My taste is a little wonky, and I have zero experience to base it on.
Dirt: Maybe a DR200. It would have to be street legal, as I really don't like the idea of hauling vehicles around on other vehicles.
Street: This one is easy. Guzzi v7 special.
Around town: At first I was going to pick my bike (TUx), or something old that I would restore. But then it hit me. This is the bike to tool around town, that means dates or groceries. Clearly a hack is in order. Let's go with a Ural.