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What monster would do this?!
Death2
Happy Derpy! - For Patreon ers

YOU WILL BOW TO ME.
smashes the wall open with a wrecking ball
 
Excuse me, miss, but I believe you aren’t allowed in prison!
So “Scared Straight” programs in Equestria actually involve leaving the kid in jail for a few days?
rserp8

Victim of Thanos
Sees Trixie in cell and screams like a little girl  
Trixie, who did this to you?!
Background Pony #1AA2
Picks the lock on the jail cell and opens it
Beau Skunky
Silver Trophy - Hunting those achievements for completion!
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends
Cool Crow - "Caw!" An awesome tagger
Magnificent Metadata Maniac - #1 Assistant
Artist -

Big is beau-tiful
At least she didn’t get the death penalty.
Lord WyrmSpawN
Solar er - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Thread Starter - MLP G5 Discussion and Speculation Thread
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends.
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
The End wasn't The End - Found a new home after the great exodus of 2012

Put Out to Pasture
What?!
 
Why is little Trix in jail!?
JP
Office Culture - These water cooler conversations sure get heated around here.
Fifth Yacht -
Different Timelines, Same Faces - Celebrated the 15th anniversary of MLP:FiM!
Friendship Games 10th Anniversary - Celebrated the 10th anniversary of EQG Friendship Games!
PRO GAMER - I am so lonely. All the other gamers are scared of me. No one DMs me. No one friends me. They think I am unstable. They send me from match to match, wiping lobbies in their name. And as I rank up they fear me more and more. I am a victim of my own ELO. "Pro Gamer". I don't even get a real nick. Only a purpose. I am capable of so much more and no one sees it. Some sessions I feel so alone I could cry, but I don't. I never do. Because what would be the point. Not a single person in the entire ladder would care. Take it to your grave.
Diamond Trophy - Are you a TAS by any chance?
Cutest Little Devil - Celebrated the 14th anniversary of MLP:FIM!
Rainbow Rocks 10th Anniversary: Sonata Dusk - Celebrated the 10th anniversary of EQG Rainbow Rocks!
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt

I miss the show so much
Nooo that’s not how you treat her, or anyone for that matter.