Evil Bay is great. I think I've only bought one game there (Wing Commander IV), but I've spent thousands of dollars on that site. I usually use it to buy music equipment.
The red guitar in the center is a Gibson SG Special Faded that I paid $400 for. New, they're about $700. The guitar to the right of it is a Fender American Standard Telecaster. I paid $700 for that, and it's in great condition. They go for 1000 new. It's a bit more of a banana cream color in person. The stuff in front of it are effects pedals on a pedal board. I'm not sure how much I spent on all of that, since I bought it all individually, but it's considerable.
The guitar I'm holding in the picture is a Fender Jaguar. I got it used for about $650. New... they're probably around 11 or 1200. The blue guitar is my Fender American Standard Stratocaster. It used to be my dad's but he gave it to me, so now it's like the ancestral weapon (and also my favorite guitar). The amplifier that my body is partially covering up is a 100 watt 1971 Fender Twin Reverb. I paid about $800 for that, but I had about $200 worth of work done on it.
So yeah, most of the stuff in these images was purchased from eBay. I know some people have had bad experiences there, but I've mostly found it to be a great place, and I've made some relatively huge purchases there.
EDIT:
Oh, I also bought a car there for around 2000. I haven't had any trouble with it at all, and the guy I bought it from is a huge Final Fantasy VI fan, and a casual Castlevania one o__ob