They say marriage is the number one cause of divorce. For Alex and Whitney, it's one of many reasons they're determined not to take the plunge. After going to yet another one of their friends' weddings, Whitney realizes that she and Alex are dangerously close to relationship boredom. She sees it happen all the time: pretty soon you're not dressing up for each other, you're not having enough sex, and you start fighting.
Whitney realizes that she and her long-term boyfriend are in a rut.
When Whitney realizes that she and Alex have never gone on an official first date, she comes up with an unusual idea to recreate the past.
When Alex won't fess up to checking out a hot girl, Whitney decides that the best punishment is the silent treatment.
Lily is on edge with anticipation that Neal might propose, while Whitney and Alex compete to see who can be more romantic.
Whitney and Mark conspire to catch Alex's condescending tone of voice by setting up cameras around the apartment.
When Alex encourages Mark to recycle his beer can, Mark's firm stance against it causes the two to "break up."
When Whitney discovers Alex has given up some of his interests since dating her, she is determined to share them with him.
When Alex's childhood dog passes away, Whitney suggests they adopt a dog together. However, the adoption process isn't as easy as they'd hoped, especially when dealing with pound owner Mrs. Janks.
Whitney battles insomnia after Lily makes her the maid of honor, and she decides to pay a visit to her psychiatrist. Chelsea Handler guest stars!
Whitney and Alex scheme to skip out on their family holiday gatherings. Jane Kaczmarek and Peter Gallagher guest star!
After a trust breakdown, Whitney takes some solo time - only to return home and find Alex in a compromising position.
Whitney fakes being interested in Lily's wedding plans; Alex pretends to be young and hip to reboot his Internet career.
Roxanne hires Whitney as her office assistant to spy on her work nemesis.
When Whitney (Whitney Cummings) becomes close to a male co-worker, Alex (Chris D'Elia) begins to feels a little jealous. The two notice a disconnect in their relationship and decide to go to see Dr. Grant (John Cleese), a couples therapist who assigns at-home exercises designed to improve communication and intimacy -- and result in some awkward moments. Meanwhile, Lily (Zoe Lister-Jones) and Neal (Maulik Pancholy) host a game night and Mark (Dan O'Brien) and Roxanne (Rhea Seehorn) realize that they make good partners.
Whitney (Whitney Cummings) is shocked to discover that Roxanne's (Rhea Seehorn) ex-husband Lance (Hayes MacArthur) is back in town. Whitney tries to dig up dirt on Lance so that she can convince Roxanne that he is not a changed man, but instead ends up with a surprise of her own. Meanwhile, Neal (Maulik Pancholy) encounters some racism with one of his work colleagues, but isn't sure how to handle the situation.
After Mark (Dan O'Brien) breaks it off with yet another woman, he shares his personal theory -- explaining that couples know within 48-hours of meeting if they want to be together. Not surprisingly, everyone agrees that they knew they had met their soul mates within that timeframe except Whitney (Whitney Cummings). Trying to prove her wrong, Alex (Chris D'Elia) takes Whitney on a trip back to 2008 and the might they first met.
Trying out a new shapelier bra Whitney gets more than she bargains for when she entices Alex with her enhanced look. After Roxanne calls it quits with Lance, she asks Mark to help pack up his stuff, but things become complicated when Mark decides to take advantage of the situation. Meanwhile, Lily and Neal begin discussing a pre-nup, but the conversation leaves them wondering if they should even get married.
Roxanne consoles Lily when she gets some new news.
When Whitney (Whitney Cummings) finds a box of stuff from Alex's (Chris D'Elia) old girlfriend in the basement, she confronts Alex about it. Not satisfied with his answers she turns to Mark (Dan O'Brien) and gets more information than she bargained for. Meanwhile, trying to be the perfect roommate for Roxanne (Rhea Seehorn), Lily (Zoe Lister-Jones) only seems to make things worse.
When Whitney and Alex discover Neal on an apparent date, Whitney throws a dinner get-together for the whole crew, giving Neal an ideal opportunity to inform Lily about the romantic development in person.
Alex (Chris D'Elia) returns from a bachelor party and makes a drunken marriage proposal to Whitney (Whitney Cummings). She laughs it off, but when she finds out that he broke her one rule about strip clubs -- no going into the Champagne room - she sets out to find Britnee (Guest Star Eve), the dancer who lured him in. The confrontation takes a turn and Alex once again takes a knee. Meanwhile, Lily (Zoe Lister-Jones) and Neal (Maulik Pancholy) continue to figure out their new friendship and Mark (Dan O'Brien) begins to realize that he has feelings for Roxanne (Rhea Seehorn).
Alex (Chris D'Elia) and Whitney (Whitney Cummings) head to City Hall to make it official, but finding out that Whitney's driver's license is expired sparks a chain of unusual events that interfere with their plans to wed. Later, Whitney's dad (Guest Star Peter Gallagher) seemingly comes to the rescue, but it may be too late. Elsewhere, Neal (Maulik Pancholy) and Lily (Zoe Lister-Jones) lead Mark (Dan O'Brien) to confess his feelings for Roxanne (Rhea Seahorn).