Adding this as a notable claim. I can't tell if it is true or not.
The story is usually told about Winston Churchill, during or shortly after WWII. While it is sometimes told as a psychological stunt against Nazis, it is usually described as a prank on his allies, either USA or Russian.
In some descriptions, the objects in question were intended as protective waterproof covers for rifles, or for large guns. They were bigger than even the largest condoms. Churchill suggested that they should be labelled Condom - Medium.
In one version of the story the Russians sent back a note saying they had tried using the covers for sex, but had found them too tight.
If this anecdote actually happened at all, Churchill was probably joking, and it was probably never seriously considered.
Some sources for the claim.
Later in the book, we discover that during the Second World War, British Prime Minister Winston Churchill was asked by Soviet leader Josef Stalin to help out with the Russian army’s serious shortage of condoms. According to this (possibly apocryphal) tale, Churchill ordered a special manufacturing run of condoms made at double the regular size, and then had them shipped to Russia in boxes that were stamped with the label Made in Britain – Medium (you have to laugh).
Less likely but equally amusing is the legend of a shipment of British condoms to Murmansk as part British aid to Russia. The British have only one size: “extra large.” So Churchill orders that each box be marked: “Made in England. Size: Medium.”
The story goes that during WWII it was discovered that condoms could be used to protect gun barrels during shipping and non-use periods. The condoms were so effective that Winston Churchill ordered thousands to be manufactured that were 3 times normal size - in order to accomodate the quite large barrels of military weapons. It is said that in order to demoralise the Germans, Churchill also ordered each package to be labeled "One Condom. Made in England. Medium size"