Best friends from College: Aria, Bea, and Cait sit down to discuss their love lives in Aria's living room. Aria tells them about her date with pink guy, Shane. Cait discusses the frustration in getting her high school sweet heart to propose. Proudly single, Bea doesn't tell the girls about a new guy she met at work. Aria's womanizing best friend Darien comes to pick her up. They discuss Aria's romantic interests including that of Elliot, who Aria may be in love with but is terrified to pursue. Darien offers Aria a plan.
Aria convinces Cait and Bea to go to a Speed Dating event with her. Cait, who has never dated anyone other than Gavin meets R, O, and W. Just as Aria is starting to connect with I, she sees Elliot. Aria calls Darien saying his plan was a mistake not knowing the reason Elliot came to the event. Which of the girls will take a date home?
Finch meets Aria and Finch finds that maybe peaches do go along with gravy. Aria confides to Bea why she's afraid to let Elliot in. Cait puts increasing pressure on Gavin to propose as their fifth year high school reunion is coming up. Elliot hints at how valuable he finds Aria. Darien reminisces on how Aria and him met two years ago.
After a close one goes missing, the team tries to figure out exactly what happened in the mid-season finale. One of the girl's secret dark path will finally be revealed. Aria will have to make a decision between Elliot and Ian. Cait is on edge as a person from Gavin's past re-emerges. Bea finds herself catching feelings for Finch.
Bea has gone missing and Aria and Cait are on the hunt to figure out where she went. Darien shows his human side when his best friend is okay. Shane re-emerges at the girls favorite spot. Gavin gives Aria some crucial advice. Aria finally makes a decision. Cait discovers someone from Bea's past that Bea would rather stay hidden.