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The first Nautical Quiz was posted August 7th. And here on August 27th we have already covered 17 clues with winners. Check out the list, you may be surprised:
(the correct answers and winners are in blue)

#1 Three Sheets to the Wind - Winner - Profish00
A sheet is a rope line which controls the tension on the downwind side of a square sail. If, on a three masted fully rigged ship, the sheets of the three lower course sails are loose, the sails will flap and flutter and are said to be "in the wind". A ship in this condition would stagger and wander aimlessly downwind.

#2 The Devil to Pay - Winner - WVAMEDIC
To “pay” the deck seams meant to seal them with tar. The devil seam was the most difficult to pay because it was curved and intersected with the straight deck planking. Some sources define the "devil" as the below-the-waterline-seam between the keel and the the adjoining planking. This task was considered to be a most difficult and unpleasant job.

#3 Let the Cat Out of the Bag - Winners - profish00, WVAMEDIC
In the Royal Navy the punishment prescribed for most serious crimes was flogging. This was administered by the Bosun's Mate using a whip called a cat o' nine tails. The "cat" was kept in a leather bag or baize bag. It was considered bad news indeed if the Bosun’s Mate was seen reaching for the bag.

#4 Start Over with a Clean Slate - Winner - Trouthunter
A slate tablet was kept near the helm on which the watch keeper would record the speeds, distances, headings and tacks during the watch. If there were no problems during the watch, the slate would be wiped clean so it be ready for the new watch.

#5 Pressed Into Service - Winner - Pablo
The British navy filled their ships' crew quotas by kidnapping men off the streets and forcing them into service. This was called “Impressment” and was done by “Press Gangs”.

#6 Cut and Run - Winner - Speckle Catcher
If a captain of a smaller ship encountered a larger enemy vessel, he might decide that discretion is the better part of valor, and so he would order the crew to cut the lashings on all the sails and run away before the wind to avoid the enemy.

#7 To Know the Ropes - Winner - regulator
There were miles and miles of cordage in the rigging of a square rigged ship. The only way of keeping track of and knowing the function of all of these lines was to know where they were located. This took an experienced seaman.

#8 Footloose - Winner - Hard Head
The bottom portion of a sail is called the foot. If it is not secured and is loose, it dances randomly in the wind.

#9 Pipe Down - Winner - Boat_Money
The last signal from the Bosun's pipe each day meant lights out and be quiet.

#10 First Rate - Winner - Timbo
From the 16th century on until steam powered ships took over, British naval ships were rated as to the number of heavy cannon they carried. A ship of 100 or more guns was rated at #1 in line-of-battle ships. Ships that carried 90 to 98 guns were rated #2; Ships carrying 64 to 89 guns were rated #3; Ships carrying 50 to 60 guns were rated #4. Frigates carrying 20 to 48 guns were rated #5 and #6. This saying implies excellence.

#11 Slush Fund - Winner - Pelican
A slushy slurry of fat was obtained by boiling or scraping the empty salted meat storage barrels. This stuff called "slush" was often sold ashore by the ship's cook for the benefit of himself or the crew.

#12 Toe the line - Winners - MEGABITE and Pablo
The space between each pair of deck planks in a wooden ship was filled with a packing material called "oakum" and then sealed with a mixture of pitch and tar. The result, from afar, was a series of parallel lines a half-foot or so apart, running the length of the deck. Once a week, as a rule, usually on Sunday, a warship's crew was ordered to fall in at quarters -- that is, each group of men into which the crew was divided would line up in formation in a given area of the deck. To insure a neat alignment of each row, the Sailors were directed to stand with their toes just touching a particular seam.

#13 Duffle Bag - Winners - Hullahopper, benswa & Speckle-Catcher
A name given to a Sailor's personal effects and how they were stored. It referred to his principal clothing as well as how they were stowed. The term comes from the name of a Flemish town near Antwerp, and denotes a rough woolen cloth made there.

#14 Flying Dutchman - Winner - FishinChick
One superstition has it that any mariner who sees the this ghost ship will die within the day. The tale of the ghost ship is that it set sail in 1660. Then, while trying to round the Cape of Good Hope against strong winds and heavy seas the ship failed its attempt. Then when trying to make Cape Horn, the ship failed again. It is the most famous maritime ghost story told for more 300 years. The cursed spectral ship sailing back and forth on its endless voyage, its ancient white-hair crew crying for help while hauling at her sail, inspired Samuel Taylor Coleridge to write his classic "The Rime of the Ancient Mariner," to name but one famous literary work.

#15 Beating a Dead Horse - Winner - Ernest
This saying comes from how seaman regarded their first month at sea. A month for which he was already paid and then spent all the money soon afterwards.
To the seaman, with his money gone, he was working that first month "for free." To mark the end of this specially named month, the crew would build an effigy of a large, solid-hoofed herbivorous mammal (Equus caballus). Then they beat the thing until they were exhausted. Finally, the would dump it overboard as a part of the big celebration. Fo officers on the ship it is really difficult to get the crew to do any extra work during this first month at sea. (Thanks to Boston of the TTMB for the question)

#16 Taken Down A Peg - Winner - FishinChick
This expression comes from the practice of admirals and officers having their own flags aboard ship, a peg attaching them to the mast. Superior officers would have their flags positioned higher on the mast than subordinates. If a senior officer handed over his command to a junior officer the senior officer’s flag would have to be flown in a subordinate position.

#17 Son of a Gun - Winner W. Va. Bubba
When in port, and with the crew restricted to the ship for any extended period of time, wives and ladies of easy virtue often were allowed to live aboard along with the crew. Infrequently, but not uncommonly, children were born aboard. A convenient place for this was between guns on the gun deck. If the child's father was unknown it would be entered in the ship's log as the saying you’re looking for.

 
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