Last played and MediaMonkey - Help me ditch iTunes forever -

[Mthrsuperior]

I've seen mention of this in other threads but i can't seem to find a definitive answer.

Currently I'm using Rockbox with MediaMonkey and I'm 98% satisfied.
However, I have a fairly large music library and (for the most part) I like to use auto-playlists to send music to my iPod.  
These lists are based on a random selection based on the last played date.

Unless I'm doing something wrong, MediaMonkey doesn't "see" the last played dates.  It's my understanding that some software does.
Which software??

-subquestion-
Since Rockbox generates a text file based last.fm log, can a script be created for MediaMonkey to read the last.fm data and adjust tags accordingly?

Thanks.
And I pray this is on topic enough so as not be experience the wrath of L.