Shamelessly Gay: The Men's Group

A 5-week live men's group for gay/bi/queer men who want to show up more confidently, connect more deeply, and stop shrinking to fit in. Real conversations. Real issues that matter. Real solutions that work.

Who this is for

This group is for gay, bi, and queer men who are ready to live more boldly, confidently, and unapologetically. You’ve already done some personal growth- maybe therapy, journaling, or self-reflection- but something still feels stuck or small. You want deeper connection, more confidence in who you are, and a space where you can drop the masks and be fully seen. You’re not here to fix yourself. You’re here to fully be yourself in a space where other men get it.

What we'll explore together

✅ How to build authentic confidence without over-performing or people-pleasing ✅ How to trust yourself even when the world has taught you to shrink or conform ✅ How to stop chasing external validation and feel good in your own skin ✅ How to deepen your emotional and sexual intimacy (yes, both can coexist) ✅ How to embrace your full identity as a gay man, unapologetically and on your own terms Each session blends guided discussion, real talk, and structured group support to help you unlock the version of you that’s already there, but just waiting for permission to come out.

What you'll walk away with

✅ A stronger sense of self- one that’s rooted in who you are, not who you think you should be ✅ A deeper connection to other gay men without the competition, performance, or perfectionism ✅ The confidence to show up unapologetically in your relationships, community, and daily life ✅ New tools and perspectives to help you navigate gay identity with clarity and compassion ✅ A release from the masks you’ve been wearing to fit in, pass, or be “good enough” ✅ A supportive community of men who’ve seen the real you...and liked what they saw ✅ You’ll leave feeling more grounded, more seen, and more you than ever before.

The Details

When and where 🗓️

➟ Start Date: Wednesday, October 8, 2025 ➟ Schedule: Weekly sessions on Wednesdays ➟ Time: 12:00–1:30 PM Eastern / 5:00–6:30 PM UK ➟ Duration: 90 minutes per session ➟ Format: Live Zoom calls (link provided after registration)

How it works 💬

➟ This is a virtual, live interactive men's group experience. ➟ The group is limited to 15 participants to ensure meaningful connection and conversation. ➟ Sessions are not recorded to create a safer, more honest space for open sharing. ➟ Live attendance is encouraged but not mandatory. You’ll still get plenty out of it even if you can’t make every session.

What you get ✅

➟ 5 x 90-minute live men's group sessions ➟ Expert facilitation in a safe, structured, and supportive environment ➟ Space to connect, reflect, and grow with other like-minded gay/bi/queer men ➟ Weekly downloadable PDFs with reflection prompts and integration tools ➟ Weekly peer connection for deeper conversation and support

5 weeks. 5 topics. 15 men. Real conversations that move you forward.

Space is limited to 15 participants to ensure a safe, intimate group experience.

$247.00

Join now

Meet Your Guide: Michael DiIorio

Michael DiIorio is a certified life and wellness coach, founder of Wellismo Coaching, and co-host of the Gay Men Going Deeper podcast. With years of experience leading personal development programs for gay men, Michael is known for his candid, empowering, and action-oriented approach. As a community leader in the Gay Men’s Brotherhood, Michael has helped thousands of men build authentic confidence and foster genuine connection. He specializes in guiding men through the process of showing up more fully, not as who they think they should be, but as who they truly are. Michael created Shamelessly Gay to offer a space for real conversations, meaningful growth, and the kind of unapologetic self-expression many of us never learned growing up. His mission is to help gay men stop performing, start belonging, and live shamelessly- on their own terms.

Course Curriculum

5 Chapters · 5 Lessons

1
Internalized Shame
1. (Included in full purchase)
  What is internalized shame?
2
From Self-Doubt to Self-Trust
1. (Included in full purchase)
  From Self-Doubt to Self-Trust
3
The Need for External Validation
1. (Included in full purchase)
  Internal vs. External Validation
4
Being Seen: Vulnerability, Intimacy, and Emotional Exposure
1. (Included in full purchase)
  Vulnerability: the key to genuine connection
5
Writing Your Shamelessly Gay Story
1. (Included in full purchase)
  What it means to be shamelessly gay

What Participants Are Saying

Discover how Wellismo men's groups are making a difference in the lives of gay, bi, and queer men.

”

I'm still amazed at how much we had in common with our body image stuff and the stories we carry around that hold us back. It is really great to know that there is such a nice and sexy group of gay men out there being supportive.

Mark

Nashville, TN

”

I really enjoyed working with Michael. He has a great ability to probe and challenge your assumptions, helping you reframe situations in a new light.

Ken

Toronto, ON

”

I could NEVER have been so confident and sure of myself in this dating experiment had it not been for Michael and each one of you who poured your hearts out during the workshop! You guys are my rock.

Timothy

Sacramento, CA

”

As a gay man there are certain nuances and issues that are very specific to our culture. Michael understands this fully and offers a safe space to share your experiences and unpack the emotional cargo we so often carry with us.

James

Brighton, UK

”