The Answers....

(1) 1954 (2) 1952 (3) K model (4) 45" Flathead (5) XA (experimental Army) (6) S-125 (7) '48-'49 (8) 1960 (9) '77-'78 (10) 1903 (11) '91 Fat Boy (12) 1925 (13) Hint: it's American (14) 1909 (15) Late '35 (16) 1941 (17) 1947 (18) 1949 (19) 1969 (20) 1965 (21) FLs (by 1 year) (22) 1957 (23) Late '79 (24) 1940 (25) Bill Harley (26) Shovelhead, 19 years (27) 1977 (28) FLT (29) 1971 (30) Aermacchi