80s and 90s vs 00s and 10s

A battle between pop-culture characters from everybody's childhoods of the 1980s, 1990s, 2000s, and 2010s will take place, in the biggest battle of the century. I'll make matchups later...

1980s and 1990s:

 * Optimus Prime (Transformers)
 * Bananaman (Bananaman)
 * Inspector Gadget (Inspector Gadget)
 * He-Man (Masters of the Universe)
 * SuperTed (SuperTed)
 * Voltron (Voltron: Defender of the Universe)
 * Lion-O (Thundercats)
 * Pee-Wee Herman (Pee-Wee's Playhouse)
 * Slimer (The Real Ghostbusters)
 * Leonardo, Ralphael, Donatello, and Michelangelo (Teenage Mutant Ninja Turtles)
 * Mario and Luigi (Super Mario Bros.)
 * Samus Aran (Metroid)
 * Ryu and Chun-Li (Street Fighter)
 * Link (The Legend of Zelda)
 * Megaman (Megaman)
 * Gavan (Space Sheriff Gavan)
 * Robocop (Robocop)
 * Homer Simpson (The Simpsons)
 * The Mask (The Mask)
 * Captain Planet (Captain Planet and the Planeteers)
 * Tommy Pickles, Chuckie Finster, Phil and Lil Deville, and Suzie Charmichael (Rugrats)
 * Red, Black, Blue, Yellow, and Pink Rangers (Mighty Morphin Power Rangers)
 * Yakko, Wakko, and Dot (Animaniacs)
 * The Tick (The Tick)
 * Goliath (Gargoyles)
 * Brain and Pinky (Pinky and the Brain)
 * Sailor Moon, Sailor Mercury, Sailor Mars, Sailor Jupiter, and Sailor Venus (Sailor Moon)
 * Woody and Buzz Lightyear (Toy Story)
 * Dexter (Dexter's Laboratory)
 * Goku (Dragon Ball Z)
 * Johnny Bravo (Johnny Bravo)
 * Pikachu (Pokemon)
 * Blossom, Bubbles, and Buttercup (The Powerpuff Girls)
 * SpongeBob (Spongebob Squarepants)
 * Agumon (Digimon)
 * Big Guy and Rusty (Big Guy and Rusty the Boy Robot)
 * Sonic and Tails (Sonic the Hedgehog)
 * Captain Falcon (F-Zero)
 * Kirby (Kirby's Dreamland)
 * Barney (Barney and Friends)
 * Fox McCloud (Star Fox)
 * Johnny Cage (Mortal Kombat)

2000s and 2010s:

 * Yang (Yin Yang Yo!)
 * XXXG-00W0 Wing Gundam Zero (Mobile Suit Gundam Wing)
 * Pucca and Garu (Pucca: Funny Love)
 * Timmy, Cosmo, and Wanda (The Fairly Oddparents)
 * Samurai Jack (Samurai Jack)
 * Medabee (Medabots)
 * Yugi (Yu-Gi-Oh!)
 * Garrius (Zoids: Chaotic Century)
 * Yusuke Urameshi (YuYu Hakusho)
 * Hamtaro (Hamtaro)
 * Kim Possible and Ron Stoppable (Kim Possible)
 * Tyson (Beyblade)
 * Jimmy Neutron, Carl Wheezer, and Goddard (Jimmy Neutron: Boy Genius)
 * Ruroni (Ruroni Kenshin: Wandering Samurai)
 * XJ-9 (My Life as a Teenage Robot)
 * Danny Phantom, Sam Manson, and Tucker Foley (Danny Phantom)
 * Bloo and Mac (Foster's Home For Imaginary Friends)
 * Atomic Betty (Atomic Betty)
 * Chiro (Super Robot Monkey Team Hyperforce Go!)
 * Will, Irma, Taranee, Cornelia, and Hey Lin (W.I.T.C.H.)
 * Aang, Katara, Sokka, Appa, and Momo (Avatar: The Last Airbender)
 * Naruto (Naruto)
 * Johnny Test (Johnny Test)
 * Ben Tennyson and Gwen Tennyson (Ben 10)
 * Robotboy (Robotboy)
 * Yin (Yin Yang Yo!)
 * Maxxor (Chaotic)
 * Chowder (Chowder)
 * Dan and Drago (Bakugan)
 * Kick Buttowski (Kick Buttowski: Suburban Daredevil)
 * Orange (Annoying Orange)
 * Finn and Jake (Adventure Time)
 * Mordecai and Rigby (Regular Show)
 * Gingka (Beyblade: Metal Saga)
 * Dudley Puppy and Kitty Katswell (T.U.F.F. Puppy)
 * Dan (Dan Vs.)
 * Gumball and Darwin (The Amazing World of Gumball)
 * Randy Cunningham (Randy Cunningham: 9th Grade Ninja)
 * Dipper and Mabel (Gravity Falls)
 * Wonder and Sylvia (Wonder Over Yonder)
 * Sora (Kingdom Hearts)

