1895 Norwegian Krag, 6.5x55mm
next oldest, Ithaca Flues model 12ga double, bought new (and made to order) by my Grandfather in 1909
I also have and shoot 1917 dated Webley Mk VI, Swedish 96 Mauser, and SMLE No III .303 and a 1919 Savage .32acp
the rest are from the 1920s and on up...