To my ears, digital sounds dry and harsh compared to analogue. Turntables extend the spectrum towards the natural. Inexpensive and poorly designed TT tend to sound a bit harsh, accentuating each pop and tick, and lots of surface noise. The better the TT, the more refined the sound, the easier to listen to, the more defined the different parts of the melodic line.
I just did this exact exact experiment. I have an expensive, highly regarded, modified, belt drive turntable mounting a Trans-Fi arm and a Koetsu. I mounted a second Trans-Fi arm on a quality 1980's DD, transferred the Koetsu, and played. The DD seemed relatively coarse and noisy, with no redeeming features. That is, seemed to me.
When I finished building my air bearing turntable, I repeated the experiment by mounting the second Trans-Fi on that, and playing the Koetsu.
While I was expecting to hear a difference, I was unprepared for the magnitude of that difference. Not only was noise lower, but highs were purer and bass was tighter. Resolution improved significantly: on one record, there is an interlude of whistling, which had seemed like one performer in some parts, and two performers in others. With the air bearing table, I hear three distinct performers at all times. My wife concurs.
Hope that helps, Saki.