Summer Lovin' + Fall Frolics with Gem DeMilo ππ
Enjoying the tail end of a beautiful Chicago summer, spending time with dear friends and preparing for fall travels!
I must admit something here. I announced taking a tour hiatus for summer quite a few months ago and it left me feeling a bit nervous. What if Chicago doesnβt come through? What if I need to pick up touring sooner than I want to? What if I get restless and just have to hit the road again?
Nevertheless, I stuck it out. And man, has it paid off!
Not only have I been able to discover and enjoy so many different things to do in The Windy City, but I have been privileged enough to see such lovely people right here, both local and visiting. Itβs certainly proven to be the right decision despite my apprehensions.









This time off from touring has taught me a very important lesson on the value of slowing down and appreciating stillness. I love to travel and tour, but the truth is thereβs just too much keeping me here to do it like I used to now. Of course, that doesnβt mean I wonβt be touring at all anymore. But it does mean that I wonβt be doing super long tours with multiple cities nearly as often. Iβm enjoying life too much here in Chicago to stay away for too long!
With that said, hereβs what I have planned August, September and October:
Tours, etc.
Exclusively Booked 8/22-24 (confirmed)
St Louis MO 9/12-14
Washington DC 9/23-25
Philadelphia PA 9/25-27
Minneapolis MN 10/5-7
Madison WI 10/7-8
New York NY 10/19-21
Boston MA 10/21-23
Unless noted, all tours are considered unconfirmed. If you see your city listed, make sure to reach out ASAP. I confirm my tours no later than ten days out. If they are unconfirmed by that time, they are unfortunately subject to postponement or cancellation.
All other dates not listed are available for Chicago area based, sponsored tour and FMTY engagements.
Madeleine Blair is Coming to Chicago August 19th-21st!
In case you didnβt know, Madeleine Blair is one of my nearest and dearest friends. I met her while I was living in North Carolina and we hit it off instantly and intensely! We both share a sense of seductive playfulness and deep adoration for all things sensual that made us inseparable both in and out of the boudoir when we both called The Tar Heel State home. Now that we live in different parts of the country, we donβt see each other nearly as much as weβd like. Sad face.
Help us make up for lost time here in Chicago, wonβt you?
As always, thank you so much for your continued support! I hope your summer transitions into a gorgeous fall!
All My Best,
Gem DeMilo





WHY ARE YOU SO CUTE!!!!!