Charles: I should've known Maura wouldn't be able to control herself. Strong women, they're just drawn to me. You know, they're all right angles, and I'm nothing but curves.

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.

Sergeant Jeffords: Boyle! Were you dreaming about Jake again?
Charles: Why did you wake me up?! I told you never to wake me up!

Charles: Is the equipment secure?
Jake: Check.
Charles: Weapon loaded?
Jake: Check.
Charles: Did you have breakfast?
Jake: What? That's not on the checklist.
Charles: I added it because I care about you.
Jake: No, I did not have breakfast.
Charles: Unacceptable. Look in your pocket.
Jake: Hey, there's little chocolate chips in this.
Charles: Yeah, I'm not an idiot. I know how to trick my best friend into eating his fiber.

Jake: Whoo-hoo-hoo! We did it! What? I'm only human. You can't always expect me to be the coolest guy ever.
Bob Annderson: Coolest guy ever? Try telling that to Alan Greenspan.
Captain Holt: Nice burn, Bob!

Bob Annderson: Okay. There's an agent that matches that description. His name is Ryan Whelan. You think you could ID him if you saw him?
Jake: Oh, yeah. I'd recognize that scar from 20 miles away.
Bob Annderson: You must have fantastic vision.
Captain Holt: Or it's a gigantic scar.
Jake: I was clearly exaggerating. Why do you have to ruin everything?

Bob Annderson: This whole area is video-monitored by this guard here.
Captain Holt: I can distract him with conversation. What do you know about him?
Bob Annderson: Watches a lot of TV. I heard him mention "Sex and the City."
Captain Holt: Then I will discuss both of those shows with him.
Jake: Ooh. "Sex and the City" is one show. It's not a show called "Sex" and then another show called "The City."
Captain Holt: Okay. Good start. Now I know that.