How to get a PsP and a MacBook to play nice?

Hello!
Thank you kindly for taking the time to glance at my thread.
As you may know, Sony never really intended to include Mac in any of their development schemes for reasons that simply sound like petty: "my devices are awesomer-er than yours!"... sort of shenanigans. Currently all of my music and other enjoyables are on my Mac where I would like for them to remain. What Ive attempted so far is putting the volumes of information on my Ps3 with some Nullriver streaming software. This software is fantabulous if you're looking to simply stream movies or browse your mac over wifi. However once you begin copying gigabytes of music and smut over to the playstation, it comes out ugly, twice copied, with sporadic artwork and crappy sorting. SO my question is: how can I cut out the middle man and put this mess on my PsP?! Cheese and crackers man its 2010! What gives?

-B