Miles Prower, otherwsise known by nickname, Tails or Classic Tails as he is reffered to the modern universe, is the secondary tritagonist in Sonic Generations. He was first seen as the original Miles "Tails" Prower who makes his official appearance in Sonic the Hedgehog 2 as Sonic's sidekick and Sonic 3 & Knuckles as well, in Sonic Generations, he also helped Modern Tails and Modern Sonic on their adventures with the help of Classic Sonic the Hedgehog. In Sonic Mania, he even helped Classic Sonic and Classic Knuckles fight the Hard Boiled Heavies that found the Phantom Ruby. In the true ending of the game, he and Classic Knuckles waved goodbye to Classic Sonic who's heading back to the Future dimension. In Sonic Mania Adventures, he welcomed Sonic home for more adventures to stop Dr. Robotnik and Metal Sonic.
- Classic Miles "Tails" Prower doesn't speak at all in the games, except in Sonic Generations.
Sonic The Hedgehog 2
When him and Sonic found out that Eggman was building the Death Egg, Sonic and Tails team up. On the Tornado, Tails (or Sonic if you’re playing as Tails) carries Sonic (or Tails if you’re playing as said character) to the Wing Fortress Zone and the plane gets shot down. Sonic/Tails escapes and goes to the end of Wing Fortress. When the get there, the character (that they’re not playing as) flies the plane, helping the character get to the Death Egg.
Having meeting up with his future counterpart, and Sonic's future counterpart, they discovered they're in space in time, since the Time Eater abducted the rest of their friends.
Sonic 3 & Knuckles
Sonic Triple Trouble
Sonic Drift II
- Amy Rose
- Blaze the Cat
- Cream the Rabbit
- Knuckles the Echidna
- Mighty the Armadillo - Friend
- Modern Knuckles
- Modern Sonic
- Modern Tails - Friend and Counterpart from another dimension
- Ray the Flying Squirrel - Friend
- Rouge the Bat
- Silver the Hedgehog
- Shadow the Hedgehog
- Sonic the Hedgehog - Best Friend
- Charmy Bee
- Espio the Chameleon
- Vector the Crocodile
- Dr. Eggman - Sworn Enemy and Attempted Killer
- Metal Sonic - Sworn Enemy and Attempted Killer
- Heavy King - Attempted Killer
- Heavy Gunner - Attempted Killer
- Heavy Magician - Attempted Killer
- Heavy Shinobi - Attempted Killer
- Heavy Rider - Attempted Killer
- Modern Eggman - Attempted Killer
- Time Eater - Attempted Killer