Louie is a cuck with zero pride
I know he thinks we're supposed to laugh at this but there is really nothing funny about a middle-aged man getting played by women who act like high schoolers and is too much of a wimp to even stand his ground while being violently assaulted by a crazy woman on the street. Louis CK the person might not be this way (in fact I've heard he's a creepy perv pseudo-rapist IRL), but there is nothing funny about watching an emasculated man get sh!t on.
"I like simple pleasures like butter in my ass and lollipops in my mouth." - Floyd Gondolli