The Old English riddles are generally valued for their triviality—for their humour and their connection to ordinary life. In this article, however, I argue that the characteristic incongruity of the riddles can be much more than a genre-marker. In one group of riddles, the so-called ‘implement riddles’, descriptions that, on the surface, seem to be too ridiculous to be true and thus instantly dismissible can be seen to present a remarkable discussion of dangerously radical ideas about reciprocal obligation and mutual power sharing.