I really like how Donnie and Mikey having the shortest mask tails makes so much sense in regard to them being an inventor and an artist/cook respectively. If their mask tails were longer, it could be dangerous and/or get in the way of what they were trying to do.
Meanwhile Raph is large enough that his longer mask tails wouldn’t be easily used against him in fighting or sparring, plus the longer tails definitely make for a more standard hero/ninja look which would make him lean into it more.
Leo likes long mask tails because he can flip them.
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