The Fox Nerd Flag Pole Wedgie (Patreon)

Tails has to go through the trials of being a nerd often. When he isn't hanging with Sonic, he's usually out on the town, trying to show off his inventions and trying his hardest to make an honest living. Still, that leaves him open for a lot more of the cool kids to take advantage of that and give him huge, painful, flagpole wedgies as punishment for being so brainy. It's the trials of being a nerd everybody!