DCHP-1 Online
caulk boot 
1 a strong boot the sole of which is studded with steel spikes, or caulks, used by loggers to keep from slipping on wet or sloping logs.
See also: caulked boot
- 1930 (1963) Oh Friends and choker setters, I know it will be tough; / Our caulk shoes will be heavy, the ground is steep and rough.
- 1966 [The logger] was a pack-sack citizen and appeared on Skid Row streets complete with dirty Stanfields and caulk boots which would be later hocked for the last bottle.
2 Figurative use See quote.
- 1964 In the course of the budget debate, I look for Mr. Gibson to launch a caulk-boot attack on this move. . . .
- 1930 (1963) Oh Friends and choker setters, I know it will be tough; / Our caulk shoes will be heavy, the ground is steep and rough.