Mary tries to make Wilson say that he ""loves"" her, but Wilson thinks it's a big commitment and that they haven't known each other long enough to say those words to each other. Meanwhile, Simon and Ruthie are reading Matt's love letters to Heather and get caught. Matt tricks them by addressing one of the letters to ""Mrs. Matt Camden."" By this, Eric accidently finds the letter leading to think Matt and Heather got married over the summer, which worries himself, Annie and Heather's mom, Mrs. Cain. Lastly, Eric helps Lucy's friend, Laurie get closer to her mother.

Lucy gets an invitation to have pizza with two rebellious friends, then blames herself for the tragic car accident that claims her friend's life, and her sister in the hospital. After Lucy's friend is killed, the family rallies around her, noticing her unusually distant behavior. In addition, Mary does a favor for her ex-boyfriend Wilson and baby-sits his son Billy so he can go to his prom. Also, Simon gets his own room while Matt moves into the attic.

Matt tries to find the right time to tell his parents that he's accepted an internship in Washington. Meanwhile, his concern for his sisters leads to a confrontation with Mary and Wilson.

Eric and Annie's parents arrive right in the middle of the crisis involving Mary and Matt; and Happy's original owner comes to take him back.

Samuel and David are home and won't stop crying. Matt gets a new job at the Dairy Shack as a delivery guy. Mary sneaks to the pool hall to meet Wilson while Lucy covers for her at home. Lucy ends up doing all the cleaning by herself. Mary hangs out with Jordan as Wilson arrives. Wilson is thinking of moving back to Glen Oak, but Mary realizes she doesn't have feelings for him anymore. Ruthie wants to run away from home because she doesn't get much attention as she used to. Annie gives Ruthie her baby book. Simon orders food from the Dairy Shack to check out Matt's new job. Matt is fired from his job and meets an old girlfriend, Shana.

The striking resemblance of Robbie's new friend, Marie, to Mary raises eyebrows among discerning Camdens. Annie's invitation for her to stay for dinner makes things weirder for them. Back in Buffalo, unbeknownst to Robbie, Mary accidently bumps into her old boyfriend Wilson (guest-star Andrew Keegan) and his son Billy at the train station and makes plans to meet him for the evening. Mary is unsure on whether she should tell Robbie, but confides in her family about this. They all say that she should tell Robbie about this, but decides to ignore their advice. Also, Matt meets Robbie's ex-girlfriend, Cheryl, at the restaurant where she works. He starts to have feelings for Cheryl and tries his best to try to get her to go on a date with him. His efforts work by the end, but is having a hard time telling Robbie about his interest in his ex-girlfriend.