I got to take the controls of a Cessna 150 for 20 minutes or so. (thanks to NJROTC) I currently don't have money (College tuition costs too much), but after I get my geology degree I hope to get a pilot's license for taildragger planes. First I'll probably build a Boredom Fighter (link:
http://www.adap.com/). It's a simple WWI-esque biplane that's cheap and easy to build. Another great thing about the BF is the large number of people who have built them, so there's always someone to answer questions.
Eventually, I'd love to build a complete 1:1 replica of an SE5a (a British WWI fighter), but I'm not sure I'll ever have the time & money.