Here's an interesting thought. We get enjoyment when listening to better gear for the first time. Endorphins are released, but eventually you get used to it and the amount of endorphins levels out. Then you get even better gear and the endorphins peak again, but after a while it levels out again. I'm willing to bet if you objectively measured the levelled out (latent) endorphin levels, it wouldn't be very different, if at all different. Sure other bias comes into play such as money spent, but I think that affects the peak endorphin levels more so than the latent levels. This is because our bodies are not wired to keep a constant high. By this argument, most headphones that you view as an improvement all end up giving the same amount of pleasure once you're used to it. And thus the reason we can never stop upgrading. We are all addicts looking to get that peak endorphin high again and again. Similar concept to drug tolerance, and drugs give you same pleasures as far as your body releasing endorphins. I guess the only economical way about this it's weaning yourself off high fidelity for a while until you're used to $20 headphones again and when you don't think they sound like complete crap, then take out your old headphones you had that got you to where you are now and repeat the same journey again. But who really wants to listen to cheap headphones for an extended time? I guess the true answer is don't do drugs, err, don't care to get that next high so you won't feel the urge to upgrade.