Lost Loverboy Podcast
Lost Loverboy Podcast is a show about dating, relationships, healing from past traumas, and parenthood. Hosted by Demetri, a self-described loverboy, it offers his unique perspectives on love in today's fast-paced world. The podcast aims to connect with hopeless romantics who believe in true love and manifestation. New episodes are released weekly.
Episodes
The Way We Learn Love
Send us Fan MailFor a long time, I think I confused being willing to sacrifice for someone with what it meant to truly love them.If I could show up enough, give enough, carry enough, choose you enough… maybe eventually I’d feel chosen too.But somewhere along the way, I had to ask myself a harder question: Do I love through sacrifice because that’s how I love or because sacrifice became the way I l
What My Future Wife Deserves From Me
Send us Fan MailFor so long, I've thought about the qualities I hoped to find in a wife. But recently, God challenged me with a different question: Am I becoming the kind of husband she's praying for? In this episode, I share a personal journal entry that unexpectedly turned into a prayer. Not a prayer asking God to bring me my future wife, but a prayer asking Him to prepare me for her.
Am I Asking for Too Much?
Send us Fan MailAt some point, almost everyone who's been disappointed in love begins asking themselves the same question: "Am I asking for too much?" But what if that's the wrong question?In this episode, we explore how loneliness, heartbreak, comparison, and time can slowly make us question our standards instead of questioning whether we're simply asking the wrong person
Why We Mistake Being Needed for Being Loved
Send us Fan MailBeing needed can feel a lot like being loved. It feels good to be the person someone depends on, leans on, or calls when life falls apart. But the two aren't always the same. In this episode, we explore why so many of us tie our worth to being useful, how people can mistake dependency for love, and what happens when our identity becomes wrapped up in fixing, rescuing, and cons
Why Good People Keep Falling for the Wrong Person
Send us Fan MailIt'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
The Most Dangerous Relationship Isn't the Toxic One
Send us Fan MailNot 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 "ter
The Kind of Love I Don't Want Anymore
Send us Fan MailThere 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 lov
The Difference Between Being Loved and Being Understood
Send us Fan MailWe 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
Dating in Your 30s Should Feel Nothing Like Your 20s
Send us Fan MailAfter 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 conver
Why I Had to Walk Away from Someone I Love
Send us Fan MailIn 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
Lies We Tell Ourselves: When You Believe You’re Hard to Love
Send us Fan MailIn 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
This Is Not a “Goodbye” This Is a See You Next Week lol
Send us Fan MailIn 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 farewel
Accountable Hearts: Owning Your Role in Love & Dating featuring Trill AC
Send us Fan MailIn 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 responsibi
Becoming the Person Your Blessing Requires featuring Kittie J. Rose
Send us Fan MailIn 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, an
Love Out Loud: Embracing the Risks and Rewards
Send us Fan MailIn 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.
Unlearning to Heal: Essential Lessons for Personal Growth
Send us Fan MailIn 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 h
Unfiltered Love: How Social Media Distorts Our Relationship Realities
Send us Fan MailIn 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 relationshi
Intentions Over Interest: How to Know What They Really Want
Send us Fan MailIn 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
The Art of Detachment: Finding Freedom in Letting Go
Send us Fan MailIn 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
Love, Loss, and Resilience: A Mother's Journey
Send us Fan MailIn 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
Bridging the Gap: Overcoming Loneliness in Relationships
Send us Fan MailIn 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 connecti
Raising Love Alone: Lessons, Battles and Beauty in the Gaps
Send us Fan MailIn 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 unde
Reclaiming Inner Peace: Reparenting After Rejection
Send us Fan MailIn 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
Behind the Walls: Demetri’s Guide to Unpacking Emotionally Unavailable Men
Send us Fan MailIn 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 up
Chasing Illusions: The Perils of Potential
Send us Fan MailIn 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 guides
Unspoken Lessons: What Boys Never Learned
Send us Fan MailIn 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, while
The Love That Shaped Me: A Heartfelt Talk with Mrs. Wiley
Send us Fan MailIn 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 u
