South Chicago Sun Flare

When you slip pop-its into your urethra and they slowly go off one by one during anal intercourse

I'm still having issues sitting down after me and George tried the South Chicago Sun Flare.

by BeefCake- January 8, 2026

bo from chicago

hes bo and hes from chicago, has some d1 prospects but dropped them for a monk. hes bo from chicago tbh.

Bo from chicago. Wow thats bo from chicago

by bdustdadawg March 6, 2023

Chicago hammer marks

While attempting to strike a nail, one misses their target and leaves an dent in the wood beside the nail.

While Attempting to nail his fence, Jordan frequently missed his target, leaving scores of Chicago hammer marks.

by FrontRowJonny March 9, 2023

chicago bob

defined: the primal act of taking a woman from behind whilst her head is in a toilet

Girl he took me from behind while my head was in the toilet, he gave me a real Chicago bob!

by Doris Pringle Brule June 17, 2024

Chicago Bob

The Primal Act Of Taking A Woman From Behind Whilst Her Head Was In the Toilet

Girl I love smelling shit while getting it doggy, He gave me a chicago bob!

by Doris Pringle Brule June 17, 2024

Chicago Bob

THE PRIMAL ACT OF TAKING A WOMAN FROM BEHIND WHILST HER HEAD IS IN THE TOILET

Girl, I love smelling shit while getting raw dogged! He gave me a real chicago bob!

by Doris Pringle Brule June 17, 2024

chicago baptism

Walking in the door and getting hit in the head with a fairly large dildo.

I loved Ebon’s story of his Chicago Baptism, as told on Late Night with Seth Meyers on June 19th 2024.

by ms2023 June 20, 2024