I've forced some changes upon myself, in order to maximize the quality of the music I hear. I no longer listen to music in my car, due to the competition with road noise and diesel engines. This has the added benefit of increased safety. I am all too cognizant of how fragile my biological form truly is. I decided not to be too concerned with the music on my computer, either. It is strictly for storage and sampling.
My Marantz CD player is for listening. The sound quality is much improved over audio coming from my hard drive. I know this because I have tested the same headphone amp and headphones on both, and the CD player wins. There is more detail. When I don't want to use my headphones, I have no choice but to use my computer. I have no traditional loudspeakers; just a Focal PC speaker system. It sounds better than anything I've heard by Bose, Harman-Kardon, Klipsch, and the Razer Mako system. Sometimes I wonder if it's better than my headphone system. The detail is substantial for a PC speaker system.
For some instances, when I want to listen to a CD, I decompress the APE, FLAC, TTA, or TAK (damn things) files to WAV. I then burn the WAV files to disc and add it to my binder collection, which currently houses some 1500 CD-R copies. I still have some of the CD-R discs from Carl and Cloud (12 years old) and they play fine to this day. This is not always true. I've had to throw away nearly 50 discs from trades from a variety of other people, due to the fact I could not read the discs (Imation and Memorex are the most robust brands). Some people have even sent me transcodes (some of the people I trade with severely scrutinize what I send them; this is how I know). Naturally, I have had to throw away the transcode discs.
In conclusion, I have forced myself to listen to music one disc at a time, using a conventional (though premium) CD player. One problem (and advantage) of using the computer are the highly customizable playlists. There is more music in your collection than what you like and by listening to what you don't like, you'll like what you like even more.