Lost Loverboy Podcast

Demetri Wiley
  • 4.9 (317)
  • Relationships
  • Updated Weekly

Hey there! Are you a hopeless romantic who still believes in true love and the power of manifestation? If so, you'll love Lost Loverboy - the podcast about dating, relationships, healing from past traumas, and parenthood. And the best part? Demetri, a true loverboy himself, narrates the podcast and shares his unique opinions and perspectives on love in today's fast-paced world. So, what are you waiting for? Subscribe now and get ready to receive weekly updates with the newest uploads. Can't wait to have you join the Lovers community!

  1. 1d ago

    The Most Dangerous Relationship Isn't the Toxic One

    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 between fighting for a relationship and fighting against reality. If you've ever struggled to walk away from someone who wasn't all bad, but still wasn't right for you, this conversation is for you. New episodes of the Lost Loverboy Podcast explore love, relationships, healing, and the conversations we don't have often enough, but probably should. Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  2. Jul 7

    The Kind of Love I Don't Want Anymore

    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. It's about recognizing how life, heartbreak, and experience can redefine what we should, and shouldn't, accept in our relationships. If you've ever looked back at a relationship and thought, "I'll never settle for that again," this conversation is for you. Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  3. Jun 29

    The Difference Between Being Loved and Being Understood

    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 feeling like someone cared about you but never truly got you, this conversation is for you. New episodes of the Lost Loverboy Podcast explore love, relationships, and the conversations we don't have often enough, but probably should. Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  4. Jun 26

    Dating in Your 30s Should Feel Nothing Like Your 20s

    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 discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  5. Jun 16

    Why I Had to Walk Away from Someone I Love

    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 core values no longer match. He also reflects on his own shortcomings, takes accountability for his mistakes, and explains why love alone isn't always enough to sustain a healthy partnership. As he continues pursuing healing, growth, and God's plan for his life, Demetri offers an honest conversation about relationships, self-worth, and the courage it takes to walk away when something no longer serves your future. Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  6. Jan 20

    Lies We Tell Ourselves: When You Believe You’re Hard to Love

    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 for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  7. Jan 9

    This Is Not a “Goodbye” This Is a See You Next Week lol

    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 not going anywhere. We are just getting started. See you next week! Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

  8. Jan 1

    Accountable Hearts: Owning Your Role in Love & Dating featuring Trill AC

    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 growth. They explore how self-awareness can transform relationships, why blaming exes keeps us stuck, and how owning your emotional habits can be the difference between toxic cycles and healthy love. If you’ve ever wondered why the same relationship keeps showing up with a different face, this episode is for you. ✨ This conversation isn’t about perfection. It is about honesty, healing, and becoming someone safe to love. Viewer discretion is advised for this love-themed podcast. The content may contain discussions of sensitive topics related to relationships, dating, and love. Some content may not be suitable for all listeners, especially those uncomfortable with open and vulnerable conversations. We encourage our listeners to practice self-care and to reach out to a trusted friend or professional if they need support. If you have no friends, you have me! Welcome to the Lost Loverboy Podcast! Support the show Join the Lover's House Discord to connect with Demetri Wiley and fellow enthusiasts! Share your experiences, seek advice, and celebrate romance within a welcoming community. Don't miss out—join us today: https://discord.com/servers/the-lovers-house-1345240227538538617 You can also purchase Lost Loverboy merchandise at https://demetriwiley.com/shop

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4.9
out of 5
317 Ratings

About

Hey there! Are you a hopeless romantic who still believes in true love and the power of manifestation? If so, you'll love Lost Loverboy - the podcast about dating, relationships, healing from past traumas, and parenthood. And the best part? Demetri, a true loverboy himself, narrates the podcast and shares his unique opinions and perspectives on love in today's fast-paced world. So, what are you waiting for? Subscribe now and get ready to receive weekly updates with the newest uploads. Can't wait to have you join the Lovers community!

Information

  • Creator
    Demetri Wiley
  • Years Active
    2023 - 2026
  • Episodes
    62
  • Rating
    Explicit
  • Copyright
    © 2026 Lost Loverboy Podcast
  • Show Website
    Lost Loverboy Podcast

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