Of course you set aside money for college funds, retirement, pay off the mortgage, and all that responsible grown up stuff. You take care of family (the family you had before you won the lottery) and donate to charity. All of these very noble, but who cares. What do you get for yourself when money is no object?
Taking away all the boring stuff, lets say that I have $300 million left over to have fun with. Here's how I would spend it.
Zippy little sports car, preferably vintage
Louis Vuitton luggage
Disneyland Annual Pass
Giants season tickets
Vacation homes in Hawaii, Tahoe, San Francisco, and New York
Lots of eating at amazing places
Crafting stuff (supplies, machines, and gadgets)
Dream kitchen complete with gadgets
Broadway Show tickets
Multiple vacations (Italy, Spain, Greece, France, Carribean, Argentina)
Upgrades and new jewelry (Tiffany's and Cartier, I'm coming for you)
New wardrobe, complete with accessories (shoes and purses)
I think that's a good start. Fingers crossed that my numbers get picked. But if they don't, what would you spend your lottery winnings on?