History TearJerker / CrazyExGirlfriend

* ''All'' of "I Never Want to See Josh Again" but especially the ending where [[spoiler:an utterly broken Rebecca tries to kill herself on the plane with her mother's medication.]] And before that, when [[spoiler: Naomi discovers Rebecca was looking at suicide websites]].

* In "I'm Going To Hawaii With Josh!", [[spoiler: the scene where Rebecca's listening at the door while Josh and Valencia make up.]]

* ''All'' of "I Never Want to See Josh Again" but especially the ending where [[spoiler:an utterly broken Rebecca tries to kill herself on the plane with her mother's medication.]] And before that, when [[spoiler: Naomi discovers she was looking at suicide websites]].

* Rebecca's life after Josh broke up with her consisted of doing what her mother wanted, going to Mock Trial Camp, training to be a lawyer, going to Harvard and Yale, and just working on the time. When we see her ten years later, she is tired, depressed, and not sleeping. When it's revealed that she's getting a promotion, she has a ''panic attack'' and tries to tell herself "This is what happy feels like."

** The climax of the episode, in which Rebecca finally gets caught in one of her lies and has to reveal to the group that she ''did'' in fact follow Josh to California (though she spins it to seem like she left New York for the town of West Covina, not that it was solely about Josh himself). It's obvious from some of the people's reactions that they don't exactly understand.

* In Season Two's "When Will Josh See How Cool I Am?", Rebecca meets Greg for the first time since he passed out at the wedding and [[spoiler:he admits that the reason he was arrested for DUI and has faced his own alcoholism to the point of regularly attending AA meetings]] is that he was driving to her house [[spoiler: to tell her that he loved her.]]

* The End of Season Two [[spoiler: we learn why Rebecca went to Yale Law after doing her undergrad at Harvard. She had an affair with a married professor and after he broke up with her, she attempted arson in retaliation; as a result, she ended up with a restraining order preventing her from going to Harvard Law, and spent time in an institution to get her arrest and conviction wiped from public records. We learn this just after Josh breaks up with her, and after father finally shows up only to ask for money.]]
* Greg leaving West Covina, and his song "It Was a Shit Show".
** His getting on an escalator and finally disappearing into the light at the top, while Rebecca tearfully watches him go.
* "Rebecca's Reprise". Doubles as heartwarming.
* [[spoiler:The fact that the events of the season two finale nearly drive Rebecca to jump off a cliff. Paula has to [[TalkingDownTheSuicidal talk her down]], and is near tears herself, obviously terrified she's about to watch her best friend commit suicide. Valencia and Heather are both also present, unable to do anything but watch with fear, unsure if Paula can save Rebecca. This is notably one of the ''only'' times we see genuine emotion from [[TheStoic Heather]], and Valencia looks like she's about to cry.]]
** The reaction of Rebecca's parents to the scene makes it worse [[spoiler:While Naomi does at least look panicked, Rebecca's father doesn't even care and calls her crazy. Paula, as messed up as she is, is actually the closest thing Rebecca has to a good, caring parental figure.]]

* An absolutely ''infuriated'' Rebecca lashing out at the entire gang when they confront her after finding out the full truth of her past. Despite persistent pleas that they love her and are only trying to get her help, Rebecca refuses to listen to them and verbally tears into each one of them. After spending the last couple years with these people, she knows how to hit every single one where it hurts the most and leaves them all heartbroken and silent.

* Rebecca admitting to Dr. Akopian in "Nathaniel and I Are Just Friends!" that she's scared that if she doesn't have someone to love her, she'll cause damage to herself or others.

* In Season Two's "When Will Josh See How Cool I Am?", Rebecca meets Greg for the first time since he passed out at the wedding and he admits that the reason he was arrested for DUI [[spoiler: and has faced his own alcoholism to the point of regularly attending AA meetings]] is that he was driving to her house [[spoiler: to tell her that he loved her.]]

** When Tommy says he'll join a Peace Corps-like organization, Paula tries to put open a happy face to say she is proud of her son, but she's just barely holding back her immeasurable sadness, and leaves the room when it's clear she'll break down crying.