>>130234459Tails got bullied a lot as a kid because of his two tails, but one day Sonic was doing his adventuring thing and after saving Tails from something complimented them.
Having someone so cool compliment him made Tails want to be like Sonic and go on adventures.
So, when Eggman launched his second offensive on the world Tails managed to track down Sonic and ask to come along and help.
At first Sonic was wary to let a little kid join him on his adventure, but when Tails showed off that he was capable of flight and even managing to not get left in the dust following him Sonic allowed him to come along.