Are We Ready for the Love We Desire?: Emotional Readiness
Send us Fan MailJoin 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 ou
Beyond the Vows: The Tough Truths of Lasting Partnerships w/ Shawn Brooks
Send us Fan MailIn 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 anecdote
Spice It Up: Ignite the Passion in Your Relationship
Send us Fan MailOn 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
Lost Loverboy Unplugged: Diving Deep into Your Questions
Send us Fan MailIn 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 tr
Unpacking the Man Box: The History of Gender Roles
Send us Fan MailJoin Demetri in this thought-provoking podcast as he delves into the evolving history of general roles in America. From traditional family dynamics to the modern landscape of relationships, each episode explores how societal norms and expectations shifts have shaped our connections today. Through engaging discussions, personal anecdotes, and expert insights, Demetri uncovers the im
Unlocking Connection: Understanding the Five Love Languages
Send us Fan MailIn this enlightening episode, Demetri dives deep into the fascinating world of love languages and their transformative power in relationships. He explores how understanding the five distinct love languages—words of affirmation, acts of service, receiving gifts, quality time, and physical touch—can enhance communication and deepen emotional connections. Demetri shares personal anecd
Release and Renew: Five Essential Steps to Forgiving Yourself
Send us Fan MailIn this enlightening episode of our podcast, join Demetri as he takes us on a journey of healing and self-discovery with his five transformative steps to self-forgiveness. Drawing from personal experiences and insights, Demetri shares practical strategies that can help listeners let go of guilt and shame, encouraging them to embrace compassion and acceptance. Whether you’re grappli
Mindful Connections: The Art of Being Intentional
Send us Fan MailIn this enlightening episode, Demetri dives deep into the intricate world of self-discovery and its profound impact on dating and relationships. Join him as he shares personal anecdotes and insights about the journey of understanding oneself—an essential foundation for building healthy, meaningful connections with others. Explore the transformative benefits of self-awareness and ho
Heart to Heart: Rebuilding After Heartbreak
Send us Fan MailIn this heartfelt episode, Demetri sits down with his long-time friend Justice to dive into the complexities of heartbreak and the healing journey that follows. Together, they share personal stories and insights gained through their own experiences, exploring the moments of clarity and realization that often emerge in the aftermath of a breakup. Join them as they discuss the import
Little Lover Boy: Who is Logan Wiley
Send us Fan MailIn this episode, we dive deep into the life of Logan Wiley, the son of Demetri. Join us as we explore Logan’s unique perspective on his father, unveiling the nuances of their relationship and how it has shaped his understanding of love. We’ll discuss Logan’s thoughts on family dynamics, the bonds he shares with friends, and what love means to him in today’s world. Through heartfelt
Decoding Love: Unraveling Manipulation in Dating & Relationships
Send us Fan MailIn this podcast, Demetri delves into the intricate world of manipulation patterns in dating and relationships. With a keen understanding of human behavior and relationships, Demetri breaks down the subtle signs of manipulation and provides valuable insights on how to recognize and navigate these patterns. Whether you're single and navigating the dating scene or in a committed
Harmony in Duality: Navigating Masculinity and Femininity in Relationships
Send us Fan MailIn this podcast, Demetri delves into the intricacies of maintaining a healthy balance of masculinity and femininity in relationships. From navigating traditional gender roles to embracing individuality, he provides valuable insights on fostering harmony and understanding between partners. Tune in as Demetri shares personal experiences and expert advice on building strong, fulfillin
Insta-Insights: Demetri's Q&A Session
Send us Fan MailJoin Demetri in this special podcast episode as he delves into questions his Instagram followers ask. Listen in as he shares his insights, experiences, and knowledge on a wide range of topics, providing valuable and entertaining answers to the questions that matter to you. Whether it's about life, career, or anything in between, Demetri's candid and engaging responses wil
Elite Connections: The Pursuit of High-Value Partners
Send us Fan MailIn this podcast episode, Demetri dives into seeking a high-value partner. He shares valuable insights into the qualities to look for in a partner, the importance of mutual respect, and the benefits of being in a relationship with someone who shares your values. Whether in the dating scene or seeking to improve your existing relationship, Demetri provides practical advice for findin
The Harsh Truth: Are You Ready For Love?
