Send us Fan Mail It's easy to blame bad judgment, ignored red flags, or poor decisions, but I don't think that's the real answer. In this episode, we explore why good people can repeatedly find themselves in unhealthy relationships, how familiarity often disguises itself as chemistry, why we fall in love with potential rather than reality, and how healing changes not only who we are but also who we're attracted to. Sometimes the wrong person doesn't feel wrong because they're exciting. Someti...
Jul 21
43 min
Send us Fan Mail Not every relationship that changes you is obviously toxic. Sometimes the hardest relationship to leave is the one that almost works. The one with enough love to keep you hopeful, enough chemistry to keep you attached, and just enough happiness to make you believe things will eventually get better. In this episode, I explore why "almost" can be more dangerous than "terrible," why hope can sometimes keep us stuck longer than pain, and how to recognize the difference betwee...
Jul 14
28 min
Send us Fan Mail There was a time when I thought all love was worth holding onto. But the older I get, the more I realize that not every kind of love is meant to last. In this episode, I open up about the kinds of love I've outgrown, the love that makes you question yourself, the love that only shows up when it's convenient, the love that asks you to become less of who you are, and the love that mistakes chemistry for compatibility. This isn't about pointing fingers or revisiting the past. I...
Jul 7
33 min
Send us Fan Mail We often talk about finding someone who loves us, but what if love isn't the thing we're missing? In this episode, I explore the difference between being loved and being understood—and why those two things aren't always the same. We talk about emotional safety, feeling seen, why some relationships leave you feeling lonely despite being loved, and why understanding may be one of the rarest forms of intimacy. If you've ever found yourself saying, "That's not what I meant," or...
Jun 29
33 min
Send us Fan Mail After my recent breakup, I've been thinking about how different dating feels now than it did ten years ago. In your 20s, chemistry can feel like enough. In your 30s, you start paying attention to things like consistency, communication, values, peace, and whether someone actually fits the life you're trying to build. This isn't dating advice. It's an honest conversation about what changes when you're no longer looking for potential and you're looking for partnership. Viewer di...
Jun 26
23 min
Send us Fan Mail In this deeply personal episode of Lost Lover Boy, Demetri Wiley opens up about the difficult decision to walk away from someone he loved. Addressing public speculation surrounding his recent breakup, he shares the lessons, heartbreak, and self-discovery that led him to choose peace over forcing a relationship that lacked true alignment. Demetri discusses the importance of emotional attunement, feeling supported during life's most challenging moments, and recognizing when co...
Jun 16
42 min
Send us Fan Mail In this episode, Demetri unpacks the quiet belief so many of us carry that we are “too much,” “not enough,” or simply hard to love. He explores the origins of that story, how past relationships and unmet needs shape our self-worth, and why believing this lie keeps us disconnected from the love we desire. This is a conversation about unlearning shame, embracing self-compassion, and allowing yourself to be loved without needing to perform or shrink. Viewer discretion is advised...
Jan 20
25 min
Send us Fan Mail In this special moment to close out the year and step into 2026, Demetri speaks directly to you, the listener. This episode is a heartfelt thank you for the love, support, messages, and conversations that made this journey what it is. It is a reflection on growth, consistency, and community, and a reminder that this podcast was never about perfection, just presence. No long farewell and no dramatic ending, just gratitude, perspective, and a promise to keep showing up. We are ...
Jan 9
13 min
Send us Fan Mail In this powerful episode of the Lost Loverboy Podcast, Demetri Wiley sits down with Trill Ace for an honest, no-dodging conversation about accountability in love and dating. From unhealed patterns to emotional avoidance, Demetri leads the discussion by asking the questions most people avoid. What part did you play? What are you still repeating? Are you truly ready to take responsibility for how you love? Together, they unpack why accountability isn’t about shame. It is about ...
Jan 1
1 hr 12 min
Send us Fan Mail In this heartfelt episode of the Lost Loverboy Podcast, Demetri Wiley sits down with the radiant and wise Kittie J Rose for a vulnerable conversation about readiness emotionally, spiritually, and mentally for the love God has aligned for you. Together, they unpack what it really means to be prepared for a healthy relationship, how to let go of the timelines we place on ourselves, and why God’s plan often requires patience, healing, and self-awareness. Kittie shares her person...
Dec 14, 2025
1 hr 41 min
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