Bonnie's annoyed when Ben invites her estranged mother to a family weekend at Emma's preschool. Meanwhile, Riley and Tucker take an improv class in hopes of furthering their careers.

Ben poses as Bonnie's husband, Brad, when her friends from work don't believe that she has an attractive, younger lover. When Danny begins dating a beautiful actress as a publicity stunt, Riley, who believes the relationship is real, decides to go back out with Ross to make Danny jealous. Tucker tries to further his entertainment reporting career by getting the real scoop on Danny and his new girlfriend.

Ben and Riley both realize they are in for more than they bargained for with dating older, more mature adults, they work together to come up with a plan to get out of their respective relationships. When Bonnie and Tucker gain insider information about players on Danny's hockey team, they bet against the Rangers to win some cash.