Well, I have downloaded one of my favourites in flac and start playing in one system and in the other with my headphones, a bayerdynamic custom one pro.
While at the beginning everything sounded the same, after several repetitions of each time shorter fragments I've begun noticing the differences, which mainly are cleaner noise and very noticeable bass. With the tablet the main voice almost floods the rest of the sounds, with the rpi this is not the case, and you actually hear better the soft battery during all the song. This one is much less noticeable in the tablet (the song is Nude from Radiohead).
So yes, definitively my ear was not really trained. The thing is that one can imagine how good a system can be. You see some improvements here, but the song is far from being clean. Is it the DAC? is it the headphones? Where should my money go?
Well, then I've thought what if I hear the song with my computer, shouldn't I see a difference there as well? Again with the headphones and there with my computer I've heard the bass as well, surprising. Then I was listening the song and thinking, is it really sounding better? I was biased towards hearing it worse, but at the end I've come to the conclusion it is not equal but better. The last part of the song has convinced me, I've actually noticed more sounds there and already at the first time. It is also true that while the music sounded cleaner, I'm still not sure which one I like more, but at least it's definitively not in the tablet division.
Then I've checked again the board that I have, an Asus Maximus VIII, and googled for it and well they are proud of the audio they've put there, a DAC ESS ES9023P, and people seems happy that now the boards are packing very good audio solutions. So probably my conclusion is an expected one.
Tomorrow I'll check that with the stereo to see if I notice the same. But more importantly, thanks a lot for your comments and suggestions, I was about to give up!