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Chicago, IL

r/chicagor4r

77,587 subscribers

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to r/chicagor4r by tamalane773
9 months ago
34 [T4M] #Ravenswood - Pretty, passable girl seeks hot guy to service…
T4M T4M
in Ravenswood
to r/chicagor4r by MDvirgin
9 months ago
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M T4M
in westloop
to r/chicagor4r by Ok_Cranberry_4956
9 months ago
29 [T4M] #Bucktown - Anonymous crossdresser for discreet male
T4M T4M
in Bucktown
to r/chicagor4r by Ok_Cranberry_4956
9 months ago
29 [T4M] #Bucktown - Anonymous crossdresser for discreet male
T4M T4M
in Bucktown
to r/chicagor4r by transboytoy606
9 months ago
21 [T4M] #berwyn - transboy iso daddy
T4M T4M
in Berwyn
to r/chicagor4r by tamalane773
9 months ago
34 [T4M] #Andersonville - Pretty, passable girl seeks hot guy to service…
T4M T4M
in andersonville
to r/chicagor4r by northsidenb
10 months ago
24 [T4R] #Logan Square - Thick FTM
T4R
in Logan
to r/chicagor4r by MDvirgin
10 months ago
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M T4M
in westloop
to r/chicagor4r by transboytoy606
10 months ago
20[T4M] #Berwyn - tboy for dom daddy
T4M T4M
in Berwyn
to r/chicagor4r by transboytoy606
10 months ago
29 [T4M] #berwyn - transboy looking for daddy dom
T4M T4M
in Berwyn
to r/chicagor4r by sunny-sabrina
10 months ago
24 [T4M] #Oak Park - looking for someone to experiment with
T4M T4M
in oak
to r/chicagor4r by sunny-sabrina
10 months ago
24 [T4R] #Oak Park - looking for people to talk to
T4R
in oak
to r/chicagor4r by sunny-sabrina
10 months ago
24 [T4R] #Oak Park - looking for people to talk to
T4R
in oak
to r/chicagor4r by MDvirgin
10 months ago
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M T4M
in westloop
to r/chicagor4r by Background-Guava-229
10 months ago
32 [T4R] #North Center - Nonbinary Service Bottom Looking for a Kinky Dom - Able to Host
T4R
in north
to r/chicagor4r by another420girl
10 months ago
24 [T4R] #lakeview - finally moved into a bigger place!!
T4R
in Lake View, Chicago
to r/chicagor4r by RVAbruh
10 months ago
28 [T4M] #WestLoop - I'm looking to crossdress for a guy and have some fun.
T4M T4M
in westloop
to r/chicagor4r by Windycitynurse
10 months ago
29 [T4M] #Rosemont - Looking for str8 tops to fill my holes
T4M T4M
in Rosemont
to r/chicagor4r by Knightly-Sylver
11 months ago
23 [T4R] #Lakeview - Looking for chatting buddies or more
T4R
in Lake View, Chicago
to r/chicagor4r by RVAbruh
11 months ago
28 [T4M] #WestLoop - I'm looking to crossdress for a guy and have some fun.
T4M T4M
in westloop
to r/chicagor4r by Windycitynurse
11 months ago
29 [T4M] #Ohare - looking for str8 tops to fill my holes
T4M T4M
in Ohare
to r/chicagor4r by Dear-Durian-6458
11 months ago
31 [T4F] #Jefferson Park - Femboy/transgirl/amab enby, seeking women (fwb, date, w/e)
T4F T4F
in Jefferson
to r/chicagor4r by MDvirgin
11 months ago
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M T4M
in westloop
to r/chicagor4r by Dear-Durian-6458
11 months ago
31 [T4F] #Jefferson Park - Femboy/transgirl/amab enby, seeking women (fwb, date, w/e)
T4F T4F
in Jefferson
to r/chicagor4r by RVAbruh
11 months ago
28 [T4M] #WestLoop - I'm looking to crossdress for a guy and have some fun.
T4M T4M
in westloop