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US > Illinois

Chicago, IL

Find dating, hookups, and events in Chicago, IL

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Posts in Chicago, IL

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to r/ChicagoDomsubPersonal by AdAmbitious6206
1 month ago
Preview thumbnail for T4M looking for that great Xmas gift an my ass for you 💋 image
T4M looking for that great Xmas gift an my ass for you 💋
T4M
in Chicago, IL
to r/ChicagoSuburbsMeet by RVAbruh
1 month ago
Preview thumbnail for 29 [T4M] Chicago, IL - I'm looking to crossdress for a guy and have some fun. image
29 [T4M] Chicago, IL - I'm looking to crossdress for a guy and have some fun.
T4M
in Chicago, IL
to r/ChiBurbsr4r by RVAbruh
1 month ago
29 [T4M] Chicago, IL - I'm looking to crossdress for a guy and have some fun in West Loop (pics in profile)
T4M
in Chicago, IL
to r/ChiBurbsr4r by sunny-sabrina
1 month ago
24 [T4M] looking to meet up with an older guy
T4M
in Chicago, IL
to r/ChiBurbsr4r by bonusboii
1 month ago
27 T4M - ISO a boyfriend - Schaumburg
T4M
in Chicago, IL
to r/ChicagoMale4Male by FollowingSquare1467
1 month ago
Preview thumbnail for T4M northwest burbs let’s have fun an let me warm you up 😉 image
T4M northwest burbs let’s have fun an let me warm you up 😉
T4M
in Chicago, IL
to r/ChicagoMale4Male by FollowingSquare1467
1 month ago
T4M in Northwest burbs
T4M
in Chicago, IL
to r/ChiBurbsr4r by sunny-sabrina
1 month ago
24[T4M] looking to drain an older guy
T4M
in Chicago, IL
to r/RandomActsOfBlowJob by tamalane773
1 month ago
34 [T4M] #Chicago - Pretty and passable girl seeks hot guy to service…
T4M
in Chicago, IL
to r/Random_Acts_Of_Sex by MDvirgin
2 months ago
28 [T4M] #Chicago - Want to try topping a cross-dresser like me?
T4M T4M Illinois
in Chicago, IL
to r/ChicagoSuburbsMeet by MDvirgin
2 months ago
Preview thumbnail for 28 [T4M] #Chicago - Want to try topping a cross-dresser like me? image
28 [T4M] #Chicago - Want to try topping a cross-dresser like me?
T4M
in Chicago, IL
to r/ChiBurbsr4r by MDvirgin
2 months ago
28 [T4M] Chicago, Illinois - Want to try topping a sissy cross-dresser like me?
T4M
in Chicago, IL
to r/ChiBurbsr4r by slut4str8
2 months ago
32 [T4M] Slutty crossdresser hosting gloryhole for young hung straight guys (Forest Park)
T4M
in Chicago, IL
to r/RandomActsOfBlowJob by tamalane773
2 months ago
34 [T4M] #Chicago - Pretty and passable girl seeks hot guy to service…
T4M
in Chicago, IL
to r/ChicagoSuburbsMeet by AdAmbitious6206
2 months ago
Preview thumbnail for T4M Elgin area meet ups ask for more info image
T4M Elgin area meet ups ask for more info
T4M
in Chicago, IL
to r/ChiBurbsr4r by bonusboii
2 months ago
27 T4M - I want a boyfriend/fwb - Schaumburg
T4M
in Chicago, IL
to r/ChicagoSuburbsMeet by RVAbruh
2 months ago
Preview thumbnail for 29 [T4M] Chicago, IL - I'm looking to crossdress for a guy and have some fun. image
29 [T4M] Chicago, IL - I'm looking to crossdress for a guy and have some fun.
T4M
in Chicago, IL
to r/ChiBurbsr4r by bonusboii
2 months ago
27 T4M Looking for Now - NW Burbs
T4M
in Chicago, IL
to r/ChiBurbsr4r by FamilyManBurner
2 months ago
30 [T4M] Aurora - closet sissy slut for straight host
T4M
in Chicago, IL
to r/bigdicklovers by chicityt
2 months ago
24 [t4m] #chicago - BWC international visitors 🤝 me
T4M
in Chicago, IL
to r/ChiBurbsr4r by bonusboii
2 months ago
27 T4M - looking for fwb - NW Burbs
T4M
in Chicago, IL
to r/ChicagoSlutClub by Full_Fig_9851
2 months ago
Preview thumbnail for 25 [t4m] in #Chicago. gloryhole throat goat service for straight/married image
25 [t4m] in #Chicago. gloryhole throat goat service for straight/married
T4M Meetup Request
in Chicago, IL
to r/ChicagoSuburbsMeet by Full_Fig_9851
2 months ago
Preview thumbnail for 25 [t4m] in #Chicago. Visiting. very discreet gloryhole throat goat service for straight/married image
25 [t4m] in #Chicago. Visiting. very discreet gloryhole throat goat service for straight/married
T4M
in Chicago, IL
to r/ChiBurbsr4r by Full_Fig_9851
2 months ago
25 [t4m] visiting #Chicago. very discreet gloryhole throat goat service for straight/married
T4M
in Chicago, IL
to r/ChicagoSlutClub by Full_Fig_9851
2 months ago
Preview thumbnail for 25 [t4m] in #Chicago. gloryhole throat goat service for straight/married image
25 [t4m] in #Chicago. gloryhole throat goat service for straight/married
T4M Meetup Request
in Chicago, IL