You know what I always thought would be kind of neat? I may have mentioned it before, but if I were to win an enormous amount of money, I'd pay off the debt, build a house and all that jazz, BUT...
I'd carry a big pocket full of cash with me everyday and as I go about town I'd just give it away. Hold a door for me? That's some money. Help me pick up some shit I dropped? That's some money. Say something genuinely nice to me? That's some money. And not just me...I see some random act of kindness...you guessed it, that's some money. It would be my little way to reward civility and encourage it in others.
I'd also donate substantially to the public and the university library because....well, I like the library and maybe if I donate enough, they'll let me work there when I get bored with all my money.
That and the two chicks thing....that sounds nice.