First of all, Welcome
Now let me address some things:
I'm very young and I love my toys
Motorcycles are not toys. Look at this as rule number 1. They can and will kill you if you forget this rule.
but I'm respectful and responsible, more-so than my age could ever imply.
We've heard this a million times before. No offense, but you aren't going to be the exception to the rules.
With that said, I need my first bike to last me a while. Simply put, I don't want to outgrow this bike any time soon, because I can't afford to. I'm a college student, and even though I've found the opportunity to collect some extra funds in the present, I can't plan on doing it again in the future.
Most bikes these days tend to depreciate to a certain point, and then maintain their value. If you buy a lightly used starter bike, there's no reason you shouldn't be able to sell it at or above what you paid for it in a year or so. So don't think you need to start any bigger than anybody else.
I would prefer one thats already been dropped so I wont feel too bad when I do it myself.
That's the smartest thing you've said so far. At least you realize that it's going to happen.
My only concern with the age of the bike is the lack of style; I prefer the somewhat updated looks, rather than the bloated out rounded bulky ones, or the ones that are too flashy colored. I need a bike that's good for around-the-town rides, but just as importantly, good on the highway, because I will be using it to save gas on frequent trips through the state.
The '08 Ninja 250 is right around your price range, and has sleek looks and awesome economy
I'm a fan of the Suzuki GSX-R's. What else is out there for me? Is there any way that I'm being unreasonable or unrealistic. Fell free to point me in the right direction.
Good choice for your second bike. I'm a fan of them myself. I'd suggest that you read through the new rider stickies again, and this time pay attention.
Oh, and don't forget to budget for gear. Cause when the bike goes down, you go with it.