Think of it as going to a fancy restaurant. When you eat a fancy steak, it lasts a few minutes, maybe a few hours if you consider the whole experience, but at the end it goes in the toilet. But you had some enjoyment (well, unless you're vegan). You'd also get enjoyment from a much cheaper burger, too, but sometimes it's fun to do something different, even if the money is lost and you're left with nothing.
It works like that, except you usually still have something for a long time, even though it's digital.
This seems like a strange measure to me. No judgment on how you choose to spend your money - I've certainly spent money on things I later regret, and I've also spent large sums on relatively frivolous things which I don't particularly regret. There's always an opportunity cost though - I could have spent the money on something else, I could have saved more, I could have given more to charity. Over time I try not to repeat the expenditures I regret and focus more on the ones that I don't.