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Gay Men Going DeeperAuthor: Michael DiIorio & Matt Landsiedel Gay Mens Brotherhood
Gay Men Going Deeper is a podcast about gay relationships, identity, sexuality, and personal growth for gay men navigating modern life. Hosted by Matt Landsiedel and Michael DiIorio, the show dives into topics like dating, shame, masculinity, confidence, emotional intimacy, and the pressures of modern gay culture. Expect raw conversations, psychological insight, and the kind of honest discussions that challenge assumptions and invite deeper reflection about what it means to live authentically as a gay man. Language: en-us Genres: Health & Fitness, Sexuality, Society & Culture Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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How to Elevate Your Hookups
Episode 291
Thursday, 25 June, 2026
Hookups get a bad rap as shallow, transactional, or disconnected. But what if they could actually become a space for growth, awareness, and real connection? In this episode, we’re advocating for shift from default, unconscious hookups to something more intentional, honest, and grounded. We explore how hookup culture can either reinforce negative patterns or become a powerful mirror for your patterns, desires, boundaries, and capacity for intimacy. We talk about: Why hookups aren’t the problem—but how we show up in them can be The difference between unconscious vs. intentional hookups How to bring honesty, communication, and authenticity into casual sex How our own hookups have evolved over time Practical ways to make hookups more enjoyable, respectful, and connected—for everyone involved This isn’t about judging hookup culture or pretending it should be something it’s not. It’s about raising the standard of how you show up—so even casual encounters can feel aligned, present, and real. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report. Chapters (00:00:00) - How To Elevate Your Hookup Culture(00:02:22) - The Pros and Cons of Hookup Culture(00:05:50) - What are the cons of hookup culture?(00:07:12) - How Gay Men View Their Hookups(00:11:36) - No More Sex: We Need Love(00:13:34) - What Makes A Hookup Good For You?(00:17:38) - "Honesty Is What Makes A Hookup Good"(00:21:15) - Demisexual Guy On Grindr(00:25:31) - Demisexual People Talk About Their Sexualities(00:26:00) - Michael On His Hookups...(00:29:59) - Elevating Your Hookups(00:31:16) - PODCAST: Please support the community
