Barry, Ben, Bobby, and Jason are best friends with the nickname, ""Four Kings of New York."" When Ben's mother passes away, she passes her swanky apartment onto Ben, who immediatley invites his best friends to move in with him.

Barry gets a date with a girl Ben had a crush on in high school. To show his affection, Ben videotaped a poem he wrote back in high school but didn't actually show the tape to her until now. Barry immediately gets jealous once he finds how well his date and Ben get along and decides to make a tape of his own. Meanwhile, because of his insecurity, Jason's boss demotes Jason after he discovers an ""endowment"" Jason possesses. Bobby comes to Jason's aid and tries to reason with his boss.

Jason is excited when his boss gives him the job of redeveloping a low-income housing building into luxury condos. Ben decides to write an article on the former tenants who were evicted from their homes, which creates problems between the two. Meanwhile, Bobby and Barry are getting paid for befriending two elderly woman, but Barry soon finds out his woman wants to be more than just friends.

Jason is stuck watching an iguana when the owner tricks him into holding it and leaves. Ben's new girlfriend does not take criticism very well.

A few high school kids want the table at the coffee house where Barry, Ben, Bobby and Jason usually sit. They don't want to leave the table to the kids but they are all afraid to get into a fight.

After Barry gets a peek at Jason's much-larger paycheck, he decides to pick up the check at an expensive French restaurant, spending more on his boss's credit card than he can possibly pay back.

Ben thinks he has made a romantic connection with a neighbor he met in the lobby.