In the wake of Haskell declaring his love for Nicki, Holly tries to play cupid. Stuart secretly arranges for Phil to get together with his high school crush.
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.