THE VILLAIN CIRCLE:

 * Megatron (Transformers)
 * Dr. Claw (Inspector Gadget)
 * Skeletor (Masters of the Universe)
 * Texas Pete (SuperTed)
 * Prince Lotor (Voltron: Defender of the Universe)
 * Mumm-Ra (Thundercats)
 * Shredder, Bebop, and Rocksteady (Teenage Mutant Ninja Turtles)
 * Bowser (Super Mario Bros.)
 * Ridley (Metroid)
 * Ganondorf (The Legend of Zelda)
 * Dr. Wily (Megaman)
 * Don Horror (Uchuu Keiji Gavan)
 * Mr. Smith (The Simpsons)
 * Angelica Pickles (Rugrats)
 * Rita Repulsa (Mighty Morphin Power Rangers)
 * Queen Beryl (Sailor Moon)
 * Mandark (Dexter's Laboratory)
 * Frieza (Dragon Ball Z)
 * Jessie, James, and Meowth (Pokemon)
 * Mojo Jojo, Fuzzy Lumpkins, Him, Sedusa, and the Gangreen Gang (The Powerpuff Girls)
 * Plankton (Spongebob Squarepants)
 * Dr. Eggman (Sonic the Hedgehog)
 * Black Shadow (F-Zero)
 * King Dedede (Kirby's Dreamland)
 * Andross (Star Fox)
 * Scorpion (Mortal Kombat)
 * Carl the Evil Cockroach Wizard (Yin Yang Yo!)
 * Tobe (Pucca: Funny Love)
 * Denzel Crocker (The Fairly Oddparents)
 * Aku (Samurai Jack)
 * Dr. Drakken and Shego (Kim Possible)
 * Professor Calamitous (The Adventures of Jimmy Neutron)
 * Vlad Plasmius, Lunch Lady Ghost, Technus, Skulker, Ember, Spectra, and Undergrowth (Danny Phantom)
 * Maximus I.Q. and Minimus P.U. (Atomic Betty)
 * Skeleton King (Super Robot Monkey Team Hyperforce Go!)
 * Prince Phobos (W.I.T.C.H.)
 * Fire Lord Ozai and Princess Azula (Avatar: The Last Airbender)
 * Orochimaru (Naruto)
 * Brain Freezer (Johnny Test)
 * Vilgax (Ben 10)
 * Eradicus (Yin Yang Yo!)
 * Lord Van Bloot (Chaotic)
 * Naga (Bakugan)
 * Grapefruit (Annoying Orange)
 * Ice King (Adventure Time)
 * Verminious Snaptrap, Larry, and Chameleon (T.U.F.F. Puppy)
 * Bobert (The Amazing World of Gumball)
 * The Sorcerer (Randy Cunningham: 9th Grade Ninja)
 * Lil' Gideon (Gravity Falls)
 * Lord Hater (Wander Over Yonder)
 * Xenmas (Kingdom Hearts)
 * Xenmas (Kingdom Hearts)