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Troublesome 96 

Tupac’s response to Nas’s The Message .

troublesome battlegrounds 2

A busted roblox jojo game where you play as a jojo character and kill other people in team battle free for all or juggernaut
Person 1: Hey what character do you play in Troublesome Battlegrounds 2?
Person 2: Avdol
Person 1: *shoots Person 2 because avdol is fucking stupid*

troublesome trucks 

Those Freight cars from Thomas the tank engine who would always kamikaze themselves just to get payback at a engine that slightly annoyed them
but the troublesome trucks pushed thomas down the hill

Treblesome 

Pun.

This is a pun that is made in the industry of music. As played with most instruments, there is a musical clef called, "Treble". People in music will use this as a pun word, to replace other worlds such as "trouble".
Band Director: "We will now play in C# Major with the treble clef!"

Band student: "Oh no! That sounds quite treblesome!"
Treblesome by @TheRoseBowler April 12, 2017

Troublement 

When am I gonna be out of troublement?
Troublement by Jackamania June 11, 2023

troublemeister

A shuckster, a prankster, a benign hooligan.
"Oh that Tristan, he's such a troublemeister," laughed Erin.
troublemeister by Eacksnerphfe July 17, 2023