Jailfie 

A photo taken of a friend while they are being arrested.

I took a jailfie of my friend Mike while he was being arrested for public drunkeness. It's hilarious!

Jailfie by El Torito August 5, 2014

Jailfee 

A jail selfie

Damn Tyrone looks healthy in his jailfee

Jailfee by Psykrates January 21, 2022

jailfees 

a sexy robloxian who tryhards every game and goes on discord

that guy acts like jailfees! how sexy!

jailfees by ImAWordEnthusiast December 26, 2021

Jailie 

Detention officer; jailer

"Hey, Jailie, let me out so I can call my granny."

Jailie by KHUD October 19, 2012

Jailfriend 

This can be used for either a male or female when their significant other is currently incarcerated. When they go on a "date" they will get the customary visit with the inmate. People that consider a jailfriends a real relationship are usually either major losers or fucked in the head so bad that somebody in the outside world wants to be with them.

Bob: Is your wifes friend Tina single?
Scott: Yes and no. She has a Jailfriend she goes to visit every once in a while.

That chick can't find a normal guy to put up with her bullshit so she went and got a Jailfriend.

Jailfriend by Therealdeal1984 May 3, 2012

Jailfit 

The appearance of looking ripped as hell like youve been working out in jail for six months.

Dude that guy looks jailfit as fuck, i wonder if he killed somebody.

Jailfit by Surfsupnj May 24, 2015

jailfingers

When you use your fingers to get the best bunk in jail

I’ll drop jailfingers on the the neighbors

jailfingers by Jail finger November 13, 2023