History TearJerker / BrooklynNineNine

* Rosa's parents have an exceptionally hard time accepting her bisexuality. Although her father later says that he loves her and will try his best to try and understand her desires and choices, he also asks that she stop coming over for game night because it will upset her mother. The normally stoic Rosa can't help but shed a tear.

--> '''Jake:''' It just feels a lot harder for me to put another human being in prison [[spoiler: after experiencing it myself.]] Look, I wanted to be back on the field because I wanted to be the old me. But the truth is: I'm not the old me yet. Maybe I never will be.

** The fact that Jake was willing to resort to getting a contraband phone and consorting with known troublemakers in the prison in order to get it. Since he's an ex-cop, he's already in serious danger in prison, and since he wants to prove his innocence, him getting caught doing anything illegal would be ''really'' bad. So the most sensible, logical thing for him to do would be to keep his head down, follow the rules, and avoid engaging with the other prisoners whenever possible. But he throws it ''all'' on the line -- his safety, what little remains of his credibility -- just to hear Amy's voice again.

** The fact that Jake was willing to resort to getting a contraband phone and consorting with known troublemakers in the prison in order to get it. Since he's an ex-cop, he's already in serious danger in prison, and since he wants to prove his innocence, him getting caught doing anything illegal would be ''really'' bad. So the most sensible, logical thing for him to do would be to keep his head down, follow the rules, and avoid engaging with the other prisoners whenever possible. But he throws it ''all'' on the line -- his safety, what little remains of his credibility -- just to hear Amy's voice again.
* In "Moo Moo," Terry's rant to Holt about why, despite the potential political consequences, he ''has'' to file a report against the racist officer that stopped him.
-->'''Terry:''' When I got stopped the other day, I wasn't a cop. I wasn't a guy who lived in a neighborhood looking for his daughter's toy. I was a black man, a dangerous black man. That's all he could see: a threat. And I couldn't stop thinking about my daughters. And their future. And how years from now, they could be walking down the street, looking for their kids' Moo Moo, and get stopped by a bad cop. And they probably won't get to play the police card to get out of trouble. I don't like that thought, and I'm gonna do something about it. So I don't care if it might hurt my career. I'm filing that report. [[ScrewTheRulesImDoingWhatsRight Even if I have to go over your head to do it.]]

-->'''Rosa:''' Look, [[spoiler:prison]] is awful. I'm lonely, I'm scared. I just want to be back home. And I was happy you guys were coming to visit, but then you [Holt] started calling me by my first name, and you [Terry] kept making that crazy crying face. The only one that is acting like himself is Hitchcock. If I'm gonna get through this, I need to feel like my old life isn't gone. I need normal interactions. So I need you guys to fight with me, and be honest with me.

** [[spoiler: The trial in general. It feels like a big HopeSpot until the end.]]

** In the same episode, Jake's reaction to Holt yelling at him after Holt thinks he failed to stop the viral video from being uploaded.

--> '''Jake:''' ''(sadly)'' Great. So it all worked out. End of story.

--> '''Holt:''' I wasn't talking about them. I was talking about the Nine-Nine.

--> '''Charles:''' Yep. You're right. It's fine. I'm gonna be totally fine without you. *starts to cry*

--> '''Jake:''' Every case with you is the best case ever.

* Rosa crying over Pimento's whereabouts in "The Night Shift."

** The whole episode honestly has a very depressing undertone to it. It's still hilarious and delivers many jokes, but Jake's and Holt's desperation to get back home to the people they care about, like the squad and their significant others, is still very easily felt.

* All throughout the episode "Coral Palms, Pt. 1", Holt is insistent on making the best of his and Jake's placement in Florida under Witness Protection while Jake is still breaking protocol and trying to solve the Figgis case so that they can go home. But at the end of the episode, Holt joins Jake in breaking protocol because he realized that the only time he really felt alive during their entire six month stay in Florida was when they were trying to stop the video of them from being uploaded so that they can still maintain their covers, since that was the closest thing they'd done to actual police work since they arrived in Florida. Seeing Jake breaking protocol in his desperation to get back home is sad but expected, since this is [[CowboyCop Jake,]] after all. But seeing ''Holt'' becoming so desperate that he resorts to breaking protocol, too? That is a real TearJerker.

* Jake removing himself from the case as Amy's undercover handler in "Maximum Security", after realising that he can't be objective when she's unarmed and in danger, is a combination of this and a CrowningMomentOfHeartwarming. Even though it's ultimately due to the fact that he cares about her too much, there are quite a few sad consequences: Jake leaves believing that he's a weaker person than he thought; he and Amy realise that they may not be able to work cases together any more; and Jake having to leave Amy in Texas while he returns to New York, so that if anything does go wrong in the case he won't know, are all worthy Tear Jerkers.

--> '''Holt:''' '''Never love anything.''' That's the lesson.

* Rosa and Adrian's [[spoiler: goodbye]] in "Paranoia."

* Rosa tearfully confessing to Holt that she's genuinely scared she might never find love after breaking up with Marcus in "Into the Woods".

* Rosa tearfully confessing to Holt that she's genuinely scared she might never find love after breaking up with Marcus in "Into the Woods"

--> '''Holt:''' '''Never love anything.''' That's the lesson.

--> '''Jake:''' ''(after Amy asked how's he taking the news)'' "I'm basically handling it the way I dealt with my dad leaving: just repressing the hell out of it."

* [[spoiler: In the season 2 finale, Captain Holt is forced to take the promotion given by Wunch to prevent his precinct's best detectives from being reassigned into different locations, thereby making the Nine-Nine even more miserable. When everybody hears Holt's announcement that he is leaving, Jake is in denial and demands Holt goes back to being the "robot cop" that everybody knows and loves. Holt's final farewell goes as [[CallBack "Meep Morp"]] with teary eyes.]]
** Gina would not stand for this outrage and decided to go wherever Captain Holt goes as well.

* [[spoiler: In the season 2 finale, Captain Holt is forced to take the promotion given by Wunch to prevent his precinct's best detectives from being reassigned into different locations, thereby making the Nine-Nine even more miserable. When everybody hears Holt's announcement that he is leaving, Jake is in denial and demands Holt goes back to being the "robot cop" that everybody knows and loves. Holt's final farewell goes as [[CallBack "Meep Morp"]] with teary eyes.