Subby_girl
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Artist -

Professional commenter
Hmmmm what about Pinkie Pie??
Subby_girl
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Artist -

Professional commenter
Raditz-Shining armor Nappa- (not sure) Gilda the Griffon?
Subby_girl
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Artist -

Professional commenter
Twilight-Goku, Trixie-Vegeta, Piccolo-Zecora, Gohan-Fluttershy?/Scootaloo?/new pony?, Tien-AppleJack, Krillin-Rarity? Future Trunks-Trixie’s daughter, Yamcha-Rainbow Dash?(sorry rd fans)
requiem-dirge
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

Return from the Darkness
@Bax360  
It does if you’re thinking of Abridged.
Subby_girl
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Artist -

Professional commenter
I believe discord should be freiza, Or mabey just make a Freiza pony?
Subby_girl
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Artist -

Professional commenter
This isnt right. Almost none of the characters fit well together
Background Pony #2B62
Who’s Cell then?
Minus
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.
Non-Fungible Trixie -
Kinship Through Differences - Celebrated the 11th anniversary of MLP:FIM!
Philomena - For helping others attend the 2021 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

It's bad. In a good way!
@requiem-dirge  
SPent so long trying to remeber Sparler’s name that I forgot to notice how insane it is that She wasn’t cast as Fluttershy. The comprisons have already been made a tonne.  
Mac as #16 is perfect! As is Pinkie as any version of buu.  
Iron Will as Mr Satan also brilliant! Though I kind of expected the apple family to replace the Son family, they also do okay as the androids. I guess #17 would be Apple bloom? And Gero would be Granny Smith? Would #19 be Babs?
requiem-dirge
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

Return from the Darkness
Need to recast Fluttershy as Gohan. Then, we could have Luna screaming, “DOOOOOOOOOOOOOOOOOODGE” at her. That, and Flutterrage would fit Gohan’s rage-fueled moments.
SSJWolverine

I got a casting choice for you.
 
(Chrysalis starts monologing)
 
Cadance: Hey, can I talk to you for a second?  
Luna: I’m seriously in the middle of something right now.  
Cadance: Yeah, I know, but I was looking around and you got like no apps, and I’ve already played the crap out of Minesweeper.  
Luna: Could you just– Wait. I have apps? I have Minesweeper?! I just thought I could connect to the internet with my horn.  
Cadance: I didn’t know we could do that.  
Luna: Well, you learn something new every day. Now could you let me–  
Cadance: Hey. You wanna play me at Minesweeper?  
Luna: You can’t play someone at Minesweeper. That’s a single player game.  
Cadance: No, no. See, first I go and you try to beat my time, and– Hey, is she transforming?  
Luna: (looks up and sees Chrysalis transforming) Huh? DAMNIT!
Turbotowns
Artist -

Acolyte of Madness
Oh God, Smile HD Pinkie…
MuffinSucker

@Spiked Punch  
This is Sparta! [/2006]
Burmecianblue

@Spiked Punch  
This is blasphemy!
Spiked Punch

@Background Pony  
I know! This is madness!
Background Pony #A685
@Spiked Punch
 
It’s like being being with someone other than Spike is actually a choice for her!
Spiked Punch

Spike as Krillin…but Rarity as Chichi?  
And AJ as 18 instead?
 
headsplodes
Niggoslav_Krawczyk
Duck - Niggoslav_Kwaczyk
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
A Perfectly Normal Pony - Drinky_Butt
The End wasn't The End - Found a new home after the great exodus of 2012

VIVA LA NOCTE
I like how Yamcha is in his most popular canon pose here.
Burmecianblue

@Background Pony  
Were they really? I only watched that movie once, and I dont remember them being more than dumb lackeys doing things to keep twilight from winning the class princess thing. When were they willing to kill anyone?
 
I still think oolong and puar would be perfect. Both started out as silly harmless antagonists. But not ultra violent villains.
Background Pony #88AB
@Burmecianblue
 
That’s actually something that works. Judging by the fact in Equestria Girls they were all ready to kill people if it meant being turned into demons with power.
 
Though that was working for Sunset Shimmers, not Trixie.
 
 
@Blackbewhite2k7
 
But still, that’s all you have to go on. Backstory wise they somewhat have a connection but personality wise it just throws it out the window.
Burmecianblue

That and I really couldn’t see either of them brutally beating a young girl to near death.
Burmecianblue

Only thing that bugs me is that is a really shitty lot for snips and snails. They could at least be those two ogres in hell or gohan’s classmates or something. or even turtle/oolong and puar.
Blackbewhite2k7
Chaotic Little Trees - 1000+ images under their artist tag
A Really Hyper Artist - 500+ images under their artist tag
A Really Classy Artist - 250+ images under their artist tag
An Artist Who Rocks - 100+ images under their artist tag
Artist -
Since the Beginning  -

@MuffinSucker
 
Why? It’d explain why her kids are unicorns. And people make lespawn OC’s all the time. At least I’m using actual characters.
 
@Background Pony
 
Pretty much had the idea of Aj as #18, AB as #17 and Big Mac as #16, with the story that the former two were kidnapped and turned into androids. That said they don’t need to be exactly like those two characters, given the concept behind them was taking a two random people and making them androids. It could have been anyone Dr. Gero abducted.
Background Pony #88AB
I don’t really see Applejack as Android 18. Maybe it was because she was the only pony left to cast? I mean, the only real thing I can think of is her and her brother being turned into androids but since Mac’s 16.
 
I mean, 18’s always sarcastic and before turning good she was a sociopath. AJ is the one pony I cannot see as her.
MuffinSucker

If young Trunks is Scootaloo, which is a pretty good one, then Goten should be Applebloom or Sweetie Belle.
 
You can toss all your other headcanons out the window anyway with Dinky and Sparkler being the headcanoned daughters of Derpy, once you make Rarity her ‘wife’ it doesn’t work anyway.