Crazy Headcanons

Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
@HJSDGCE  
Rarity used to work for the mob in Manehattan, serving as an enforcer and an interrogator. They called her “Needles”, because the tools and skills of one trade translated quite well to the other.
 
She thought Pinkie and Fluttershy looked vaguely familiar when she first met them, but never quite made the connection.
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]
@Scrounge  
Twilight used to work for the Equestrian Intelligence Agency as an operator for agents. She was also an intern who’s working for that sweet extra credit she needed to graduate as a valedictorian (apparently someone else had more credits than her). And while she does see her will-be spy friends on screens and even does research, she had never been able to figure out their identities.
 
Applejack works for the Apple mafia (and still somewhat does) that’s located in Manehattan, a rival group to Rarity’s. While Rarity was simply hired, it’s a part of Applejack’s family business. Due to her connections there, she is able to sell apple-based products that keep both the farm and the mafia afloat. Basically, she’s part of the legit business part of the family instead of the more illegal ones. Though, she has no problems getting her hooves dirty.
 
Rainbow Dash is surprisingly the only one without a secret history. She went to college, got a degree and went to work at the factory while doing her second degree.
Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
@HJSDGCE  
“Surprisingly”? Doesn’t surprise me. Dashie ain’t exactly discreet.
 
Of course, we haven’t even talked about the artificial dragon egg produced by the Weapon S project yet.
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]
@Scrounge  
While the creation of the dragon egg was a success at the end, it was unable to hatch for unknown reasons, labeling it as a failure. Due to the failed experiments of the past, the eggs were not mass-produced, as the costs were far too high. Instead, the project was abandoned while the egg was given under the care of Princess Celestia in hopes that it would hatch one day under her immortal care.
 
It did only a few years later but not due to Celestia.
Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
@HJSDGCE  
The results were… not considered promising. Celestia had allowed her pupil to turn their perfect weapon into a secretary. And it had gone along with this plan!
 
And to add insult to injury, Celestia was no longer going to buy their old fax machine from them. Stupid message-sending lizard…
Gemstone

After he outlives the last of the mane six, Spike moves to the Crystal Empire to become its permanent guardian. A thousand years after the Empire was saved, King Sombra attempts to take it back, believing it to be weakened without the original Elements of Harmony and years of peace, only for Spike himself to defend the Empire again and end the tyrant for good. The battle costs Spike’s life as well, and he is made an eternal legend for the Empire while he spends his last moments reveling in the fact that he’ll be reuniting with his true family.
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]
@Scrounge  
Then there’s also the fact that their pre-added commands placed in the egg somehow didn’t work… Until they found out that only Twilight can invoke them since her magical signature in embedded into it.
 
Great! Now they have to involve the Princess’ prized student and she’ll probably blab about their project to her.
 
She was really happy about it though.
Oddball64

Normal is overrated
Pinkie Pie was an overweight pony in her teenage years due to her newfound love for sweets which almost resulted in Mr and Mrs. Cake losing their jobs.
EotD
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Birthday Cake - Celebrated MLP's 7th birthday
Not a Llama - Happy April Fools Day!

I beat LoZ:BotW!!!
Spearhead’s an artist now because he was fired for the royal fuck up that was the Season 6 finale
Scrounge
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Since the Beginning  -

nobody's favorite
Dr. Caballeron was a robot frog in a past life. In his dreams, he still hears spirits whispering the name of Doradus.
Background Pony #724E
Grogar wrote The Adventures of Gusty the Great himself in order to indoctrinate young children into the wonders of dark magic.
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]
Pinkie is still working on her doctorate thesis on “advanced cartoon physics and its effects to the world”.
 
She’s still trying to get some info from Celestia but the princess does not want to answer her questions.
Background Pony #933D
@Scrounge
 
Speaking of the Alicorn Amulet, After Maud’s line in the last episode talking about how you could rule over Equestria with the right stone, I’m convinced that Maud was the one that told Trixie about the Alicorn Amulet during her time at the rock farm.
EotD
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Birthday Cake - Celebrated MLP's 7th birthday
Not a Llama - Happy April Fools Day!

I beat LoZ:BotW!!!
@Jarkes  
His egg was separated on purpose as he is the son of Dragon Vader, the one prophetic to bring balance to the land between ponies and Dragons, only to fall to the dark side and embrace his inner demons. He had two child, one who was sent off to pony kind, the other to a powerful leader of his own clan in order to keep both of them safe as if anyone knew the one dragon had a child, they would be a threat to him.
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