About us
The Thoughtful Gay Man Milwaukee is a discussion and support group for gay men and allies who want to live a life of more meaning, higher consciousness, and deeper connection outside of the typical "gay scene."
We gather once a month to explore a changing topic that takes us deeper into self-reflection, giving us the unique opportunity to give and take in a pool of wisdom with other gay men of diverse life experiences who understand us.
Wherever you are at in your life, whatever deeper questions you are looking to answer around the self, relationships, spirituality, the gay experience, etc., we welcome you as you are with the promise of respect.
We value empathy, openness, honesty, integrity, compassion, and building a real community. We are also wholeheartedly invested in our own personal, spiritual growth, as well as the growth of others. The purpose of this group is to encourage, uplift, and guide one another through this journey called life. Share your own life experiences, offer advice, and find support from other gay men. Join us if you're looking for deeper conversations, vulnerability, and other gay men who want to be their best selves.
During these Meetups you can expect:
-conversations and ideas that will challenge you to grow as a person
-Leaving each gathering with more awareness of yourself and new perspectives on how to live the life you desire
-Time and space to explore, challenge, and discover your own assumptions and beliefs
-Meeting people that have similar and different experiences of life than you
-And an opportunity to make new friends!
**There is no age, "race," or gender identity discrimination tolerated in this group - all are welcome!
**This is not a "singles" group. But should you happen to find love...then, yay for you!
Welcome and we hope to see you soon!
Upcoming events
1
- $450.00

Heart Magic Weekend Retreat
Shirland, IL, USHeart Magic Weekend Retreat
Shirland, IL
Looking for real, deeper connection with self and other gay men? Need to step away from it all and find some peace to heal, restore, and revive? This is your sign that the time is now.
Join other thoughtful gay men looking for something more out of life in an 1840’s limestone farmhouse on quiet 19 acres adjacent to a 500 acre wetland preserve, complete with two fireplaces, stone patio, sauna, hiking trails, tree swing, a sand bottom swimming hole, good food, good company, and healing exercises facilitated by your life coach, Roy Grant.
This retreat’s theme is Heart Magic, with the four chambers of the heart being Honesty, Grief, Gratitude, and Surrender.
Honesty: Being honest firstly with ourselves about what we’re really feeling, what we really want, and how we might be contributing to our own cycles of pain. Honesty is also paramount to vulnerability, and vulnerability is essential for the breakthroughs and brotherhood we intend to foster during this retreat.
Grief: Acknowledging and allowing the movement of pain energy in our heart so that we can flow with life and love again.
Gratitude: a return to simplicity and our superpower in learning to love ourselves and our lives again – or perhaps for the very first time.
Surrender: Radical acceptance. Awakening the childlike innocence of implicit trust. Allowing ourselves to be taken care of, to be loved. Learning to be ok with not knowing.
Exercises are scheduled for mornings and evenings, with the in-between time intentionally left organic to build bonds, play games, swim, hike, take in nature, laugh, relax and restore.
All in the safe, nonjudgmental space of likeminded gay men who understand you, where you can let down your walls and love and be loved for who you really are.
We’ll be waiting for you. Because whoever said you had to do it alone?
All meals included with a focus this retreat on comfort food. Mostly vegetarian but hoping to do BBQ on the patio one of the days. Other dietary restrictions/allergies can also be accommodated so please message me if need be. Feel free to bring anything additional for yourself or to share with others. In order to ensure presence and depth of experience, alcohol will not be present. No drugs allowed.
When: Friday, August 21st, 5pm – Monday, August 24th, 11am
While full immersion in the experience is ideal, it is understood that you may need to arrive later Friday evening or leave early Sunday evening as opposed to Monday morning. We will have a shared dinner at around 6:30pm Friday evening but you may arrive as early as 5pm. The Friday evening exercise will not be started until we are all present. Please let me know your anticipated arrival/departure.Where: Shirland, IL
(Specific address sent privately to paid/confirmed rsvps)Airbnb link:
https://www.airbnb.com/rooms/8268294?source_impression_id=p3_1783688484_P3UcSnmVcg5VGpmKRooms and Pricing (the following prices reflect total cost for the entire retreat):
- The Riverview– private room, queen bed, full bathroom, view of nature preserve, main floor (600) reserved
- The Cottage – private room, queen bed, bathroom, upper level (550)
- The Three Bears – shared room, queen bed (500), 2 single beds (450)
- The Twin Star – open shared room, 2 twin beds, upper level (450) one bed reserved, one still available
Beds available based on financial need or if other rooms are full:
- Bunk bed x2 - basement level, bathroom, sauna (350)
- Sofa bed - basement level, bathroom, sauna (350)
*I want to go! What do I do next?* Please send me a message through meetup with your room selection, phone number and email. I will reply with confirmation of room availability. Payment in full is then due immediately.
Please send payments via Zelle to: royibrado@gmail.com
If payment is not promptly received, your rsvp will be removed to make space for potential/waitlisted attendees.No refunds in order to ensure rental coverage unless under the unlikely event the retreat itself is cancelled.
Thank you for joining us on this one-of-a-kind weekend to create real connection, breakthroughs, and the brotherhood that you crave and deserve. We'll be waiting for you!
See you then!
Roy
4 attendees
Past events
193


