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Since When Does Twilight Sparkle Ever Fail  
Larger version of >>173790 (merged)
safe1971899 artist:texasuberalles471 night light2730 orange bird23 orange frog71 smarty pants1526 twilight sparkle332970 twilight velvet5014 parasprite2165 pony1323815 unicorn446568 bridle gossip974 feeling pinkie keen962 it's about time889 lesson zero1732 look before you sleep1034 magic duel2403 season 14534 season 23803 season 31959 suited for success991 the crystal empire3089 the cutie mark chronicles1112 the ticket master1159 winter wrap up1250 alicorn amulet2094 anvil226 book39316 clothes559349 constellation dress22 crystal heart1101 dirt985 dress53747 eyepatch3584 face down ass up10281 faceplant757 female1603624 floppy ears64529 flower32802 flying47404 future twilight1154 gala ticket62 gala tickets11 heart61171 house plant45 ice skates407 implied night light48 implied twilight velvet46 mare618536 mud2987 multeity2742 poison joke911 ticket321 twilight sparkle is not amused1769 unamused20629 unicorn twilight26259 want it need it201

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Jarkes
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
Wallet After Summer Sale -
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Not a Llama - Happy April Fools Day!
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Thread Starter - Transformers Thread

GOKAAAAI... SILVER!
This needs to be updated with post-season 3 stuff, but I’m drawing a blank on what some of that could be.
Tragiclady
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

This is a perfect drawing, I don’t know why I haven’t found it until now.
 
Even a super powerful magician can make mistakes sometimes.
Background Pony #D075
She better still be imperfect despite being an alicorn. If she’s just some princess perfect she’ll be boring.
Background Pony #9A77
i think “when does twilight sparkle ever fail” can be interchanged with “when does twilight sparkle ever make mistakes” here.
TexasUberAlles
Duck - If report count was a score, he'd have the biggest score
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.
Tree of Harmony - Drew someone's OC for the 2022 Community Collab
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!
Preenhub - We all know what you were up to this evening~

If we’re being that fair, I’d have to change the title to “Since When Does Rainbow Dash Ever Notice Anything That Isn’t Rainbow Dash”.
 
The song was clearly applauding Twilight’s perseverance and dedication, it just sounded like they were issuing a big ol’ “Kiss My Dock!” to the everyone’s-a-Mary-Sue crowd, given how often she gives herself reasons to be dedicated and perseverant.
Miss Shy
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.
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
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 -
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends.

You're going to love me.
To be fair, Rainbow Dash didn’t witness the plants, sleepover, skating, Pinkie Keen, and orange incidents.
Trickquestion
The End wasn't The End - Found a new home after the great exodus of 2012

Just my two cents, but I don’t think Twilight’s a Mary Sue. She’s a high intelligence, low wisdom Mage. She knows a crap ton of magic and knowledge, but screws things up (the sleepover, the wedding, Spike, etc) due to the fact she’s a neurotic, unrealistic, genre blind twit. And we all love her for it.
Dumb Rock
The End wasn't The End - Found a new home after the great exodus of 2012

@NightJack
 
That may have been a “win”, cos that way he never got too excited about his gifts and his greed didn’t develope.