First off, very intelligent post for a 16 year old.
By the way those glasses have root beer in them. 
I don't think you'll have a problem finding a GTO in a couple of years. The only problem I see is if you want a completely stock one because quite a few of them have some type of aftermarket part installed on them. To me getting one that's already modded is a good thing. There are always owners who have simply decided to move on or had other obligations come up that are unloading their GTOs at very reasonable prices. For example, on another forum a guy is getting rid of a 800+ rwhp/1000 rwtq '04 GTO for around $30k with low miles (can't remember exactly how many though). To me that's a great price when you consider all the excellent/professional work that has been done to his car. Yeah no one should try to recoup the cost of mods they put on a car but let's be realistic. You can't expect to get them for free either. Also you can find '05/'06 GTOs around $20K with 20,000 miles or less. In a couple more years that price should drop even lower because these cars aren't going to be collector cars like some in dreamland may think. All I can say is be patient, which you seem to be, and you'll get what you want.