Dating After 50: The 8 Rules Every Man Needs to Know | Ep. 188

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In this episode of Taboo To Truth, I tackle the question I hear from men over 50 more than any other: what do women actually want? Instead of another list of app hacks and texting rules, I go underneath the practical questions to the emotional ones that actually determine whether you build a real relationship or just rack up more first dates. I break down why men are re-entering dating with an outdated playbook, what women over 50 consistently tell me they're looking for, and I give eight concrete tips — from healing before you date to knowing the difference between chemistry and compatibility. I close with the reframe that matters most: dating after 50 isn't about finding the right person, it's about becoming the kind of partner who can build the relationship you actually want.

In This Episode:

0:00 ProDX Health (STI Testing)

1:45 What Women Over 50 Actually Want

2:19 The Real Questions Men Are Asking

3:15 You're Not Picking Up Where You Left Off

4:02 Why Neither Side Is Being Honest

4:45 What Women Over 50 Really Say They Want

4:58 Tip #1: Heal Before You Date

5:32 Tip #2: Build a Life You Genuinely Enjoy

6:18 Tip #3: Fix Your Finances First

6:52 Tip #4: Get Curious, Ask Better Questions

7:27 Tip #5: Be Authentic From Day One

8:13 Tip #6: Put Real Effort Into Your Profile

8:44 Tip #7: Stop Looking for "The One"

9:12 Tip #8: Chemistry vs. Compatibility

9:46 The Real Question You Should Be Asking

10:30 Final Thoughts & Share This Episode

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!

About The Host:

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

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