Will I Be Single Forever?

It’s a question many gay men quietly carry… especially after heartbreak, disappointment, or years of trying.

In this episode of Gay Men Going Deeper, we put on our coach hats and unpack why this belief takes hold, how shame and self-protection can block love without us realizing it, and what actually helps us become more open to connection again.

This conversation isn’t about forcing positivity or dating tactics. It’s about understanding the patterns that keep us guarded, how we sabotage love unintentionally, and how to restore hope without lowering your standards or abandoning yourself.

In this episode, we explore:

Where the belief “I’ll be single forever” comes from
The most common blocks to love we see in gay men
How shame quietly shapes dating and relationships
The difference between protection and emotional availability
How to let love in while staying grounded, discerning, and self-respecting

If you want real connection but feel tired, guarded, or discouraged, this episode offers clarity, reassurance, and a grounded way forward.

Listen now and go deeper.

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
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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) - Going Deeper
(00:00:34) - Gaming Gay Men's Brotherhood
(00:02:05) - Will I Be Single Forever?
(00:04:42) - Lack of role models for gay couples
(00:05:31) - Open Relationships
(00:06:19) - I'll Be Single 'Forever'
(00:12:48) - This 67-Year-Old Gay Man Found Love For the First
(00:14:47) - How To Get Out Of The Single Trap
(00:15:38) - Common Shame Blocks in Gay Men's Love Life
(00:22:07) - Gay Men Need To Heal Their Love Lives
(00:28:27) - Healing Your Shame For Dating & Relationships
(00:30:04) - How to Overcome the Blocks to Love
(00:33:26) - "My Protector Parts Are Slowly Breaking My Own Heart"
(00:36:53) - How to Love Yourself
(00:42:17) - How To Heal Your Heart From Heartbreak
(00:44:38) - Are You Ready for Your Relationship?
(00:45:58) - Gay Men's Brotherhood Podcast

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