Over shoes, over boots

I have never heard of this "idiom". Overshoes or overboots are for wearing over your shoes or boots in difficult conditions eg snow.

Or is it slang?
Over shoes, over boots
It is an expression I learned during college years.
It means for example, now that I have lost 100 dollars doing something, I might as well lose more to recover the lost sum. Or similar situation. I have put in 2 days doing something, why not spend more time making it a greater success.

I just wished to know if this expression actually means what I have in mind, an expression I learned quite a long time ago.

Thanks

I have found that it does mean what you have in mind.

I've never heard this alleged idiom, and suggest, as Contrex did, that if it is an idiom actually in use, it is in use only locally. A far more common expression in English, "don't throw good money after bad" gives exactly the opposite advice--that if you spent money to achieve a goal, and have not achieved it, don't waste more money in a fruitless attempt.

If you could be more explicit about the circumstances under which you learned this "idiom," it would help.

It's a bit like saying "May as well be hanged for a sheep as a lamb." Better to not be hanged at all!

I note your citation has a date of 1690--i suspect the expression has not been current for quite a long time.

Jumping in boots and all?


In for a penny in for a pound? Has nothing to do with boots and shoes though.

EdIT
missed your cite contrex.

I'll catch up eventually