Wedgie Wimp Task

What are those? That has to be the least sexy underwear I have seen in my life, and I have seen a lot of underwear... Clearly you're already into humiliation if you're going to wear those! Well I can't have you just wandering around in them unpunished when the very sight of those tighty whiteys offends my eyeballs... So today I'm going to give you a little task, don't worry it won't take up too big a wedge of your day!