It’s odd, when I used to buy Windows PCs and laptops I was always upgrading and looking for new models. I used to spend quite a bit (even on things like software, OS upgrades).
When I bought a MBP, I did feel a little bit cheated at first because it was expensive compared to a similarly specced Windows machine, but I’ve not spent a penny since then, and have no real desire to upgrade (although I would quite like a 15″ rather than the 13″ I have, but that’s just down to a change in what i’m using it for).
I suspect that if you total up what most semi-sophisiticated PC and Mac users spend on hardware and software over a 3 year period, there probably wouldn’t be a huge difference. Think of the cost difference between a Windows and Mac OS upgrade for example.
I still use a PC and windows laptop daily too, but the MBP is my preferred thing to use.