Ben and Kate discover that Will is wealthy which causes Ben to act even stranger as usual and leads to him interfering on a romantic trip to his cabin. BJ tries to convince Tommy that it is time for him to move on from his crush on Kate and find a girlfriend.moreless
When Ben discovers that Kate never had a big 21st birthday blow out because she had Maddie, he decides to turn her 26th birthday into the party she never had. One of Molly's old wild friends Molly comes in to town for the party, much to the dismay of both Tommy and BJ.moreless
Ben settles in to Kate's place. To get Maddie into a better school district, Kate lies about where she lives. This lie falls apart and she has to go tell Maddie's principal the truth. Kate thinks Ben should be more strict with Maddie.moreless
This show follows some siblings and their friends while they explore the boundaries of their comfort zones.