Lost Loverboy Podcast

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 l...

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 m...

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 conv...

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 emotion...

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...

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 farewe...

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 respon...

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,...

Send us Fan Mail 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....

Send us Fan Mail 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...

Send us Fan Mail 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 relationsh...

Send us Fan Mail 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 practica...

Send us Fan Mail In this thought-provoking episode of the Lost Loverboy Podcast, Demetri delves into the art of detachment, examining its significance in our relationships and personal growth. Through candid reflections and insightful anecdotes, he reveals how letting go can lead to greater emotional freedom and clarity. Listeners will discover practical tips for cultivating healthy boundaries and...

Send us Fan Mail In this heartfelt episode of the Lost Loverboy Podcast, Demetri sits down with one of his closest friends for an honest and vulnerable conversation. They delve deeply into the challenges of navigating past traumas and how those experiences shape their current lives. As a single mother, his friend shares her insights on the unique struggles she faces in raising a child while trying...

Send us Fan Mail In this insightful episode of the Lost Loverboy Podcast, Demetri dives deep into the complexities of loneliness within relationships. Drawing from personal experiences and psychological insights, he explores how even in partnerships, individuals can feel isolated and disconnected. Demetri shares practical strategies for fostering emotional intimacy and maintaining a strong connect...

Send us Fan Mail In this heartfelt episode of the Lost Loverboy Podcast, Demetri opens up about the unique challenges and profound joys of raising a child as a single parent, specifically focusing on the dynamics of parenting a child of the opposite gender. He delves into the mindset shifts that are essential for navigating this journey, discussing the importance of empathy, communication, and und...

Send us Fan Mail In this insightful episode of “Reclaiming Inner Peace,” Demetri delves into the transformative process of reparenting ourselves after experiencing rejection. Join him as he shares personal stories and practical strategies to heal from the hurt of being overlooked or dismissed. Demetri explores the importance of self-compassion, inner dialogue, and building a nurturing relationship...

Send us Fan Mail In this captivating episode of the Lost Loverboy Podcast, Demetri delves deep into the enigmatic world of emotionally unavailable men. Through insightful commentary and personal anecdotes, he uncovers the underlying reasons for their behaviors and the methods they employ to navigate relationships. Listeners will gain a better understanding of the emotional barriers these men put u...

Send us Fan Mail In this episode of "Chasing Illusions," Demetri dives deep into the complexities of falling for potential, both in ourselves and in others. Join him as he unpacks the often-unrealistic expectations we set when we see the spark of what could be, rather than embracing the reality of what is. Through personal anecdotes, expert insights, and real-life examples, Demetri guide...

Send us Fan Mail In this episode of the Lost Loverboy Podcast, Demetri takes a reflective journey into the lessons that many men, including himself, weren’t taught as boys. He opens up about the emotional truths, relationship skills, and societal pressures that often go unaddressed. Join Demetri as he shares personal stories and insights about vulnerability, communication, and self-discovery, whil...

Send us Fan Mail In this heartfelt episode of the Lost Loverboy Podcast, join us as we dive deep into the unique bond between a son and his mother. In a raw and intimate one-on-one conversation, we explore love, loss, and the lessons that shape us. With candid stories and touching reflections, we discuss everything from childhood memories to the wisdom that only a mother can impart. Tune in as we...

Send us Fan Mail Join Demetri in this enlightening podcast episode as he delves into "Are We Ready for the Love We Desire?: Emotional Readiness." Together, we’ll explore what it truly means to be emotionally prepared for love and relationships. Demetri breaks down the key concepts of emotional readiness, discussing how our past experiences, self-awareness, and personal growth influence o...

Send us Fan Mail In Episode 39 of the Lost Loverboy Podcast, Demetri sits down with Shawn Brooks to explore the intricate dynamics of love and labor in long-lasting partnerships. Together, they delve into the tough truths that often accompany enduring relationships, discussing the balance between love, commitment, and the hard work required to maintain a healthy bond. Shawn shares personal anecdot...

Send us Fan Mail On this episode of the Lost Loverboy Podcast, Demetri dives into the exciting world of relationship enhancement. He shares creative and fun ideas to help couples reignite the spark that may have faded over time. From adventurous date ideas to intimate communication techniques, Demetri explores practical ways to bring passion back into your partnership. Join him as he discusses the...

Send us Fan Mail In this exciting episode of our podcast, join us as Demetri dives deep into another round of Q&A, tackling your burning questions and sharing his unique insights. From personal anecdotes to expert advice, Demetri's candid responses will inspire and entertain you. Whether you're curious about life lessons or career guidance or want to hear his thoughts on the latest t...