Crazy Headcanons

Background Pony #147A
Starlight’s past is much more complicated and screwed up than what we ended up seeing. It’s just that Starlight was fixated on that one moment with Sunburst, due to her naturally obsessive personality and her tendency to overlook major details.
meddler

Pony Flash Sentry is actually several hundred years old. He was alive when Equestria was first founded, and traveled to the Crystal Empire to fight against Sombra as a Robin Hood-esque figure. His luck ran out when he was captured and flung into the future with the rest of the Empire.
 
After Sombra’s final defeat, Flash left the Empire to try and reconnect with the rest of the world, but felt alienated by how much everything had changed. He returned to the Empire and joined the Royal Guard, having found purpose there and plenty of old friends who were going through the same problems.
 
Also, Flash Sentry is Twilight’s great-great-great-great-great-great-etc-uncle. Neither of them know about this.
Scrabbleman
Duck - He literally asked for this
Wallet After Summer Sale -
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Artist -
Birthday Cake - Celebrated MLP's 7th birthday
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

[screams in German]
Twilight will one day become a dictator in Equestria after a great war happened.  
Her friends will be the ones to kill her and her death will take place on her lonely throne.
 
This was all a plan by Twilight. After the war, many ponies lost their lives and their trust to the kingdom and its residents. They started to form groups and avoided those outside of it. It got worse after a terrorist organization threatened the peaceful lives of Equestrians because they felt that the rulers were incompetent and that the thousands of years worth of problem were their doing. Groups fought other groups and it went out full civil war.
 
In order to fix this, Twilight played her cards as a loving ruler and people supported her despite the worst things she’s done. She acts as a dictator as a way to fix the problems others had caused and to join ponies together, and her death would trigger them all to think for themselves. This would abolish the system of groups that the Equestrians had created which slowly tore the kingdom apart, and would also make them think back of their actions.
 
Many years later, where Equestria was no longer ruled by royalty but instead with a council, Rarity on her deathbed would tell the actual tale of what happened. Thus, Twilight’s name was cleaned once more.
Lord WyrmSpawN
Solar Supporter - 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

Lingering Wyvern
Equestria does not have wolves, and never did.
 
Dogs in the kingdom trace their lineage to the fearsome Helhounds, ferocious but easily trained guards magically developed in the Far Lands.
 
Though purebreds can have as many as three heads(and are the most stable at that number), seven is the official record.
Lord WyrmSpawN
Solar Supporter - 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

Lingering Wyvern
This is more a question than a headcanon:
 
Do you think griffins are monogamous and mate for life, like their mythical depictions and real world eagles? or do you think they form prides like lions?
Background Pony #7B03
@PonyPon  
Considering what we’ve seen from their culture, I’d say one night stand and fuck anything and run.
MadVillain
Non-Fungible Trixie -
Not a Llama - Happy April Fools Day!

Horses in the 🅱ack
@PonyPon  
I’d go with the one mate for like thing, just because.
 
Also Every other sentient species stereotypes ponies as massive sluts, what with they’re princess of Slutiness Cadance and all.
Background Pony #A46C
Silver Spoon has mini angel and devil versions of herself floating around her when she needs to make decisions, Devil Spoon usually duct tapes Angel Spoon’s mouth to prevent her from giving good advice to Silver.
Wiimeiser
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Elements of Harmony - Had an OC in the 2022 Community Collab
Twinkling Balloon - Took part in the 2021 community collab.
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
Wallet After Summer Sale -
A Tale For The Ages - Celebrated MLP's 35th Anniversary and FiM's 8th Anniversary
An Artist Who Rocks - 100+ images under their artist tag

(Foil Hat)
Bulk Biceps is just a nickname, his real name is Snowflake Tempestholm.
 
Also, he’s Spitfire’s nephew, despite being only two weeks younger than her, and Featherweight’s older brother.
Wiimeiser
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Elements of Harmony - Had an OC in the 2022 Community Collab
Twinkling Balloon - Took part in the 2021 community collab.
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
Wallet After Summer Sale -
A Tale For The Ages - Celebrated MLP's 35th Anniversary and FiM's 8th Anniversary
An Artist Who Rocks - 100+ images under their artist tag

(Foil Hat)
Pie sisters’ names:  
Limestone Pie- Níeŕmìna Þwlhĩím Pai (“Little” Limestone Topaz Stone)  
Maud Pie- Môdamìna Şejtx Pai (“Little” Feldspar Granite Stone)  
Pinkie Pie- Pínkamìna Dáí’en Pai (“Little” Pumice Diorite Stone)  
Marble Pie- Mðesqmìna Troĝcè Pai (“Little” Marble Andesite Stone)  
Maud and Limestone were named after Igneous Rock’s parents’ first names split up and with -mìna appended to their first name, Pinkie and Marble weren’t named after anyone specifically but their middle names are themed. I don’t have the parents’ names yet.
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