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Vengir
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Wallet After Summer Sale -

Hey, guys! Twilight can’t outlive her friends… if a new super villain kills her before any of her friends dies for any reason.
redweasel
Duck - "someone befriended them, saved them, coaxed them out of their shell, and showed them that sex is nothing to be afraid of. I’m kind of envious of that rape victim"

Fuzzbutt
@Background Pony #0F76
 
I really don’t care who meets whom offscreen as long as they don’t play a pivotal role in the whole storyline, but you know who met offscreen who really, really really should have met onscreen?
 
big macintosh and sugar belle.
Background Pony #215A
@redweasel
 
Yes, it would have made sense for Fluttershy not to mentioned him… which made it even worse when they somehow all knew him. I guess I could buy Rainbow Dash knowing him considering she was childhood friends with Fluttershy but there was no reason everyone else had to meet him offscreen.
redweasel
Duck - "someone befriended them, saved them, coaxed them out of their shell, and showed them that sex is nothing to be afraid of. I’m kind of envious of that rape victim"

Fuzzbutt
@Background Pony #0F76
 
to be fair, it makes complete and total sense if fluttershy is too ashamed to talk about her brother much. zephyr wasn’t the captain of the royal guard, ruler of an empire for reasons unexplained, with more powerful magic than twilight sparkle for reasons unexplained, and a beautiful alicorn princess for a wife instead of just his own hoof. nor did he have a child who was the most important special snowflake pony to ever be born in all of equestria.
 
if shining had been a no-name grunt who couldn’t get a girl to look at him twice I might’ve liked him.
Background Pony #7974
@Background Pony #3F75  
To be fair to Holiday and Lofty, they existed for a good while in the comics before they did in the show.  
Also, in the same vain, I feel Moondancer deserves a mention.
Background Pony #215A
@Background Pony #933C
 
At least that was only two seasons into the show and the characters were surprised to find out that Twilight had a brother. Unlike those other characters that showed up much later and the characters somehow knew them already and sometimes even acted as if they were there all along (Fluttershy’s brother, Scootaloo’s aunts).
HamGravy
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Non-Fungible Trixie -

Okay, but consider the following:
 
*Discord was Grogar.
 
  • Discord doesn’t age, he looks exactly the same in the future as he did before. He’s likely immortal.
     
  • “Grogar” resurrected Sombra, with no negative side effects to his being. Which means Discord can freely resurrect the dead.
     
  • Conclusion: The Mane 6 can effectively live as long as they want to. Even if they die Discord can bring them back.
     
    Only hitch in this plan is aging, but if Discord can raise the dead he can probably make an old pony younger, too. He’s done equally impossible stuff before.
Rare
Applejack - For Patreon supporters
Rarijack - Derpi Supporter
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.
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 -
Preenhub - We all know what you were up to this evening~
Twinkling Balloon - Took part in the 2021 community collab.

#1 Rarijack Enthusiast
I like to think Twi not being a natural-born alicorn doesn’t increase her lifespan, and that Luster will take her place when the time comes.
Background Pony #DEF2
Fans: Will Twilight outlive her friends?
 
Meghan McCarthy: Twilight will not outlive her friends.
 
Fans: So… does this mean she will die first?
 
Meghan McCarthy: Yes.
Background Pony #215A
They also apparently considered explaining why Twilight looked different but felt it would be less weird if they just didn’t mention it.
Ultra the HedgeToaster
Wallet After Summer Sale -
Artist -

@Background Pony #3F75
 
It’s up to us to fix it, then. It doesn’t matter what’s “canon” as it does what the general fandom does with the bits canon gave us.
 
________________________  
STORY PROMPT: “The clock is ticking”
 
“Twilight Sparkle will not outlive her friends.”
 
…The prophecy is cutting it rather close.  

Background Pony #E788
I mean, canonically she didn’t really lie. They don’t show it so it’s not “canon.”
 
It’s just inevitable that within a blink of time all of her friends will die if the universe continued on.
 
Wow that’s sad.
Background Pony #215A
@Ultra the HedgeToaster
 
Agreed, an Alicorn Mane Six would have been great. Friends Forever indeed. But unfortunately we know from the leaks that the writers considered the rest of the Mane Six aging to be better then an Alicorn Mane Six.
Ultra the HedgeToaster
Wallet After Summer Sale -
Artist -

yeah… that one just hurt
 
…well. they’re not elderly yet. And if we look at Pinkie’s daughter, Pinkie herself can’t be that old.
 
I choose to believe Rarity’s gray streak was her own stylistic choice. You know, like how Mayor Mare dyed her pink mane gray.
 
Still, seeing those age-wrinkles really hurt.
 
But, they still got some fight in them. So who knows. Maybe, I would chose to believe, they could still become alicorns later in the midst of some dramatic adventure yet to come for them.
 
I hope someone writes that story.