Nancy Sinatra: actress turned popstar: These Boots are Made For Walking reached #1 on the Billboard Singles Chart in February 1966, How Does That Grab You Darlin’? #7 May 1966, Sugar Town, #5 December 1966. Something Stupid, #1 April 1967, You Only Live Twice, #44 July 1967 and Lightning’s Girl, #24 October 1967. Her final chart entry was Drummer Man, #98 in September 1969. Billboard.