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Chicago, IL

r/Chicagosissies

9,342 subscribers
Chicagoland, Northwest Indiana and Southern Wisconsin area Sissy / CD / transfemme personals. Request approval to post ads in our "about" menu.

Moderators

Updated Apr 6, 2024
u/MisterTrapDaddy Active
Added 3 years ago
Also moderates: r/FeminizedForDaddy, r/FloridaFeminization

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 Northwest-Indiana Chicago-north-burbs Daddy Chicago-west-burbs Sissy Chicago-northwest-burbs Crossdresser Femboy Dom Chicago-southwest-burbs Male Femme Chicago-south-burbs Southern-Wisconsin Couple Bull Trans Seeking Feminization Genderfluid
New Top (24hr) Top (Week) Top (Month)
to r/Chicagosissies by SissyPlace4u
4 months ago
47 [M4CD] #DesPlaines - Looking for a crossdresser that needs a secret place to dress
M4CD
in DesPlaines
to r/Chicagosissies by SissyPlace4u
4 months ago
47 [M4CD] #DesPlaines - Looking for a crossdresser that needs a secret place to dress up
M4CD
in DesPlaines
to r/Chicagosissies by AnonymousAsian312
1 year ago
32 m4cd Elmhurst Asian male looking for a sissy. Can’t host. Must be discreet.
M4CD
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
37 [m4cd/T/fem] Dom Bear looking for feminine bottom for fun today in McHenry
M4CD M4T
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
38 [m4t] [m4cd] - Looking for a petite fem sissy for this Friday 4/7 that can host in the NW Burbs
M4CD
in Chicago, IL
to r/Chicagosissies by Megus-O13
1 year ago
37[M4CD] Laid-back bro lookin for certain kinds of fem or passive cuties in North burbs..twinks, short, shy+++
M4CD Chicago-north-burbs
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
37 [m4cd] Hosting and Looking for smooth, fem CD/fem for Thursday 1/12 night fun in McHenry
M4CD
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
37 [m4cd]Dom Top traveling seeking petite younger bottom in McHenry county.
M4CD
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
37 [m4cd] Dom daddy Hosting tonight 10/14 after 9pm for an hour or 2 in WONDER LAKE
M4CD
in Chicago, IL
to r/Chicagosissies by VersBear1985
1 year ago
37 M4T/Cd dom daddy hosting this afternoon at 3 today August 12 for sexy and kinky sissy in McHenry
M4T M4CD
in Chicago, IL