DCHP-1 Online
caulked 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: caulk (def. 2a) caulk boot cork(ed) boot river boot spiked boot
- 1943 About this time . . . loggers landed in town clad in stagged-off pants, their caulked shoes flashing sparks on the . . . pavements. . . .
- 1964 Caulked boots with a row of steel nails down the sides gave a certain traction on the slippery logs. . . .
2 Figurative use See quote.
- 1942 (1946) Quitting the woods for good a logger is likely to talk about . .. "throwing his caulked boots in the stove."
- 1943 About this time . . . loggers landed in town clad in stagged-off pants, their caulked shoes flashing sparks on the . . . pavements. . . .