When Greg and Jen slip away for a couples massage, the afternoon doesn't turn out to be as relaxing as they expected. Also, Tim, Heather and the kids have a contest to see who can accumulate the least trash, Colleen asks Matt to illustrate a children's book she is writing, and Jen helps Joan and John with their will.

A salesman at a guitar store hits on Clementine, which makes Tyler uncomfortable; a tattoo artist makes a spelling error on a tattoo Tim got as a Valentine's Day surprise for Heather; Matt's plan for Valentine's Day with Colleen doesn't go as hoped; and Greg and Jen discuss having another baby.