Lost Loverboy Podcast

Latest Episodes:

Dating in Your 30s Should Feel Nothing Like Your 20s Jun 26, 2026

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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!

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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

Why I Had to Walk Away from Someone I Love Jun 16, 2026

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Lies We Tell Ourselves: When You Believe You’re Hard to Love Jan 19, 2026

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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.

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This Is Not a “Goodbye” This Is a See You Next Week lol Jan 09, 2026

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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!

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Accountable Hearts: Owning Your Role in Love & Dating featuring Trill AC Jan 01, 2026

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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.

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Becoming the Person Your Blessing Requires featuring Kittie J. Rose Dec 14, 2025

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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 personal journey of surrender, faith, and rediscovering her worth, while Demetri opens up about the lessons life and love have taught him along the way. From trusting divine timing to recognizing when you’re still carrying wounds that block your blessings, this episode is filled with gems for anyone navigating love, purpose, or spiritual growth.

Whether you’re single, healing, or waiting for God to reveal what's next, this conversation will speak directly to your heart.

Tune in for clarity, real conversations, and a reminder that when it comes to love… God is never late.

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Love Out Loud: Embracing the Risks and Rewards Oct 17, 2025

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In this heartfelt episode of the Lost Loverboy Podcast, Demetri dives deep into the transformative power of love and the inherent risks of expressing it openly. He explores the challenges and vulnerabilities that come with loving out loud, sharing personal anecdotes and real-life stories that highlight both the beauty and the heartache that can arise when we let our love be known. Join Demetri as he encourages listeners to embrace their emotions fully, reflect on the fear of rejection, and discover how loving authentically can lead to deeper connections and personal growth. Tune in for an uplifting conversation that reminds us that love, while risky, is ultimately worth every moment.

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Unlearning to Heal: Essential Lessons for Personal Growth Oct 10, 2025

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In this enlightening episode of the Lost Loverboy Podcast, Demetri dives deep into his personal journey of healing by sharing the 10 vital lessons he had to unlearn to reclaim his emotional well-being. From challenging societal expectations to letting go of limiting beliefs, Demetri opens up about the tough but necessary realizations that paved the way for his growth. Join him as he reflects on the importance of self-awareness, the power of vulnerability, and the transformative process of breaking free from past patterns. Whether you’re on your own healing journey or simply seeking insight into emotional resilience, this episode offers valuable wisdom and relatable experiences that remind us all of the strength found in unlearning. Tune in and discover how letting go can lead to powerful change!

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Unfiltered Love: How Social Media Distorts Our Relationship Realities Oct 03, 2025

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In this episode of the Lost Loverboy Podcast, Demetri dives deep into the impact of social media on our understanding of relationships. He discusses how the constant influx of curated content and unsolicited advice can distort our perception of love and connection. From unrealistic expectations to comparison culture, Demetri uncovers the ways social media can poison our relationships and mental well-being. Join him as he shares insights and personal anecdotes, encouraging listeners to reclaim their relationship narratives and appreciate the beauty of authentic connections. Tune in for a thought-provoking exploration that challenges the status quo and offers a fresh perspective on love in the digital age.

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Intentions Over Interest: How to Know What They Really Want Sep 25, 2025

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In this insightful episode of the Lost Loverboy Podcast, Demetri dives deep into the complexities of modern relationships with his discussion titled "Intentions Over Interest: How to Know What They Really Want." Join him as he unpacks the essential differences between genuine intentions and fleeting interests in romantic connections. Through engaging stories and practical tips, Demetri helps listeners navigate the often murky waters of dating, offering guidance on how to discern true motives and foster healthier relationships. Whether you're looking for love or trying to understand someone else's feelings, this episode provides the clarity you need to make informed decisions in your romantic life. Tune in for an enlightening conversation that could change the way you approach love and connection.

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