Should I buy a new guitar or a new amp?

I personally would get an amp first if your guitar is still doing great. A new amp can totally change the way your guitar sounds (as can different pickups). I have two amps that I've had forever, both about 10 years or more. One is a Laney; great practice amp since it does get really loud for the size (it'll rock the house), and it was only about $120. I hadn't ever heard of the brand before I got mine, and to be honest, haven't seen one in a store since getting mine. But, they are British, and from my experience last really well. I also have another amp which is a Samick. I got it because I had gotten a b and guitar made by them, and both were very comparable to Fender in looks and also quality apparently. My amp, which is like you'd use for a show, was about $300. A few years back, I had gotten an Epiphone b and small amp to go with it...absolutely LOVED the b, but the amp burned out really quick (like 6 months later). If you can catch a good deal somewhere like Guitar Center or other music store, it is possible to walk out with both a guitar and decent size amp for what you've got to spend as long as you're willing to compromise on the brands. I've been doing music for a long time, myself, and as much as I'd love to have the brands that make everyone go "wow", they don't mean anything, and if you've really got some talent, it'll show with the biggest piece of junk even. I've seen local bands that play stuff that back in the 70's, when those guys weren't even a thought in someone's mind, it should have been thrown away back then, and they could crank it up and blow the roof and walls off the place...and that's what matters.