We’re kicking off this season of Diaries of a Boss Babe with an unfiltered Q&A on love, sex, and everything in between. Relationship & Sexuality Expert Courtney Boyer joins me for “Ask Courtney Anything,” where we dive into listener-submitted questions that are as real as they are raw.
From porn, dating apps, and building confidence… to fantasies you may not admit out loud (👀 hello cuckolding curiosity), this episode is equal parts raw, hilarious, and deeply relatable.
But this isn’t just about shock value. We peel back the layers on:
Why vulnerability is the sexiest currency in a relationship
Companionship vs. true partnership (yes, there’s a difference)
What it really takes to rebuild trust after betrayal
The impact of emotional abuse and why self-worth is the foundation of love
How porn can shake (or shape) trust in relationships
Why community is essential—especially for men and military families
Exploring fantasies & boundaries without breaking connection
Courtney brings wisdom, wit, and straight-talk that makes the hard stuff feel a little lighter and a lot more doable. Whether you’re single, dating, or knee-deep in marriage, this conversation will leave you feeling seen, understood, and a little more open to the wild ride of love, sex, and everything in between.
💌 If you’ve ever wished you could ask a relationship expert your real questions (without blushing), this episode is your permission slip.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Dateline NBC
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