I used to have John Denver Sings, from 1966 (only 200 to 250 copies were pressed), but sold it on ebay 11 years ago.
I still have a copy (not a bootleg) of The Beatles Christmas album (a 1970 compilation of their 7 Christmas singles for the fan club), that is in terrible condition and the cover rotted away from water damage.
Among folk, I have the cover (the 78's broke years ago) of The Alamanac Singers Whaling and other songs, which Pete Seeger signed for me in Williamsburg, VA in the 1980s.
I also have 3 letters from Tom Lehrer, the first of which was principally to thank me for sending a copy of the play script to the 1927 version of the George and Ira Gershwin - George S.Kaufman STRIKE UP THE BAND, which has never been published. I figured America's greatest satirist of the 1950s and 1960s would be interested in the work of the greatest American satirists of the 1930s, and I was right.