Whilst I'm not that keen on passive pre-amps that use just a pot (stepped attenuators seem better), most people forget that nearly all of us listen thorough a pot to control our volume levels anyway, so it makes little difference overall. The obvious thing is the active amplification in a regular pre-amp, valve or solid state. There definitely seems an added weight when NOT using a passive 'pot' pre-amp. Mind you, I've been using a TVC pre-amp for a while now. That's a whole new ball game! (neutrality, weight, no colouration, no bass softness, no sting at the top, total openness, the lot really)
It is impossible for anything digital to sound analogue, because it isn't analogue!