Essentials:
JULY- De-Loused In The Comatorium - The Mars Volta (confirmed)
AUGUST- First Utterance - Comus (Probably the big front runner)
SEPTEMBER - Enter The Wu-Tang: The 36 Chambers (The Wu-Tang Clan) is the front runner to match the clues, (although it could also be Midnight Marauders if the clue wasn't counting European pressings when it said "never pressed on 2 LPs)
Classics:
JULY- It's Magic - Abbey Lincoln (confirmed)
AUGUST - 1974 Soul Album with 10 tracks, could be a lot of things like Ann Peebles or Bobby Bland
SEPTEMBER - 1966 Jazz album with 6 tracks (could be Wayne Shorter's Adam's Apple, still pretty wide open)
Country: (these are all locks)
JULY- For My Broken Heart - Reba
AUGUST - Coat of Many Colors - Dolly Parton
SEPTEMBER - Pieces of the Sky - Emmylou Harris
RHH, I think August is gonna be OutKast's ATLiens, not sure about July or September