes is a little all over the place and I'm learning as I go. Big Old Life is a small way of talking about the vastness of life, one person at a time. If you are reading this or found this podcast it's probably because someone you know gave you a link to it. :) Explicit Tales Of A Superstar DJ The Insomniac Spun seemingly out of nowhere from her complacent life in the corporate world, turned seemingly overnight from 16-Hour shift work and into the life of a literally starving artist and working musician, The Protagonist navigates her supposed rise to fame and superstardom on a journey through spiritual awakening, coming-of-age, and intimate self-realization--guided by an omnipresent force and equipped with the power of love, magic, and music. {Enter The Multiverse.} [The Festival Project] The Festival Project, Inc.™ is a multidimensional multimedia platform which encompasses exploratory and artistic social personifications and expressions on cosmic theory, spirituality, growth, health & wellness, philosophy and theoretic dynamics in entertainment such as music, design, film, television, radio, dance and festival culture, art, fashion, literature, and science. The Festival Project™ and its subsidiary Non-Profit, The Collective Complex © aims to challenge modern artistic and philosop Explicit Bitcoin Is Dead Trey Carson Welcome to Bitcoin is Dead, the ultimate Bitcoin variety show where host Trey takes you on a journey through the ever-evolving world of Bitcoin. Each episode brings new personalities, fascinating locations, and insightful conversations with politicians, educators, and innovators shaping the future of Bitcoin. Whether you're a seasoned Bitcoiner or just starting your journey, tune in for thought-provoking discussions, unique perspectives, and a deep dive into the ideas and people driving the Bitcoin revolution. Explicit The Sacred +Profane Podcast nephtaragrace The Sacred + Profane Podcast is a provocative conversation dedicated to cementing a better future for all. We specialize in unpacking the nuances of what is considered sacred and profane, particularly focusing on sex, death, and all that pertains to the circle of life. Our aim in focusing on such ”taboo” subject matter is to demystify what is unconscious, bring to light what has been known for centuries as ”the occult,” and empower the rapid transformation that is occurring on the Planet. Explicit

Frequently Asked Questions

How long is this episode of Taboo to Truth: Life & Sex After 50?

This episode is 6 minutes long.

When was this Taboo to Truth: Life & Sex After 50 episode published?

This episode was published on February 24, 2026.

What is this episode about?

Dating after divorce in your 50s can feel exciting, terrifying, and exhausting all at once. In this episode, I share 10 powerful questions you need to ask yourself before you get emotionally invested.These questions help you stop chasing chemistry...

Can I download this Taboo to Truth: Life & Sex After 50 episode?

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