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Uploaded by RainbowDash69
Eden Shallowleaf - For supporting the site
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)
Non-Fungible Trixie -
Preenhub - We all know what you were up to this evening~
Twinkling Balloon - Took part in the 2021 community collab.
Emerald - For users who have donated to the site
My Little Pony - 1992 Edition
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab
Dream Come True! - Participated in the MLP 9th Anniversary Event
Toola Roola - For helping others attend the 2019 Community Collab
Wallet After Summer Sale -
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends
A Tale For The Ages - Celebrated MLP's 35th Anniversary and FiM's 8th Anniversary
Happy Derpy! - For Patreon supporters
Bronze Supporter - Bronze Patron
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Birthday Cake - Celebrated MLP's 7th birthday
Thread Starter - Automotive enthusiasts?
Not a Llama - Happy April Fools Day!
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012
 3508x2480 PNG 12.08 MB
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Ministry of Image - Fanfiction Printing

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Edit History (14)
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2288175 artist:roemesquita
5 izzy moonbow
24200 pipp petals
23843 sunny starscout
24802 zipp storm
19330 earth pony
554100 pegasus
546813 unicorn
590961 anthro
379637 g5
87872 my little pony: a new generation
15814 ball
5891 bondage
49481 bound wings
5122 clothes
682182 cuffs
6800 cute
281287 high res
412210 horn
255479 hornball
873 izzy's tennis ball
1249 izzybetes
2936 pipp is short
796 prison outfit
1854 prisoner
1345 prisoner im
69 prisoner pipp
101 prisoner ss
62 prisoner zipp
73 tennis ball
1625 varying degrees of want
1161 wings
255630
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7 comments posted
Background Pony #8554
I don’t know what they’ve done, but I can tell Izzy has no regrets about what she did and will almost definitely do it again.
Posted Report
Eragor14
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Sunny Starscout fan
@Background Pony #BED0
Not a G5 prison fetish, a pony prison fetish, G4 ponies included. At least, that’s what Sam (RainbowDash69) has told me, and he has commissioned several images of ponies in prison garb. In that way I would say he is the king of that fetish, really. Just look at his uploads on his profile if you want to see some of his other prison pony images that he has uploaded. As he has quite a lot.
Posted Report
Eragor14
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Sunny Starscout fan
Sees ponies in prison jumpsuits
Looks up to see who uploaded the picture
Notices it says it was uploaded by RainbowDash69
Yep, seems legit to me!
Posted Report