Jill – Crossdresser from Chicago

  • Away

About Me

I identify as a Crossdresser and I am aged 59 from Chicago, Illinois. I joined CCD less than a year ago and am still fairly new to the community. I am a CCD+ Member with full access to unlimited messaging and extended site features.


In My Own Words

I'm a Latino looking for friends. I'm from the Logan Square area. I'm shy at first but once I feel comfortable that changes lol hope to hear from you 😊

Why I am Here

I am looking for CrossDresser Friendship. Today I am feeling mischievous, so you might consider this when messaging me.

Profile Snapshot

  • Identity: Crossdresser
  • Age: 59
  • Location: Chicago, Illinois
  • Membership: CCD+ Member
  • Member Since: 2026

Explore the Chicago Community

New to the area? Read our Chicago crossdresser guide for local nightlife, dating and community advice.

Browse profiles and connect with nearby members in Chicago , Illinois , United States

Recent activity
 Jill, Crossdresser 59  Chicago Illinois
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Jill and blondedoll are now friends.
 blondedoll, Crossdresser 26  Mackinaw City Michigan
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and Maxinemay are now friends.
 Maxinemay, Crossdresser 61  Morpeth Northumberland
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 Jill, Crossdresser 59  Chicago Illinois
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Jill added 3 pictures to the album Jill CD:
 Jill, Crossdresser 59  Chicago Illinois
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Jill and Nelly are now friends.
 Nelly, Crossdresser 63  Adeje Santa Cruz de Tenerife 🇪🇸
 Rochelle, Crossdresser 55  Wood Green, Alexandra Palace London 🇬🇧
Rochelle and Jill are now friends.
 Jill, Crossdresser 59  Chicago Illinois
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 Gemmamcg, Crossdresser 41  Glasgow Strathclyde 🇬🇧
Gemmamcg and Jill are now friends.
 Jill, Crossdresser 59  Chicago Illinois
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and Robin-Bunny are now friends.
 Robin-Bunny, Crossdresser 60  Reston Virginia 🇺🇸
 Jill, Crossdresser 59  Chicago Illinois
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Jill added 3 pictures to the album Just being me:
 Jill, Crossdresser 59  Chicago Illinois
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Jill and AllyH are now friends.
 AllyH, Crossdresser 56  Georgetown Kentucky
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and Bethanysmoothe are now friends.
 Bethanysmoothe, Trans (Tgirl) 74  Sheffield South Yorkshire
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and Jovanna22 are now friends.
 Jovanna22, Crossdresser 46  Woking Surrey
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and CD-Janice are now friends.
 CD-Janice, Crossdresser 53  Edinburgh Lothian 🇬🇧
 Jill, Crossdresser 59  Chicago Illinois
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Jill and JODEE are now friends.
 JODEE, Crossdresser 55  Alexandria New South Wales
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 Jill, Crossdresser 59  Chicago Illinois
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Jill and Tressa are now friends.
 Tressa, Crossdresser 69  Erie Pennsylvania 🇺🇸
 Jill, Crossdresser 59  Chicago Illinois
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Jill and iowa1962 are now friends.
 iowa1962, Male CD Admirer 63  Des Moines Iowa 🇺🇸
 Jill, Crossdresser 59  Chicago Illinois
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Jill and jack01 are now friends.
 jack01, Crossdresser 47  Bridgeport Connecticut 🇺🇸
 Jill, Crossdresser 59  Chicago Illinois
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Jill added 3 pictures to the album Halloween 🎃:
 John64carlow, Male CD Admirer 64  Carlow Carlow 🇮🇪
John64carlow and Jill are now friends.
 Jill, Crossdresser 59  Chicago Illinois
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 Jill, Crossdresser 59  Chicago Illinois
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Jill added 3 pictures to the album My pictures:
 Nicole80, Crossdresser 45  Kewaskum Wisconsin
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Nicole80 and Jill are now friends.
 Jill, Crossdresser 59  Chicago Illinois
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