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Chicago, IL

r/Chicagor4rxxx

11,860 subscribers
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to r/Chicagor4rxxx by BasicBang
11 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 RVAbruh
11 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
11 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 RVAbruh
1 year 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
1 year 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
1 year ago
Preview thumbnail for 26 [T4M] #OHare - Sexy Latina Trans looking to host fit, dom top/vers guys. Pics in profile! image
26 [T4M] #OHare - Sexy Latina Trans looking to host fit, dom top/vers guys. Pics in profile!
T4M
in Ohare
to r/Chicagor4rxxx by RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
1 year 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 RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
1 year 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 RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
1 year 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 RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
1 year 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 RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by MDvirgin
1 year 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 RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by chicagoladyboy
1 year ago
26 [T4M] #Andersonville - Seeking drama free encounters today
T4M
in andersonville
to r/Chicagor4rxxx by MDvirgin
1 year 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
1 year ago
34 [T4M] #Ravenswood - Pretty, passable girl seeks hot guy to service
T4M
in Ravenswood
to r/Chicagor4rxxx by RVAbruh
1 year ago
Preview thumbnail for 27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop) image
27 [T4M] Chicago, IL - I'm looking to crossdress as a sissy for a guy and have some fun (West Loop)
T4M
in Chicago, IL
to r/Chicagor4rxxx by BasicBang
1 year 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 MDvirgin
1 year 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
1 year ago
34 [T4M] #Ravenswood - Pretty, passable girl seeks hot guy to service
T4M
in Ravenswood