Send us Fan MailIn this special episode, Demetri delves into the signs that indicate whether you're truly ready for love or not. Drawing from personal experiences and insights, Demetri offers a candid and introspective look at the subtle signals that can help you determine your emotional readiness for a relationship. Whether you're navigating the world of dating or simply exploring your
Story Time: Explaining My Favorite Love Movie of All Time
Send us Fan MailIn this podcast, Demetri passionately shares insights and emotions surrounding his all-time favorite love movie. Join us as he delves into this cinematic masterpiece's intricate storytelling, compelling characters, and enduring impact. From analyzing key scenes to discussing the profound themes that resonate deeply with audiences, Demetri's thoughtful exploration sheds li
Unmasking Romance: The Deception of Love in Movies
Send us Fan MailIn this episode, we delve into the romantic deception perpetuated by movies. From grand gestures to unrealistic expectations, we explore how movies often present an idealized, exaggerated version of love that doesn't always reflect reality. Join us as we uncover the myths and misconceptions about love perpetuated by the silver screen and discuss how these portrayals can impact
Breaking the Cycle: Healing from Generational Trauma
Send us Fan MailIn this episode, Demetri shares his personal story of navigating the effects of generational trauma and provides practical tips for listeners who are on a journey toward healing. He discusses the importance of self-awareness, self-care, and forgiving for self. Demetri also highlights the impact of community and connection on healing from trauma and offers advice for listeners who m
Love vs. In Love: Navigating the Complexities of Romantic Relationships
Send us Fan MailIn this episode, we explore the intricacies of romantic relationships and delve into the difference between loving someone and being in love with someone. Join us as we navigate the complexities of these two concepts and discuss how they impact our relationships. We'll share personal stories and expert insights to help you better understand what it means to love someone and wh
Unveiling the Mysteries: What Women Might Not Know About Men
Send us Fan MailIn this episode, Demetri delves into various topics to shed light on things that women may not know about men. From communication styles and emotional expression to societal pressures and personal experiences, Demetri offers insights to help bridge the gap between the genders. Tune in to better understand the male perspective and foster better connections in your relationships.Make
To My Bestfriend: Who is Logan Wiley?
Send us Fan MailIn this heartwarming episode of our podcast, we dive deep into the powerful bond between a father and his son. Join us as we explore the incredible influence that a child can have on their parent's life and how this special relationship can help us grow and evolve as individuals. Demetri shares his personal story of how his son has inspired him to become a better man and how h
Empowering Women: 5 Essential Tips for Demanding a Man's Respect
Send us Fan MailIn this episode, we sit down with Demetri to discuss his top five essential tips for women to earn respect from men. Demetri draws from his personal and professional experiences to give listeners practical insights and actionable advice. He delves into the importance of clear communication, self-respect, and setting boundaries to foster healthy relationships. Demetri also emphasize
First Impressions: Navigating the World of First Dates
Send us Fan MailIn this episode of the podcast, Demetri delves into the world of first dates and shares his expert advice on what to do and what to avoid. Whether you're feeling nervous or confident about your upcoming first date, Demetri's tips will help you make the most of the experience. From conversation starters to body language cues, he covers everything you need to know to make a
Empowering Yourself: The Importance of Healthy Boundaries
Send us Fan MailIn this latest episode, Demetri explores why having healthy boundaries is crucial for living a balanced and fulfilling life. With real-life examples and actionable advice, Demetri explains how setting and maintaining healthy boundaries can help reduce stress, improve relationships, and increase overall happiness. You'll also learn how to identify when your boundaries are viola
Love's Warm Embrace: A Journey Through My Fondest Memories
Send us Fan MailIn this episode, Demetri takes us on a journey through his fondest memories of past relationships. He shares personal stories about his experiences with love and what it means to him. Throughout the episode, Demetri explains why he believes love can be so consuming, and how it has impacted his life. So, if you're interested in hearing about the ups and downs of relationships,
Green Flags: The Positive Traits to Look for When Dating
Send us Fan MailIn the latest episode of his podcast, Demetri discusses the positive signs to look for when dating someone new. He delves into the various qualities and behaviors that he considers to be "green flags" - indications that the person is a good match and worth pursuing a relationship with. From good communication skills and a shared sense of humor to a strong work ethic and a
From Loss to Love: A Single Father's Journey of Healing
Send us Fan MailIn the latest episode, the hosts delve into the personal struggles of Demetri, who found himself in an unexpected situation of having to let go of his vision of the future. As a family man, he had never anticipated the possibility of a broken home or being a single father. He shares his emotional journey of overcoming the pain and challenges that came with it. Demetri speaks about
