The devil to pay is another cool one. From Patrick O'Brian's Aubrey Maturin series (great books by the way):
""'Why, the devil, do you see,’ said Jack, ‘is the seam between the deck-planking and the timbers, and we call it the devil, because it is the devil for the caulkers to come at: in full we say the devil to pay and no pitch hot; and what we mean is, that there is something hell-fire difficult to be done – must be done – and nothing to do it with. It is a figure.’""
Could you explain 'letting the cat out of the bag' in this context? I'm asking because I've read a different legend: Apparently on markets a few centuries ago, young pigs were frequently sold in bags. Sometimes people tried to sell captured cats as farrows in the hope the buyer would not open the bags before the deal was made and the seller far enough away. IIRC they chose cats because they sounded similar to farrows. Lacking farrows I cannot confirm that :)
http://upload.wikimedia.org/wikipedia/commons/0/09/Cat-o%27-...
For example...when was the last time you said: 'Everything is above board'
'That company needs a bailout'
'A storm is coming, we better batten things down'
'Did someone just let the cat out of the bag?'
'We better clear the deck so we can start this new project'
'This project is doomed. We need to cut and run'
'My son is an excellent student. He passed his exam with flying colors'
'They successfully used a loop hole to get around the rules'
'You better toe the line' (usually mis-spelled as 'tow the line' on the internet these days)
There are many, many more.
But then you have to remember, at one point in history, all things shipping and nautical were the high tech of its day, and for a long time period.
As for me, I'll be giving any more phrases a wide berth and waiting until the sun is over the yardarm so I can pop a beer.