gay relationships

Let’s Play! When Did Life Stop Being Fun?

At what point did life stop being fun? As kids, play came naturally. We were curious, spontaneous, and fully present. But for many adults, especially gay men who grew up navigating shame and self-consciousness, play slowly disappears. Responsibility takes over. Image matters more. We try to be cool. And somewhere along the way, joy gets replaced with pressure, performance, and productivity. In this episode, we explore why so many adults lose their playful side and why reconnecting with it can be one of the most powerful ways to reclaim joy, authenticity, and connection. Some of the things we cover in this conversation are: If life has started to feel heavy, serious, or overly effortful, this episode is a reminder that play is not childish. It may be one of the most important ingredients in a meaningful life. Today’s Hosts: Support the Show – viewer and listener support helps us to continue making episodes – CONNECT WITH US – – LEARN WITH US –

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Flakey Gays: Why is Follow-Through So Hard?

The guy who constantly cancels plans, keeps things vague, or disappears when something better comes along — that’s flakiness: a pattern of not following through. In a culture of endless options and shifting feelings, has unreliability quietly become normal? And what does that actually say about us? In this off-the-cuff episode, we talk about: This isn’t just about the inconvenience of canceled plans. It’s about self-trust, stronger relationships, and the kind of man you’re practicing becoming. Today’s Hosts: Support the Show – viewer and listener support helps us to continue making episodes – CONNECT WITH US – – LEARN WITH US –

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Is Romance Dead in Gay Culture?

In a world of swipes, situationships, and high-intensity connections, romance can start to feel obsolete — replaced by sexual energy, emotional guardedness, or the safety of detachment. And yet many of us still long for thoughtfulness, depth, being chosen and choosing in return. In this episode, we explore why that part of us often gets buried under performance, fear of rejection, and modern dating norms — and what it actually takes to lead with romance instead of intensity. We talk about: This conversation is both a reality check and an ode to the intentional, courageous, thoughtful part of ourselves that still believes in romance. Today’s Hosts: Support the Show – viewer and listener support helps us to continue making episodes – CONNECT WITH US – – LEARN WITH US –

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Libido

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Libido, or sex drive, is our natural instinctual inclination for sexual activity. Libido varies person to person and fluctuates over time.  It’s not uncommon for men to put a high value on their sex drive, especially if they associate it with their masculinity and self-esteem.  In this episode of Gay Men Going Deeper, Michael welcomes Dr. Hector Rodriguez to answer your questions about libido.  Some of the topics they’ll be covering are: Join us for this informative episode that begins to de-mystify many of the question we have – but are too afraid to ask.  Connect with Dr. Hector: Today’s Host: Michael DiIorio Other episodes featuring Dr. Hector: Take the Attachment Style Quiz! Watch this ep on YouTube – Connect with us – Join the private Facebook community including access to monthly group Zoom calls Take our “Building Better Relationships” course Take our “Healing Your Shame” course Coaching Collection – Our 2 courses + 45 coaching videos, and 2 workshop series Follow us on Instagram GayMenGoingDeeper.com Support the Show – viewer and listener support helps us to continue making episodes

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Manifesting Your Ideal Partner

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Attracting a romantic relationship is as much about energy as it is about the practical steps. Directing your thoughts and emotions towards finding love adds an energetic boost to any tangible action steps you’re taking. In this episode, we’re sharing our experiences with attracting love including: Watch this episode on YouTube Want more? Gay Men Going Deeper: The Coaching Collection Take the Attachment Style Quiz – Connect with us – Join the private Facebook community Take our “Building Better Relationships” course Take our “Healing Your Shame” course Instagram GayMenGoingDeeper.com Support the Show

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Friends with Benefits

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Friends with benefits (FWB) is a type of relationship where you can enjoy the sexual benefits of a relationship without the expectation of long-term commitment.  Navigating the blurred lines between friendship and sexual intimacy is a complex and potentially risky endeavour.  In this episode, Michael DiIorio and Pepper of The Gay Good discuss the nuances of having Friends With Benefits. They’ll discuss topics such as: Join in for this revealing discussion that will give you greater clarity and understanding of this common relationship structure.  Watch this episode on YouTube Find us on Instagram: Resources Gay Men Going Deeper Coaching Collection Building Better Relationships course Healing Your Shame course Take the Attachment Style Quiz! Connect With Us Join the Facebook community and monthly Group Zoom call You can also follow us on Instagram and TikTok Support the Show

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Sex and Intimacy (part 2)

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Do you want sex or do you want intimacy? Or both? Sometimes our attempts to connect with guys gets thwarted by the confusion between these desires. This can lead to frustration and over time, loneliness.  In part 2 of this 2-part episode, Michael and Matt are going deeper into the topic of intimacy by talking about… If you want to increase your capacity for greater intimacy in your relationships, this episode is for you.  Michael’s Sexual Empowerment 101 Group Workshops Watch this episode on YouTube Resources Gay Men Going Deeper Coaching Collection Building Better Relationships course Healing Your Shame course Take the Attachment Style Quiz! Connect With Us Join the Facebook community and monthly Group Zoom call You can also follow us on Instagram and TikTok Support the Show

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Sex and Intimacy (part 1)

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Do you want sex or do you want intimacy? Or both? Sometimes our attempts to connect with guys gets thwarted by the confusion between these desires. This can lead to frustration and over time, loneliness.  In part 1 of this 2-part episode, Michael and Matt are going deeper into sex, intimacy, and sexual intimacy including…  Join us for this informative episode full of helpful tidbits that you can use to increase intimacy in your relationships. Michael’s Sexual Empowerment 101 Group Workshops Watch this episode on YouTube Resources Gay Men Going Deeper Coaching Collection Building Better Relationships course Healing Your Shame course Take the Attachment Style Quiz! Connect With Us Join the Facebook community and monthly Group Zoom call You can also follow us on Instagram and TikTok Support the Show

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Being Kinder on Grindr

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There’s no doubt that Grindr has cemented itself as part of the gay culture. For an entire generation, an app has shaped what it means to be gay – for better or worse. In this episode, Michael invites special guest, Pepper, to make a case for engaging on Grindr with more respect, kindness, and humanity.   They are talking candidly about such things as: Today’s Guest: Pepper Today’s Host: Michael DiIorio Take the 5 Love Languages Quiz Take the Attachment Style Quiz! Watch this ep on YouTube – Connect with us – Join the private Facebook community Take our “Building Better Relationships” course Take our “Healing Your Shame” course Coaching Collection Instagram Patreon — Matt Landsiedel’s Website Michael DiIorio’s Website Calan Breckon’s Website

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Masturbation

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Masturbation is a perfectly natural and healthy sexual activity that has many physical and mental benefits.  However, some question whether it is a harmful habit that leads to negative consequences in their personal life and relationships.  In this provocative and educational episode, Michael and Sex Coach, Craig Cassey answer your burning questions about masturbation, including topics such as: Join Michael and Craig as they share their own experiences and provide their best coaching tips for more mindful masturbation..  Today’s Guest Craig Cassey is a professional life, executive, and sex coach. You can find Craig at www.craigcassey.com or on Instagram @craigcasseyjr Today’s Host Michael DiIorio is a certified life and wellness coach. You can find Michael at www.wellismo.com or on Instagram @wellismo_coach. You can also join Michael’s Sexual Empowerment Group. The link between masturbation & risk of prostate cancer (2004 study) Take the Attachment Style Quiz! Watch this ep on YouTube – Connect with us – Join the private Facebook community Take our “Building Better Relationships” course Instagram GayMenGoingDeeper.com Patreon -— Join the Gay Men Going Deeper Membership coaching community

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