Is it possible to sort my library by both "Rating" AND "Last Played?"

I have been transferring my music digitally since 5 years before iTunes ever existed. I have just finally developed a rating system that I will be able to benefit from. So, I want go though almost two decades worth of my music, and rate all these songs.
I'd like to rate my songs which I've never listened to, while listening to them. Once rated, I don't want to hear the song again until I've rated all songs.
The problem arises because I can't efficiently just shuffle my music and rate, because iTunes will more commonly play my already-rated songs. Even if shuffle was actually random (like it used to be) I'd still have music that would remain unrated before I started getting repeats of the rated ones.
This can not be accomplished with a smart playlist either, because finding only 'unrated' and 'never played' songs will remove the song as soon as I rate it, and stop playing all music in my library. I considered [unshuffled] column-sorting by rating in a smart playlist that only finds songs with a play count of 0; this allows me to start playing the first 0 song in the full list of 0's, but the moment I rate it, it jumps up with the rated songs I've already rated, and continues to play the next track from it's new position.
Ideally, I'd like to [column] sort by Last Played FIRST, and see all the unplayed ones at the top of the list, THEN sort by rating, and view unrated ones reshuffled to the top of that list. But iTunes won't seem to sort in this manner. In other words, It won't re-sort an already-sorted column.
If the rules of my sorting system would help you understand what I'm trying to do, they are included below.
STAGE ONE (what I'm trying to find an efficient process for)
★ - DELETE
★★ - SONG NOT PREFERABLE
★★★ - LISTENED/KEEPING
★★★★ - KNOWN, LIKED SONG
★★★★★ - NEW, LIKED SONG
STAGE TWO
Delete all ★ songs.
Decrease rating of all ★★★★, ★★★ and ★★ remaining songs by ★
[example: select all ★★★ star songs and mass-edit track info and change to ★★ star songs]
New Status:
★ - SONG NOT PREFERABLE
★★ - LISTENED/KEEPING
★★★ - KNOWN, LIKED SONG
★★★★★ - [ BECOMES: ] RE-EVALUTE SONG (since I've only heard it once, after all)
Once I've reevaluated all the songs that are new to me, the ★★★★ category will be reserved for my most favorite songs at the moment.
And all ★★★★★ star ratings will continue to be songs I still need to give some time to before I decide whether I like hearing them or not.
Any ideas would be greatly appreciated!
I know this may seem like overkill, but if I could implement this rating system, I could listen to my music with way less skipping. I'm not going to start deleting songs from complete albums, but I don't need to listen to it if I am not into it. Sometimes a song will be perfect as part of an album, but it's not a jam you're interested in hearing anymore otherwise. Doug's Rate Me! Script doesn't work under my listening habits.

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Is it possible to sort my library by both "Rating" AND "Last Played?"

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