As for Analog -vs- Digital...
One thing to think about, is a comparison using frame rates, such as mame skipping a few frames when running complex hardware on an underpowered PC.
Too few, and the experience is choppy and fuzzy. Your not getting the full experience.. even if its only fractions off here and there.
Analog would be the full 60 frames a sec. Or even.. beyond that..
The sound waves are not snipped and cut into sections... with missing parts in-between. You get the full smooth waves as they were recorded.
Another thing to think about... is how different something may sound if its in-person. For example... if your out at a restaurant, and theres some live Jazz musicians playing. Besides speaker quality issues.. just think about the sounds you hear. The clarity and warmth. But when you hear something like a DVD of the same performance.. or even something different, but still related... it has a cold, kind of 'sterile' sound.
You also dont get that some level of sound vibrational effect. Even surround sound, doesnt seem to capture the real positional sound and feel.. as the waves of sounds from various instruments and voices.. emanate.
Now.. the kicker is that I dont have any records or a player... yet. Maybe one day. But its probably too late, due to any good records being totally scratched up.. and and represses, being remastered garbage. >.<
Finally, I miss the days when there was music that was so good that you would listen to the entire tape / cd / album. Even the not so hot tracks, were decent enough.. and as a whole, formed a certain experience. Todays mp3 and or 'greatest hits' cds.. destroy the unity of the sounds. Meaning.. a typical composed record .. was all developed from one recording era generally.. and has a unique sound and way about it. All the sounds are very similar in nature.. so they all fit together, as they were intended to do so. However, when you play something from the 80s era, then the 90s, and back to the 70s.. the sound differences do not match up.. and so its like watching 10 minutes worth, of 4 different kinds of movies. Its discomforting, and ruins the overall mood and enjoyment of the original experience.