It seems that many persons who still really like analog are doing more listening through speakers than headphones. Analog classical recordings can be very trying experience because of surface noise in quiet passages and tracking distortion in loud pasages. These flaw tend to be less audibke with speakers.
However there remains a certain quality to good analogue which when you hear it in digital you think "turntable." For me it was a CEC belt drive cd player I suspect that much of this analog quality is just good digital playback with reduced jitter and other less well-understood forms of digital distortion. Thus anything you can do to get this type of distortion down will probably sound more "analog." Even tweaks such as sorbethane footers and covers on unused inputs and outputs seem to help.