I have been listening to the D300 for a little over two weeks now. Straight out of the box, it sounded quite dull and mushy, but I let it play music for a week (while not listening to it myself) and got back to it after that. At least to my ears, it made a big difference. The mushiness and dullness was gone, but it still retained a very pleasant sound signature, which is just a little to the warm side of neutral.
What I was missing from my (modest) digital setup was a feeling of corporeality (the feeling of actual physical humans and instruments playing in the recording, and not just hollow sounds) and the lack of "digitalness" I find in the dacs I've tried around this price point, and I feel like the D300 brought me closer to that.
I don't know what "more analog" sounding means (as it has been mentioned alongside the D300), and as great as the D300 is for the money, I still feel like it has a way to go compared to my turntable setup. In direct comparison, the turntable has more air, more snap, more depth and more life in the music. But then again, you could get 25 D300's for the same price, and in that context it's a bargain.