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MY TOUR SCHEDULE

Unless noted, all tours below are considered unconfirmed. If you see your city below, make sure to reach out ASAP. I confirm my tours no later than one week (7 days) out. If they are unconfirmed by that time, they are unfortunately subject to postponement or cancellation.

Dates not listed below are available for Chicago area, Fly or Drive Me To You or Sponsored Tour engagements only

 

August 2026

 

8/22-24: Exclusively Booked

CONFIRMED

 

September 2026

 

9/12-14: St Louis MO

9/23-25: Washington DC

9/25-27: Philadelphia PA

 

October 2026

10/5-7: Minneapolis MN

10/7-8: Madison WI

10/19-21: New York NY

10/21-23: Boston MA

 

November + December 2026

TBA

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Gem DeMilo is an independent, curvy, busty companion and proud owner of a certified super booty. Based in Chicago, she is also available for appointments in Evanston, Oak Park, O'Hare/Rosemont, Oak Brook, Schaumburg, Joliet, Aurora and Milwaukee Wisconsin. She also frequently tours New York City, Philadelphia, Boston, Charlotte, Atlanta, Florida and beyond! Gem is also available for bespoke travel anywhere for a FMTY. She is in her early 40s, making this redhead vixen both mature and youthful. Gem specializes in GFE with a focus on authentic connections and intimacy. She especially shines during cocktail dates, dinner dates and overnights. 

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