A/N - So. I started watching Brooklyn Nine-Nine because I kept seeing commercials for it on TV, and now I am absolutely in love. It's so good! I'm frantically trying to catch up so I can watch season 6 when it starts. I am pumped!

This fic is a sort of AU. It doesn't really change anything about season 2, I just wanted to explore what would happen if Jake got arrested by his friends when he was undercover. So more of a behind the scenes I guess? I dunno.

Disclaimer - How I wish it were possible.

When Jake decided to go undercover, he had pictured cool secret meetings with the FBI, crazy mob bosses with weird accents and velvet suits, and a hero's welcome at the precinct from… probably only Boyle. Still, a hero's welcome would be awesome, especially after six months away from his friends.

What he did not picture were short phone calls from his douchebag of a handler, a couple of old men that smelled like really bad cologne, and getting arrested by the Sarge after spending four months in the mafia.

Towards the beginning, everything seemed to be going perfectly. He got accepted into the mob pretty quickly after he met Leo at the bar. Everyone liked him (apparently there was something likeable about a fired cop) and he moved up the ranks fast.

There wasn't even some crazy initiation thing, which Jake was totally not disappointed about. That would be immature and crazy. Not like him at all.

Even the FBI was being lame. After he got set up with the bad guys some agents broke into his apartment and told him they would be in touch. That was it. He'd gotten like three phone calls from them since then. Boring.

Cut to four months later and Jake was in a big ol' pile of nope. He was at an ultra-secret meeting in an old warehouse with Derek and some of the Ianucci family. He didn't know what exactly they were meeting about, but he could tell it wasn't that important. Probably just some reports.

Jake was listening intently to the man on center stage talk about increased police patrols (noice) and drug sales in their area, doing his best to memorize the info for the feds, when he heard gunshots and yelling from outside. Decidedly not cool.

All the Ianuccis started shouting stuff in Italian and pulling out their guns as they heard their guards get taken down, and Derek shouted at Jake to get down as he took out his own pistol.

Jake was internally freaking out, hoping that it was just a rival gang or something and not the police, but he knew he had to seem cool and collected for the whole undercover thing to work. So he pulled out his gun and got ready for the inevitable firefight.

This was his district. Please don't be the police.

More gunshots, closer and closer, some shouted orders, and then the doors burst open. Jake watched from behind a crate as the men entered the warehouse (his heart dropping as he saw their uniforms) and checked behind him to make sure everyone found cover.

Derek nodded at him, carefully concealed behind a stack of boxes, and pointed with his gun at a door in the back of the room. The Ianuccis must have gotten out through there. Jake nodded back and glanced at the officers. They were advancing cautiously into the room, checking behind crates and signaling each other.

Jake's eyes widened as he saw the officer nearest to him. It was...Rosa?

Frantically, he examined the rest of the men and women. Terry, Boyle, Holt, some uniforms he recognized from the precinct, and...Amy.

Okay. Cool, cool cool cool cool cool. No biggie. He has an exit. He can get out. Eyes closed, head first, can't lose.

Jake waited for an opening when none of the officers (his friends) were looking, then darted away from his cover towards Derek. He was waving furiously, telling him to hurry, already at the door.

"Freeze! NYPD!" That was Amy's voice. Damnit.

He booked it.

Jake could hear gunshots from behind, feel them whizzing past. He wanted to yell, to surrender, to tell his friends it was him, not some drug dealer they were shooting at, but his handler had made it very clear that he couldn't have any contact with the nine-nine. Or anyone, really. That guy was a total bummer.

Derek ducked through the door a mere second before Jake did. Just before Jake slammed it shut, he risked a glance behind him.

Oh look, he found Terry. Wow. He forgot how big the Sarge was.

"Heyyyy…" said Jake as the door was wrenched away from his insanely weak grasp by the insanely strong man. "How you been?"

A/N - I thought this would be a good place to leave it. I don't really have any plans for any separate b99 one-shots so I thought I would just drag this one out for as long as possible. So instead of a one-shot it's a full story now! Yay!

I know this show doesn't have a huge fandom on this site, but those of you who do read and/or write this stuff, I appreciate your feedback. I hope I got down Jake's character, he's really fun to write. I got to use his coolcoolcoolcoolcool thing, which was awesome.

So let me know how I did, and I will let you know that I will keep writing this whether you want me to or not!