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Chicago, IL

r/Chicagor4rxxx

11,802 subscribers
New Top (24hr) Top (Week) Top (Month)
to r/Chicagor4rxxx by RVAbruh
5 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by tamalane773
5 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by MDvirgin
5 months ago
Preview thumbnail for 28 [T4M] #WestLoop - Want to try topping a cross-dresser like me? image
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M
in westloop
to r/Chicagor4rxxx by tamalane773
5 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by tamalane773
5 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by tamalane773
5 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by RVAbruh
5 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by tamalane773
6 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by BasicBang
6 months ago
Preview thumbnail for 29 [T4M] Chicago, Illinois - Cross-dressing sissy looking to get naughty in West Loop. image
29 [T4M] Chicago, Illinois - Cross-dressing sissy looking to get naughty in West Loop.
T4M
in Chicago, IL
to r/Chicagor4rxxx by tamalane773
6 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by MDvirgin
6 months ago
Preview thumbnail for 28 [T4M] #WestLoop - Want to try topping a cross-dresser like me? image
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M
in westloop
to r/Chicagor4rxxx by tamalane773
6 months ago
34 [T4M] #Andersonville - Pretty and passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by RVAbruh
6 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by RVAbruh
6 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
6 months ago
Preview thumbnail for 28 [T4M] #WestLoop - Want to try topping a cross-dresser like me? image
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M
in westloop
to r/Chicagor4rxxx by alexistransgurl
6 months ago
Preview thumbnail for 26 [T4M] OldTown - 2Trans Latina gurls looking to swallow hung top studs at my GH today image
26 [T4M] OldTown - 2Trans Latina gurls looking to swallow hung top studs at my GH today
T4M
in Chicago, IL
to r/Chicagor4rxxx by tamalane773
6 months ago
34 [T4M] #Andersonville - Pretty, passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by RVAbruh
6 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by tamalane773
7 months ago
34 [T4M] #Ravenswood - Pretty, passable girl seeks hot guy to service…
T4M
in Ravenswood
to r/Chicagor4rxxx by RVAbruh
7 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
7 months ago
Preview thumbnail for 28 [T4M] #WestLoop - Want to try topping a cross-dresser like me? image
28 [T4M] #WestLoop - Want to try topping a cross-dresser like me?
T4M
in westloop
to r/Chicagor4rxxx by tamalane773
7 months ago
34 [T4M] #Andersonville - Pretty, passable girl seeks hot guy to service…
T4M
in andersonville
to r/Chicagor4rxxx by RVAbruh
7 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by RVAbruh
7 months ago
Preview thumbnail for 28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop) image
28 [T4M] Chicago, IL - I'm looking to crossdress for a guy (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by nbprincexo
7 months ago
Preview thumbnail for 34 [T4T] Nonbinary mtf top for gender non-conforming bottom image
34 [T4T] Nonbinary mtf top for gender non-conforming bottom
T4T
in Chicago, IL