Of the 20+ amps I have acquired since I joined here (freaking rig talk), only two were bought new. They were the "must have now!" amps. All of the rest were bought used or traded for. In my most recent new amp order, I almost wish I had waited a few months, as the flagship model showed up twice for less than I spent on my order I am waiting on.
As far as the guitars, only the custom one-offs were ordered new. I wouldn't do that anymore, but my preferred brand didn't raise prices on me. And I have all the guitars I want anyway....except for a ken Lawrence.
But if I wanted a les paul, I'd buy used from a bro. Tons of them out there. Same with strats.