Holly dates a much younger man and Eden questions his motives. Phil and Eden secretly become friends with benefits. Stuart convinces Haskell to pursue a woman he's admired from afar and ends up accidentally stealing her cat.
Three divorced men share an apartment across the hall from their female divorce attorney, who is also their landlord.
The "never been married" Holly introduces her newest single client Stuart to his new roommates - ladies' man Phil and the sardonic homebody, Haskell. Things get off to a shaky start for Phil and Haskell when they begin to have reservations about living with clingy Stuart, but Holly is right across the hall to help them steer clear of any catastrophes.
After all, it helps her to avoid her own relationship and commitment issues! To top it all off, Holly's hard-partying assistant Eden, doesn't let her professionalism get in the way of prying into her boss's personal life. Through the episodes, the guys begin to realize that the issues they have with each other are the same ones that they had with their ex-wives.