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

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

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 50s

00:32 Question 1. Does This Relationship Make My Life Easier or Harder

01:00 Question 2. Do I Feel Calm or On Edge

01:30 Question 3. Am I Chosen or Still Auditioning

02:00 Question 4. Can I Be Fully Myself

02:30 Question 5. Do I Feel Safe Speaking Up

03:00 Sponsor Break

03:40 Question 6. Do Their Actions Match Their Words

04:05 Question 7. Am I Growing or Shrinking

04:30 Question 8. Would I Choose Them If Nothing Changed

04:55 Question 9. Does This Feel Steady

05:20 Question 10. Am I Truly At Peace

05:50 Chemistry Versus Peace in Midlife Love

06:10 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: 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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We Tested Every Sex Toy So You Don't Have To | Ep. 167

We Tested Every Sex Toy So You Don't Have To | Ep. 167

In this episode, I'm joined by certified sexologist and Love Lab Podcast host Kevin Anthony for the most thorough — and most honest — sex toy review I've ever done. We pulled out everything: vibrators...

17 Huhti 39min

The Pelvic Floor Secret That Could Fix Erectile Dysfunction (It's Not Kegels) | Ep. 165 (Part2)

The Pelvic Floor Secret That Could Fix Erectile Dysfunction (It's Not Kegels) | Ep. 165 (Part2)

In this episode, I continue my conversation with pelvic floor physical therapist Dr. Rachel Gelman. We cover what actually brings people — of all genders — to see a pelvic floor PT, from pain and cons...

14 Huhti 20min

Is She Loose? The Science Behind the Biggest Myth About Women's Bodies | Ep. 166

Is She Loose? The Science Behind the Biggest Myth About Women's Bodies | Ep. 166

In this episode, I'm tackling one of the most persistent — and medically inaccurate — myths about women's bodies: the idea that a woman becomes loose based on how much sex she has had and her body cou...

10 Huhti 6min

The Hidden Muscle Behind Every Erection (Men Have a Pelvic Floor Too) with Dr. Rachel Gelman | Ep. 165 (Part 1)

The Hidden Muscle Behind Every Erection (Men Have a Pelvic Floor Too) with Dr. Rachel Gelman | Ep. 165 (Part 1)

In this episode, I sit down with pelvic floor physical therapist Dr. Rachel Gelman to uncover the one part of the male body that almost no one talks about — the pelvic floor. From erection strength to...

7 Huhti 17min

Why You Can Get Hard to Porn But Not Your Partner — And How to Fix It | Ep. 164

Why You Can Get Hard to Porn But Not Your Partner — And How to Fix It | Ep. 164

In this episode, I'm addressing one of the most common — and least talked-about — causes of erectile dysfunction in midlife men: porn-related ED. If you or someone you love has noticed that things wor...

3 Huhti 6min

The Husband's Guide to Surviving Perimenopause with Comedian Matt Hyams | Ep. 163

The Husband's Guide to Surviving Perimenopause with Comedian Matt Hyams | Ep. 163

In this episode, I'm joined by comedian, writer, and viral content creator Matt Hyams, whose hilariously honest videos about life with a perimenopausal wife have racked up millions of views. What star...

31 Maalis 31min

5 Secrets to Reignite Your Sex Life (That Most Couples Never Try) | Ep. 162

5 Secrets to Reignite Your Sex Life (That Most Couples Never Try) | Ep. 162

In this episode, I'm breaking down five practical secrets that can completely transform your sex life in a long-term relationship. If your sex life has gone quiet, predictable, or nonexistent, you're ...

27 Maalis 10min

Why You Want the Wrong Person Sexually ith Coral Osborne | Ep. 160 (Part 2)

Why You Want the Wrong Person Sexually ith Coral Osborne | Ep. 160 (Part 2)

In part two, we go deeper into what actually drives mismatched desire and why so many couples get stuck in toxic patterns.I sit down again with Coral Osborne to unpack the psychology behind attraction...

24 Maalis 22min

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