My friends always laugh at my music collection at partys. Not only for my collection (I'm one of the few with such diverse tastes from Bubblegum Pop to Death Metal), but for just how sorted my music collection is.
It's sorted by Genre, then by artist, then chronologically through their albums. (Foobar2000 FTW!) If the artist name contains The it is put at the end of the artist's title (ie "The Beatles" become "Beatles, The"). 90% of my music is also FLAC, and the other 10% is mp3s at 256Kbit of higher (And i even test at a low ABX, usually around the 160Kbps area, so there really is no need for such high mp3s).
Also when I acquire music (legally of course ), I will generally only take a FLAC version of the music. Not that I'm an audiophile but more that I like to have options when I like put music onto a music player. From FLAC I can convert to any quality, any size, and any codec depending on the needs of the device I am putting it on.
I absolutely hate bad quality rips of music that go around the internet. I also have a pet peeve of people who download an album by downloading all the seperate songs and putting it together and all the files having different qualitys. I don't know why, but it just grates me.
Also when Songs are mis-labelled...etc I scream inside. So much so that when I am around at a randoms place for say a party, and there music is mis-labelled I have been known to correct it all instead of drinking much to my friends laughter.
So how anal-retentive about your music are you?