My Little Pony XLVIII: I say Ol' Chap, how about those Equestrians?

[Siosilvar]

how funny would it be if she was making the same mistake?

Pretty hilarious.

But I'm not convinced that Star Swirl lived out her life as a cross-dresser and was remembered as a colt in history books. Much simpler just to have two ponies with the same name at different times.