Jake: Okay, Boyle, you live in your ex-wife's new boyfriend's basement. I'm not taking advice from you.
Charles: I'm ashamed of my living situation!

Sergeant Jeffords: So we have good news, and we have bad news.
Charles: My Nana always said, "Bad news first because the good news is probably a lie." Fun fact: she made me cry a lot.

Charles: Hey, Rosa, are you ready to go streaking?
Rosa: What?
Charles: That's what my dad and I called getting blonde streaks in your hair. We used to do it to our ponytails on road trips. You just take a little lemon up top, and let the sun do the rest. We called it giving each other road head.
Rosa: You just said you called it going streaking.
Charles: It had a couple names.

Charles: Are you blackmailing me? I don't have any money, Hitchcock. I'm still paying my uncle's funeral bills. I rear-ended the hearse. It was a mess.

Charles: Jake, do you know why little boys pull little girls' pigtails on playgrounds?
Jake: Because they're so easy to grab, they're just begging to be pulled.
Charles: Because they like the girls and that's the only way they know how to get their attention.
Jake: What are you saying?
Charles: All of this teasing. This elaborate date. Somewhere deep down, you like Amy. Like like her like her.

Hitchcock: What bet? What are you guys talking about?
Sergeant Jeffords: Seriously? The bet? They've been keeping score all year. It comes up all the time. What are you doing all day?!
Hitchcock: Nothing. Why, you want to hang out?

Captain Holt: Oh, I've caused a problem. I think I am getting a text message. Bloop. Ah, there it is.