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achy

If you watch the Lord of the Rings carefully, the ring changes size to fit its bearer. Twilight would have been able to put it on. Love the joke though.
TheDog
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 -
My Little Pony - 1992 Edition
Wallet After Summer Sale -

Howdy 4 All
@BP
 
“Uhhh… Twilight, could you help me out?”  
“What about the ring?”  
“Dumb thing melted in the lava of Mount Doom… I didn’t really want it anyways.”  
“Alright Spike. I’ll need you to take a letter after I get you out.”  
“Sure sure.”
Background Pony #E828
I’d say Pinkie would be Gollum because she had the split personality down
Background Pony #2AF8
Hope to god Spike isn’t playing Gollum here.
 
“SPIKE WANT!” SMASH  
“Twilight, give him the ring.”  
“Better idea, catch! HA! He’ll burn for sure in the lava!…”  
“….Twilight?”  
“Realized two seconds after I said it, yes.”  
“…He has fingers to put it on, too.”  
“…We’re fucked.”  
“SO fucked.”  
“Let’s be rational, how dangerous can a dragon wielding the power of Sauron be?”  
“…..”  
“……I am so, so sorry.”
Background Pony #E5A6
Pony Casting?  
Aragorn – Shining Armor  
Arwen – Cadence  
Saruman – Luna  
Sauron – Discord  
Galadriel – Celestia  
Tom Bombadil – Derpy  
Gandalf – Fluttershy
 
“STOP! I am the servant of the secret rainbow… Wielder of the flame of Cloudsdale! The dark fire will not avail you, Flame of Everfree! You… shall not… (eek) pass? I SAID! YOU! SHALL NOT! PASS! There there. You’re not a bad Balrog. You just made a bad decision. Now pack your things and go back to the shadow.”
Ponyweed

Use your horn! >:3  
Also, Who should be Gollum? Spike… or Rarity?!? “We wants it… we needs it. Must… have… the precious… JEWELRY!”