Four egocentric friends run a neighborhood Irish pub in Philadelphia and try to find their way through the adult world of work and relationships. Unfortunately, their warped views and precarious judgments often lead them to trouble, creating a myriad of uncomfortable situations that usually only get worse before they get better.
With Frank intent on marrying a prostitute, The Gang tries to make the best of it by attempting an image makeover to uncover the heart of gold that exists deep inside Frank’s “pretty woman.”
Dee and Dennis take the gang to their favorite childhood vacation spot where things aren't quite how they remember. While Dee and Dennis see the seedy side of the Jersey Shore, Mac, Frank and Charlie have the nights of their lives.
Frank finds himself in the child beauty-pageant business and fears that people might think that he's in it for the wrong reasons. Meanwhile, Dee wages war on stage moms, and Mac, Dennis and Charlie think they have found a contestant to back.
Dee faces an IRS audit over her claim that the baby she carried as a surrogate is her dependent, while the guys decide to run the bar in an unemotional, democratic manner rather than their typical method of shouting and personal attacks.
When Frank's long lost brother Gino shows up at the bar, the two of them tell the gang about the jazz club they ran in the 1960s and 70s, and how they fell out over Shadynasty, a singer who was the love of both of their lives.
As a hurricane threatens Philadelphia, Mac, Dennis and Charlie go to a mall to buy supplies and check out the large breasted TV reporter broadcasting from there, while Frank and Dee prepare Paddy's, and its basement bunker, for the storm.
The Gang's plan to "extract" an "artifact" from a residence is jeopardized when the owners turn out to be home. Having not been noticed on the way in, they must make a plan to get the same result for the way out.
Traffic problems as a result of the President's visit to Philadelphia makes it difficult for the gang to see the summer's biggest film, "Thunder Gun Express".