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The "85" one is actually '86. (It was published in 1985 and people often get confused about it because there's no actual year on the cover.) So once you get the 1991 one, your G1 set is complete. The 2004 G3 one is really disappointing. It's basically just two previously published G3 books and a few colouring pages. Later G3 annuals had new material in them though.
I've always considered the 1985 dated one to be for 1986 as they're always published shortly before Christmas with the date for the next year on the cover, so if it was before Christmas 1985 the date would typically be 1986.
An annual is basically a large book, and Hasbro typically did not use the comics artists for the books (The Stolen Shadow, A Problem for the Baby Ponies, etc) EXCEPT the annuals. Maybe for this first annual Hasbro regarded it more as "just another pony book" rather than a tie-in to the comics.
The 1986 annual for Transformers was also published by Grandreams, published in December 1985. None of the other TF annuals are from Grandreams. Seems to have been a one-year thing.