Art by Fubar Fox
Color by  Chiscringle

Another plan for Tails' female disguise was as a runway model, a sure way to catch the villains eye.
Here he practices a sexy walk as he adjusts to the sexy fake legs, high heels, long skirt and getting his tails to move in JUST the right way.

There's just something about seeing Tails as a glamorous blonde with that peek-a-boo hairstyle that makes me think this disguise would really scare him.