Rosa: Rock-paper-scissors for who has to talk to the vic's mom.
Jake: Deal. It's a game of chance. How do you always win?
Rosa: You always pick paper.
Jake: That is not true. Here, go again. One more time. All right, one more time. One more time. One more time. One more time. All right, one more time.
One more time. God, this reverse psychology is a bust!

Rosa: Come on, Peralta! Holt said to use the whole team. We all want this solved.
Jake: I appreciate the offer, but I work best alone. Except when it comes to sex. Actually, sometimes including sex.

Jake: I wasn't hurt that badly. The doctor said all my bleeding was internal. That's where the blood's supposed to be.

Jake: I guess that's your new best friend now, Santiago. Emphasis on "Iago," backstabber.
Amy: I'm surprised you've read Othello.
Jake: What the hell's Othello? I'm calling you the parrot from Aladdin.

Jake: So, we gonna talk about what happened back there? I haven't seen someone cry that much since Charles heard they were remaking "First Wives Club."

Jake: Whoo! I love the first walkthrough of a crime scene. It's kind of like arriving at summer camp, except the lake is full of blood and your bunk mate is dead. I think I might be bad at metaphors.

Captain Holt: I'm here because Major Crimes wants this case. I was hoping to tell them you have some leads. I overheard you mention a Bill Bo-Baggins. Should we bring him in?
Jake: Well, as much as I would love to meet him, he is not a suspect.