Empower yourself. Engage with others. Elevate the conversation.

Shamelessly Gay is a 10-week men's group designed for men who want to feel more self-assured and fulfilled. You will learn the specific skills you need to develop a deeper understanding of yourself, while establishing meaningful connections with fellow participants by sharing experiences and learning together in a supportive, down-to-earth environment.

Some of the questions we'll explore...

  • How did your upbringing impact your identity as a gay man?

  • How do you feel about the gay community as a whole?

  • What is modern masculinity?

  • What limiting beliefs are holding you back?

  • How do you relate with other gay men?

  • What are your core relationship values?

  • How do you deal with shame and self-judgement?

  • What is your relationship with your body?

  • How do you handle your sexual needs and desires?

  • What do you want for your future?

A new approach to learning

Social interaction and collaboration

We each bring an intimate understanding of the unique challenges of the gay world. Shamelessly Gay is an empowerment group that takes a structured and collaborative approach to learning where we emphasize peer interaction and knowledge-sharing to tap into the collective wisdom of the group, and learn from real-world experiences.

Course curriculum

  • 1


    • A message from Michael

    • Best Practices for Group Sessions

    • Group Rules

    • Get Coached

    • 3 Quick Questions...

  • 2

    Weekly Topics

    • Week 1- Welcome Mixer: Getting to Know Each Other

    • Week 2- Gay Boy Meets Straight World: Understanding Minority Stress

    • Week 3- Embracing Authenticity: Confronting Internalized Homophobia

    • Week 4- Masculinity Unmasked: Shaping a Healthier Narrative

    • Week 5- Being Your Own BFF: Lessons in Self-Love

    • Week 6- Forging Friendships: Bonding with Fellow Gays

    • Week 7- Dating and Relating Clinic: Reignite Your Love Life

  • 3

    Next Steps...

    • More resources for you

What you get

  • Community

    An intimate group setting to connect with like-minded guys. Plus, a private group to engage in between sessions. The bonds you create here will become a pillar of support in your life.

  • Teaching

    9 learning modules that focus on solving the unique challenges of being a gay man in the modern world such as: healing shame, self-confidence, and body image.

  • Support

    Get the support of your peers by having meaningful discussions, sharing experiences, and hearing diverse perspectives.

  • Worksheets

    Downloadable weekly worksheets that include journal prompts, exercises, and additional resources.

  • Facilitation

    Led by an experienced facilitator who brings a wealth of knowledge to share that is tailored to the specific needs of gay men.

  • 1-on-1 Coaching

    In addition to peer support, you also get three (3) one-on-one sessions with Michael to delve deeper into your personal goals and challenges.

Let's get started!

Spring 2024 enrollment is open. Sign up now to reserve your spot. Enrollment will be capped to ensure a small, intimate setting for our 10 weeks together.


Join this engaging, interactive group led by an experienced coach. Participate from the comfort of your own space. Registrants will receive an email with the Zoom link upon enrollment.

  • Sessions are weekly on Wednesdays

  • We begin on May 8 and end on July 10.

  • UK & Europe: 6:00-7:30 PM GMT / 7:00-8:30 PM CET

  • US & Canada: 1:00-2:30 PM Eastern / 10:00-11:30 AM Pacific

  • Our time will be allocated between group discussion, sharing, and hot seat coaching.

  • Limit of 15 people to ensure a safe and intimate setting.

  • Participants will be encouraged to connect in between sessions

Meet your facilitator

Life & Wellness Coach

Michael DiIorio

With 13 years' experience in the corporate world coaching leadership skills, Michael founded Wellismo in 2020 to focus on personal life coaching. He specializes in helping his clients build genuine self-confidence from the inside out. Michael is the co-host of the Gay Men Going Deeper podcast and a leader of the Gay Men's Brotherhood where he facilitates monthly sharing circles and group workshops with men around the world. When he's not coaching, you'll find him spending time in nature, cycling, and traveling.

What people are saying...

"Amazed at how much we had in common"


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.

"You guys are my rock"


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.

"Achieved so much"


I feel like I've achieved so much and accomplished so many of my goals that I couldn't even bring myself to begin working on. I feel more confident and self-assured now. Michael has helped me understand how to give direction to my life and how to go about achieving my goals. He is a great guide and an awesome life coach.

Embark on a transformative journey that celebrates your identity, empowers your growth, and connects you with an inspiring community of gay men. Sign up today to secure your spot.

Space is limited to ensure an intimate group setting


  • Do I need to attend all the sessions?

    No. You are free to choose which ones you'd like to join, but naturally I'd love to see you at all of them to foster connection and community with your peers.

  • Can I pay per session?

    No. For the one-time payment, you get access to all 10 sessions and all related materials.

  • Why are you limiting the group size?

    My experience with groups is that a size of 10-15 is the sweet spot for enabling connection. A smaller group encourages greater sense of safety and intimacy.

  • What is the format for each session?

    I'll start with a brief overview of the week's topic. Then we'll go into group discussion and sharing. Finally, there will be an opportunity to get coaching and ask for peer support.

  • I'm not gay. Can I still join?

    The program and content is designed for men who have sex with men, but the concepts can still be applied to men who have sex with women or are undecided about what they like.

  • I have another question that isn't listed here

    Contact [email protected] or DM Michael on Instagram @wellismo_coach