The series follows Whitney Cummings, as she portrays a fictionalized version of herself, and her very supportive live-in boyfriend. Even though the two have decided that they will not commit to marriage, she does question how committed they are in their 3-year relationship and tries to go as far to prove a point; she begins to fear what she sees as "relationship boredom" and worries what will happen next that could possibly end her relationship. Because of what she sees and hears around her involving other relationships, she decides to use unconventional methods to keep the romantic flames glowing with the help of her close friends
Whitney - S02E06 - Two Broke Hearts(High MP4)(Aired: 9 Jan. 2013) While trying to uncover what has been making Alex's (Chris D'Elia) allergies flare, Whitney (Whitney Cummings) reveals a heart condition that has plagued her since childhood. Meanwhile, Lily (Zoe Lister-Jones) introduces the gang to her new beau, but they find that he tends to have a hard time getting to the point and Mark (Dan O'Brien), Roxanne (Rhea Seehorn) and R.J. (Tone Bell) find themselves rushing to finish his sentences.
Whitney - S02E07 - Sorry!(High MP4)(Aired: 30 Jan. 2013) Ex Marks the Spot -- When Whitney (Whitney Cummings) is contacted by a terrible ex-boyfriend who is looking to make amends, Alex (Chris D'Elia) warns her to stay away, but Lily (Zoe Lister-Jones) encourages her to arrange a meeting.
Whitney - S02E12 - Lost in Transition(High MP4)(Aired: 6 Mar. 2013) Girls just want to have fun. Whitney (Whitney Cummings) can't hold back her excitement at the opportunity to reconnect with her half-sister, but when the reason behind Lauren's (guest star Natasha Leggero) visit is revealed.
Whitney - S02E15 - Alex, Meet Lily(High MP4)(Aired: 27 Mar. 2013) Why can't we be friends? - Whitney (Whitney Cummings) begs Alex (Chris D'Elia) to hang out with Lily (Zoe Lister-Jones) because she is in need of a male friend.
Whitney - S02E16 - Cake, Cake, Cake(High MP4)(Aired: 27 Mar. 2013) I need a shrink. - While on a walk through the park with Alex (Chris D'Elia), Whitney (Whitney Cummings) spots her psychiatrist, Dr. Price (Guest star Chelsea Handler), ferociously eating a birthday cake by herself.