Yes are you afraid of snakes henry
Since misery and depression are both sad/bad kinds of feelings, then we have to find a pair of words that have the same kind of feeling in order to complete this analogy. The correct answer should be melancholy and boredom.
It's a redundant sentence because it does not need to say "over and over" and "and repeated it. Also those two phrases are double negatives. It could also be called a run on sentence.