Trans Tails best Tails!
I've always loved this headcanon, also I have an outfit exactly like that lmao.
Fun fact, Tails was originally going to be a girl character and they changed him to a boy at the last minute of the development of the first game he appeared in, Sonic 2.
So he might even be a trans man lol
I think that might just be a rumor, the Sonic News Network specifically states that Tails was suppose to be a boy from the get-go, although that would be cool if it was true.
