Brian spends the day with his new girlfriend, Lisa B, while the messages on his answering machine pile up. All of his friends need something from him. Deena and Dave's kid's birthday party goes awry after Deena's cupcakes are ruined, the bouncy castle is a giant giraffe, and Brian doesn't pick up the Barney costume so is left with just a dinosaur, which rips while Brian is performing for the kids. Adam and Marjorie both need Brian to take the other off each other's hands while out china shopping. Later, when Brian and Lisa B get back to Brian's apartment he listens to...
Adam and Marjorie's wedding day has arrived, but Brian and the wedding party aren't letting it go by quietly. Nicole gets a unexpected call from her husband Angelo who is still in Italy. The story of how Adam and Brian met Marjorie is told.
Everyone attends Angelo's funeral and tries to help Nicole deal with her loss.Zap Monkey is in financial ruin and Brian is forced to reconsider working for his father. Dave and Deena talk more about divorce and Adam is concerned over becoming partner with his firm and the direction his life has taken as his relationship with Heather continues.
Brian still has misgivings about working for his father. He is told to shadow an established agent...Bridget, whom he is attracted to. Nicole is prescribed Grief Therapy by her doctor. Dave is having a difficult time accepting his new position at KC and Deena thinks about getting a cupcake business going. Adam and Heather continue with their relationship, despite warnings from Jimmy, to a surprising climax.
Ivy sets up a 'Speed Dating' game at the bar in an attempt to attract more women. Brian, Dave, Jimmy and Bridget all participate. Adam and Heather start to realize that they really don't know each other well enough to be married and consider an annulment. Deena's cupcake business is starting to get off the ground and Nicole assumes partnership and tries to take over the business end.
Brian is throwing a wedding party for Adam and Heather and still pursuing Bridget. She lets him know she is involved in an 'On Again-Off Again' relationship. Jimmy runs a background check on Heather and finds info Adam knew nothing about. Nicole continues her grief therapy and begins investigating Angelo's fatal crash. Dave and Deena's separation begins to have repercussions with Larissa at her school while Deena continues exploring her relationship with TK. Brian discovers disturbing info regarding the identity of the 'On Again-Off Again' guy.
For their participation in the bar fight at Ivy's Adam and Brian are sentenced to a night of work at a homeless shelter. Nicole, feeling as if she is about to burst, tries varying methods to induce labor. TK woos Deena and flies her to San Francisco for a glamorous date but she realizes there is no chemistry between them. Dave's date with 'Sandwich Girl' goes great until she tells him her age. Bridget comes down to the shelter in an attempt to talk to Brian about their relationship and Adam starts to feel guilty about being a lawyer and if the people he helps are the ...