Chicago Al Bundy
To put a short heeled shoe in a large girls mouth during intercourse (normally while in doggy style position) ; while refrefering to Ed O'neal who played "Al Bundy" in American T.V. show "Married with Children" we're he worked as a shoe salesmen and often had to deal with large weman an wanting to purchase small shoes, in his home town of Chicago, Illinois
Homie1: Yo i fucked this big girl the other day

Homie2: Swear bruh?

Homie1: Hell yea hit her wit the Chicago Al Bundy