Give him a break. He's young, and teenagers usually pinball around the political spectrum, never really staying fully consistent as they go. Look at you, for example.
Thankfully I've stayed pretty consistent over the years. Not all teens pinball around, of course, but I expect people like Libertas, Winston Disraeli, SPC, etc, all will shift at some point or another.
Yes.
When I was their age I shifted between a neoconservative to a super liberal. Interesting note though, when I was a neocon I was super pro gun control but when I turned very liberal I became super anti gun control (has that happened to anyone on the board?) And then in about 12th grade I became a libertarian of the Libertas type (especially on abortion). After a semester in college I gradually shifted into the realm of Left Libertarianism. For the past couple of years I have graviated between the realm of anarcho capitalism and anarcho communism.
I've found that as time goes by my politics become more complex.