Jason and the Argonauts faced one of Echidna’s children, the Colchian Dragon, which was guarding the golden fleece.  Taking a page out of Dashiell Hammett’s playbook, they slipped the monster a mickey and made off with the fleece while the dragon slumbered (pausing only to draw a mustache on the creature).  Not exactly a proud moment…but it was probably the least morally ambiguous thing they did during their dark quest.

Here is a painting of a very very fancy Jason, administering the potion to the dragon.  The fact that the monster is about the size of a terrier makes the whole scene even more hilarious but hey, that’s eighteenth century art for you.

Charming the Sleepless Dragon of the Golden Fleece (Giovanni Battista Crosato, 1697-1756)