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.
A girl from Charlie's past reveals they have a child together. Mac sees the benefits in being a pro-life advocate, while Dennis uses an abortion rally to meet women.
After reminiscing about high school, the guys conclude that it would be a public service if they allowed teens to drink in the bar, thus providing a safe and controlled environment for teens to party. Feeling that she missed out on a lot as a teenager due to having to wear a brace for her scoliosis, Dee begins dating a high school jock.
After discovering that he might have cancer, Mac and Dennis attempt to find a woman who will sleep with Charlie. In the midst of their search, Mac falls in love with a transsexual he meets at the bar named Carmen. Overwhelmed by the extra workload that she had to take on since Charlie has taken a leave of absence, Dee tries to get Dennis to hire a recently out of work actress friend to help out.