I have a few guns that are worth several thousands dollars each...however, I have a $400 Stoeger Cougar 8000F that I love. It fits my hands perfectly, is 100% reliable, and shoots very soft (rotating barrel)
Its also the first handgun I ever bought. It can be carried concealed, but also "acts" like a duty gun. I just love it!
Would have to say my blued steel Wilson Professional in .45. The first Wilson that I bought used and still my favorite. Many thousands of rounds through it and I do not recall a single malfunction. Super dependable and accurate, could not ask for more.