Why Unconditional Love Isn't Enough: The Importance of Boundaries and Conditions in Relationships
Send us Fan MailIn the latest podcast episode, Demetri delves into unconditional love and why it isn't always enough for a healthy relationship. He highlights the significance of setting boundaries and conditions in any relationship, romantic or otherwise. Demetri emphasizes the need to recognize when it's time to walk away from a relationship that isn't serving your best interests,
Why My Desire for a Daughter is More Than Just Gender
Send us Fan MailIn the latest episode, Demetri shares his thoughts and feelings on fatherhood and the impact of having a daughter. He delves into his personal experiences and reasons why he has always dreamed of having a daughter. Demetri also discusses the significance of a robust male role model in a daughter's life and how it can shape her perception of men. He highlights the transformativ
Reasons Why He Won't Commit
Send us Fan MailGet ready to uncover the truth! In this episode, Demetri delves deep into why men have commitment issues. Through an insightful analysis of societal and cultural influences, personal experiences and expert opinions, Demetri provides a detailed and thought-provoking exploration of this common phenomenon. By the end of this episode, you'll have a thorough understanding of the co
Things To Know About Men While Dating
Send us Fan MailIn this particular episode, Demetri provides a comprehensive account of various aspects of men's psyche that the general public often overlooked or misunderstood. He delves deep into the intricacies of the male perspective and sheds light on the inner workings of the male mind, offering valuable insights that can help bridge the gap between the sexes. Whether you're a man
Healthy Dating Habits for the New Year
Send us Fan MailThe latest episode of the Lost Loverboy Podcast is now available and worth checking out. In this episode, Demetri shares some insightful tips and advice on cultivating healthy dating habits you can carry into the new year.As you know, healthy dating habits are critical to developing positive and meaningful relationships. In this episode, Demetri discusses several practical strategi
When a Heart Breaks
Send us Fan MailIn this particular episode, Demetri provides an in-depth analysis of what heartbreak entails. He delves into the various emotions and physical sensations that one experiences during heartbreak and outlines the need for detachment to cope with the pain. Furthermore, Demetri offers practical tips and strategies to help individuals heal from heartbreak, including self-care practices,
A Beginner's Guide to the Soft Girl Era
Send us Fan MailIn this podcast episode, Demetri delves into a comprehensive analysis of the ongoing Soft Girl Era debate. He shares his thoughts, opinions, and beliefs about the subject matter and sheds some light on where he thinks it all began. Additionally, he talks about the potential implications and effects of the Soft Girl Era on modern society, including its impact on fashion, beauty stan
A Disclaimer for Mrs. Wiley
Send us Fan MailHey there! Have you had a chance to listen to the sixth episode of the Lost Loverboy podcast yet? It's really insightful - Demetri lets us in on what's going on inside his head! He's sharing this with his future wife as a kind of warning - so she knows exactly what kind of man she's getting when she marries him. It's really sweet, actually - he talks about
Meet the Wileys
Send us Fan MailIn the fifth episode of the Lost Loverboy Podcast, Demetri has a heartwarming chat with his lovely parents who have been together for more than a decade. They share their beautiful love story and reveal the secrets to keeping the spark alive in their relationship. Demetri's parents talk about the importance of communication, trust, and mutual respect in any relationship. They
Question & Answers
Send us Fan MailIn episode four of his podcast, Demetri decided to do something a little different. He took the time to answer questions that his followers on Instagram had asked. By doing this, he wanted to give his listeners a better understanding of his thoughts and perspectives before he started inviting guests onto the show. It was a great way to get to know Demetri and his unique outlook on
Broken Prayers
Send us Fan MailIn episode three of the Lost Loverboy podcast, Demetri shares his battles with mental health by opening up about his suicide attempt. Demetri also talks about the aftermath of such a significant event, including the guilt he still carries for almost depriving his son of a father figure. It's a touching and honest conversation that you'll find relatable and inspiring. It&
The Best Days of Your Life
Send us Fan MailIn the episode, Demetri shares an intricate engagement plan he's been crafting for years. He describes the plan enthusiastically, revealing that he had put a lot of time and effort into making it as unique and remarkable as possible. It's truly inspiring to see someone put so much thought and care into a significant moment in their life, and it's a reminder that we s
Who is this Demetri Wiley?
Send us Fan MailIn the first episode of the Lost Loverboy series, we get to know Demetri and how he became the hopeless romantic he is today. The episode covers a lot of ground, including Demetri's current place in life, where he learned emotional intelligence and other important details about his journey. Listeners will get a glimpse into Demetri's life story, which includes his triumph
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