r/ChicagoCrossdressers

â–² 12 r/ChicagoCrossdressers+1 crossposts

Suburban Mom CD

Having a fun day off of work. One of my friends picked this outfit for me. I love it 🩷

u/Dr_Robby2025 — 4 days ago
â–² 25 r/ChicagoCrossdressers+1 crossposts

Rosemont Cock Worshiper hotel host

I’m at the residence inn hotel by the airport all week. I love to cock worship, deep throat. Choke on a dick. I love anon play. Come by my room. Sit back I’ll wear a cock sucker mask and just guide me to your cock and let me swallow u up ;)

u/FunTightFreak — 5 days ago

59 [T4A] #Elgin- Crossdresser

Searching for new friends and playmates, especially other sissies and CDs, mtf trans, and select males with clean smooth cocks. I love sucking cock, no reciprocation required. Singles, couples, groups.

u/LaurenSwallows — 11 days ago

Looking for new friends

I am not interested in a random hookup. I’m looking to explore this side of my like with friends. I want to experiment with not pressure and have fun. Anyone looking to chat please message me. Would love a dressing partner.

u/pntycpl622 — 11 days ago
â–² 8 r/ChicagoCrossdressers+1 crossposts

Looking for the dl and mas bulls. Sissy boy here, just a regular slim guy who likes dressing in nice girl clothes for daddy. Love me a dominant bull.

u/Bbygurlsprm — 9 days ago
â–² 8 r/ChicagoCrossdressers+1 crossposts

Last weekend

Someone picked this outfit out for me. Love when people choose my outfit. 💙💜

u/Dr_Robby2025 — 12 days ago