The Art Of Conversation

I have made new friends this summer and I'm tired of the same old small talk with them. But I can't seem to figure out how to get passed that. How do you go from general small talk with someone to deeper conversation? It seems like this should come naturally but what if it doesn't? You can't exactly sit them down and say, "Tell me all your hopes and dreams!" That seems just a tad intense...just a tad.