Lost Loverboy Podcast

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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. Sometimes they feel right because they feel familiar. If you've ever looked back at a relationship and wondered, "How did I end up here?" 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

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

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

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

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