Crazy Headcanons

Twi Clown
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Elements of Harmony - Had an OC in the 2022 Community Collab
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!

Übermensch in training
@Cosmas-the-Explorer
Nahhh, it wasn’t like that. Twilight merely saw the prices of her own favorite movies and her empathy and need to do something that doesn’t involve the princess making “business intrusive laws” came in…
@Tiger beetle
…that being said Twilight would object at a website that paints an obvious target on her or Dash’s back.
Posted Report
Korora
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Lunar Guardian - Earned a place among the ranks of the most loyal New Lunar Republic soldiers (April Fools 2023).
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!
Preenhub - We all know what you were up to this evening~
Artist -
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
The End wasn't The End - Found a new home after the great exodus of 2012

Let's keep calm here...
@Cosmas-the-Explorer
And if it fell into the possession of someone who’s genuinely seeking some greater good, it wouldn’t destroy that desire; it would only distort it into a by-any-means-necessary attitude.
Posted Report
Twi Clown
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Elements of Harmony - Had an OC in the 2022 Community Collab
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!

Übermensch in training
Twilight Sparkle and Shining Armor are not fond of spending time with their grandpa, specifically, Night Light’s father.
Posted Report
Korora
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Lunar Guardian - Earned a place among the ranks of the most loyal New Lunar Republic soldiers (April Fools 2023).
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!
Preenhub - We all know what you were up to this evening~
Artist -
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
The End wasn't The End - Found a new home after the great exodus of 2012

Let's keep calm here...
My Little Pony Tales: Rozy’s disappearance was the work of Utopia-Justifies-The-Means fanatics, but the actual foalnapper died of a heart attack before he could relay her to his accomplices. The precise nature of what they meant to use Rozy for is lost to history.
Cosmas-the-Explorer
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Notoriously Divine Tagger - Consistently uploads images above and beyond the minimum tag requirements. And/or additionally, bringing over the original description from the source if the image has one. Does NOT apply to the uploader adding several to a dozen tags after originally uploading with minimum to bare tagging.

Explorer in Training
@Twi Clown
He is a snobbish stoic elite who disapproves of Twilight Velvet’s “unprofessionalism”. He also tells Twilight she shouldn’t associate with those “lower class Ponyville friends of hers”.
Posted Report
DragonBoi471
Duck - Does Anypony Else even feel like Reading What I Say?
A Really Classy Artist - 250+ images under their artist tag
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
Dream Come True! - Participated in the MLP 9th Anniversary Event
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends
An Artist Who Rocks - 100+ images under their artist tag
Artist -

*Durgon Noises*
When Queen Chrysalis was a nymph, she had a pet tarantula hawk wasp named “Mr. Stinger” (who was actually female); the way she hunted for food was what inspired Chrissy’s actions/decisions as an adult.
Posted Report
Korora
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Lunar Guardian - Earned a place among the ranks of the most loyal New Lunar Republic soldiers (April Fools 2023).
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!
Preenhub - We all know what you were up to this evening~
Artist -
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
The End wasn't The End - Found a new home after the great exodus of 2012

Let's keep calm here...
When Derpy took the orb for Twilight, Minty (in full Mama Bear mode) had to be restrained from launching herself at Tempest in sheer rage.
Posted Report
Twi Clown
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Elements of Harmony - Had an OC in the 2022 Community Collab
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Verified Pegasus - Show us your gorgeous wings!

Übermensch in training
During the timeskip, Twilight had a headache when Spike had a…let’s just say some teenage dragons ocasionally have a “pyromaniac” phase.
Posted Report
Background Pony #C49C
The wonderbolts and shadowbolts have partnered with Troy Lee Designs, mainly in supercross.
Posted Report
14Fan
Solar Guardian - Refused to surrender in the face of the Lunar rebellion and showed utmost loyalty to the Solar Empire (April Fools 2023).
Crystal Roseluck - Had their OC in the 2023 Derpibooru Collab.

#Go4tNiners!
One of my characters is a ‘Bolt. I have a head canon where the Mane 7 in EG meet my head-canon characters and get into NASCAR. IK it’s dumb but it works for me.
Posted Report
Interested in advertising on Derpibooru? Click here for information!
KilianKuro Commissions!

Help fund the $15 daily operational cost of Derpibooru - support us financially!

Syntax quick reference: **bold** *italic* ||hide text|| `code` __underline__ ~~strike~~ ^sup^ %sub%

Detailed syntax guide