I Spent Years Forcing Relationships… Here’s What I Learned ft. Affion Crockett

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Just go to and use promo code LOVERS. Big love to the sponsor of this episode, Masterclass.

Right now, our listeners get an additional 15% off any MasterClass annual membership at ——————— In this episode of Lovers, I sit down with Affion Crockett for a conversation about love, timing, and what it really takes to build a relationship that works. Affion is actually part of my own love story.

He’s the reason Jared and I met. But in this conversation, we turn the lens on him.

Now in his 50s, after years of dating, therapy, and the loss of his father, Affion shares that he finally feels clear on what he’s looking for in a partner, and what he’s no longer willing to force. For a long time, he believed in the idea that if you try hard enough, you can make a relationship work.

But watching his father spend years in an unhappy marriage, and ultimately pass away still carrying that weight, changed how he sees love completely. We talk about why some relationships aren’t meant to work no matter how much effort you put in, why “happy wife, happy life” doesn’t always lead to real fulfillment, and what it looks like to pursue a relationship that actually adds to your life instead of draining it.

This isn’t a story about giving up on love. It’s about getting honest about what love should feel like, and having the clarity to wait for the right fit.

If you’ve ever tried to make something work that just didn’t click, or wondered if it’s too late to find the kind of relationship you really want, this episode is for you. Want to manifest a love that FEELS exactly as you’ve always dreamt it would (in your wildest dreams)?

Get specific with that language using our LOVERS feelings wheel + Romantic Wishlist worksheet Follow Affion CrockettInstagram → A Hip-Hop Story Now → Want more Lover?Receive the weekly Love Letter → the Lovers Community → quizzes and worksheets → See for privacy information.