Simon finds out the real reason why Deena wants to break up with him. Ruthie does her best to get back together with her old boyfriend, Burt, while Lucy also tries to go after an old flame: Andrew Nayloss. Mary decides to take things slowly with her relationship with Robbie and her life. Matt and Shana break up, but he reconciles with Heather. At the end, a cliffhanger shows Matt and Heather may have gotten married.