He probably hates his penis also.. he's subjecting it to enough abuse.
As for the "broke" statements.. when celebrities go "broke", it usually means they have less than a million or so, not including properties, valued possessions, etc.... at that point, their "meager finances" can't support the previous lifestyle they were used to.. travel/accommodations/etc...
They aren't broke, they're just not able to spend like they once did.. but then.. that's the very definition of "being broke" anyways.