Why is this a thing.

I can just answer the first one because I went to class with 2 guys who sagged. They had the underwear in the normal placement, which led to me seeing a lot more boxer shorts than I ever wanted to see. Also they made sure to wear the kind with the brand name on top for some reason.

I can kinda answer number 3 because some pants are designed that way. They look like you're supposed to wear diapers to me. If you don't want that sag aesthetic, you'd need to wear those pants way up, I think. I don't know if that's possible.

And about the dribble, I don't think so. Unless it's enough to show on regular pants, it shouldn't be visible on the shirt. If you dribble enough to get pee stains on your pants, check yourself for a UTI.

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