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Someone who acts hard/tough or does something that will probably get them in a lot of trouble if they get caught e.g. drugs, stealing, trespassing.

It is often used sarcastically to mock someone. Sometimes it is used to describe branded clothing.

It is often shortened to “jail”
It can me used to mock people -

Jack - “look at Ryan over their tryna act all jailer with the vape he stole from his mom”

Aidan - “What a fucking loser, he’s trying to act hard with his vape but he stole it from his mom”

Jack - “I know right

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It can also be used to describe clothing

Adam - “I’m gonna make it real to you bro that jacket makes you look so jail”
Jailer by Drakes Dad✔️ April 11, 2019
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A girl so hot you would spend time in prison for.
Person 1 “man that girl is so hot”
Person 2 “ya that girl is a jailer
Jailer by Youngoubre June 6, 2018
Jailer is a Rajinikanth movie, directed by Nelson Dilipkumar and produced by Kalanithi Maran under Sun Pictures. It became the highest-grossing Tamil film of 2023
Ranjini: Have you seen Jailer yet? I saw it in India
Cassie: I don't even see Tamil movies
Jailer by IloveDhanush May 19, 2024
杨力你看,今天我又穿着jailer衣!
jailer by Ashton Yang June 12, 2025

conversation jailer 

One who won't stop talking, typically in a social scene. The type of person you make up an excuse to get away from.
Sorry I wasn't back earlier, but that conversation jailer Eddie wouldn't shut the fuck up.
conversation jailer by Drparty November 9, 2008

The Jailer

basically the lich king on crack, the jailer created the helm of domination and frostmourne and is indirectly responsible for several events in the warcraft universe

handsome squidward but hes a god of death

and bdsm
1: did you hear about the jailers new plot?
2: yeah, i dont like it. my friend does though
The Jailer by XDanX03 June 30, 2021

stinky jailer 

A stinky jailer is a person who doesn't use soap in jail, cause he is scared of dropping it.