When Ben is confronted with needing a date to his sister's wedding, Sarah begins to worry that their arrangement is becoming too serious.

Ben and Sarah choose to bring their physical relationship to a halt when Sarah begins dating a co-worker who she thinks might be boyfriend material. Elsewhere, Aaron takes his relationship with Riley more seriously than she does and shows up to meet her for what he believes to be a dinner date, but quickly realizes things aren't what they seem.

When Aaron becomes depressed over an ex-girlfriend getting engaged, Ben and Fitz decide to take him out for a night on the town, only to end up arguing over a girl. Meanwhile, Sarah tries to befriend Riley and her wild lifestyle by hesitantly attending a party that makes her question her conservative ways.

Ben runs into an ex and reaps the benefits of her short-term memory loss. Meanwhile, Fitz fears his lesbian mother is lonely and tries to find her a girlfriend, but is surprised to find that she is already in a relationship. Elsewhere, Riley dates a man with a breast-feeding fetish.

Sarah struggles to get off the "Booty Call Track" and onto the "Relationship Track" with paramedic Evan, while Ben works toward the opposite with a girl he met over the weekend. Back at the loft, Fitz, humiliated by Aaron's extravagant gift on their "Roommate-aversary," tries to take Aaron on a fun, low-cost night out.

In an attempt to avoid a date with a nerdy co-worker, Sarah asks Aaron to bid on her at a charity bachelorette auction. Meanwhile, Ben accidentally uses a suggestive phrase with a co-worker getting himself accused of sexual harassment.

After an argument with her sister over a family heirloom, Sarah is reluctant to visit her family in Louisiana for her sister's baby shower, but her friends convince her that they will help her through the weekend.

Aaron discovers that a girl he mentored in junior high has become a successful porn star and feels he influenced her poorly. Back at the hospital, a doctor Sarah admires falls for Riley and bribes Sarah with great responsibilities at work in exchange for help impressing Riley.

While dating a man who is blind, Sarah finds herself constantly craving compliments about her attractiveness. Meanwhile, the new girl Ben is dating always wears a very large brimmed hat causing him to panic.

When Sarah accidentally gets involved with her ex-boyfriend Joe, she begins losing a sense of who she really is. Ben tries to help and stages an intervention only to end up doing the same thing with his ex-girlfriend.

Ben asks Aaron to invest in a macaroni & cheese food truck idea but Ben 's business proves to be a problematic investment. Elsewhere, Sarah dates a cute journalist on antidepressants, which makes physical contact very challenging.

Ben realizes he misses the relationship he had with Sarah; Sarah lies to her boyfriend; Riley falls for a guy she just met.

Ben and Sarah go on their first double date together with another set of friends who show fluctuating interest in them. Elsewhere, Riley's new boyfriend introduces the concept of "full disclosure", and a reluctant Aaron mediates a "truth off" between Riley and Fitz to see who is better at handling brutal honesty.