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r/ChicagoCrossdressers

1,263 subscribers
Chicagoland, Northwest Indiana and Southern Wisconsin crossdresser personals. Please read the rules before posting!

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

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Chicago Chicago-north-burbs Southern Wisconsin Chicago-northwest-burbs Chicago-southwest-burbs Chicago-west-burbs Chicago-south-burbs
New Top (24hr) Top (Week) Top (Month)
to r/ChicagoCrossdressers by Playful-Radish3599
3 months ago
34M4A
M4A Chicago-south-burbs
to r/ChicagoCrossdressers by Fit_Ability7908
4 months ago
M4m Looking for a cross dresser
M4M
to r/ChicagoCrossdressers by daddyerotic
1 year ago
[50s] [M4A] Daddy Seeking A Hookup For Chicago Fan Expo
M4A
in Chicago, IL
to r/ChicagoCrossdressers by LoosieGoosi
1 year ago
36 [M4M] Chubby Crossdresser looking for a Top.
M4M
to r/ChicagoCrossdressers by LoosieGoosi
1 year ago
[36yo] [M4M] Chubby Crossdresser looking for a Top.
M4M
to r/ChicagoCrossdressers by Maxlevel23
1 year ago
24 [M4M] Chicago/Anywhere - Any fem bottoms looking for a relationship?
M4M Chicago
in Chicago, IL
to r/ChicagoCrossdressers by LoosieGoosi
1 year ago
36yo M4M Chubby Crossdresser by Gage Park
M4M Chicago