This was perfect! Merry #Wedgiemas to you too, and I hope you get many more asks. If you ever need more, just ask

How about a squeaky clean?

For nerds or little brothers, good boys get briefs and bad boys get spanked.
For bullies and big brothers, bad boys get briefs.

This is awesome! Get more layers and make your own cold weather protection. Afterall, need to make sure you're nice and warm through the winter

Probably shove your biggest dildo up your ass and then spend all day giving you wedgies and spanking you

You should definitely do it again. Better hope no one sees you, or you may be hanging there more often anyways