Single Status Update
As ShayMay mentioned in Sonic Spitball 2 that, as a fox, it's weird that Tails can roll. But after seeing this sequence from SatAM:
I think this might work. It's also really cute and appealing to see him hide inside of his big, fluffy tails defensively, and it adds another function of attack to his already iconic 'tails.' Makes more sense than a fluffball with two tails sticking behind it, anyway.