( a groan only half repressed, and kimberly pulls up a few more images. loose fitting jeans, draping silhouettes; she really doesn't get the appeal, but if that's what he wants... )

Homeless people. That's what a hobo is, it's a homeless person.

( why does he want to look like a homeless person? )

You don't have to be a billionaire to dress nice anymore. I mean, Forever 21 isn't the greatest, and it'll probably fall apart in six months, but you can get a cute dress for, like, twelve bucks there when they have a sale.