The reputation and role of allegory has fluctuated throughout its long history. It has gone from being a valuable mode of interpretation for poets and philosophers to a manipulation tool for politics and preachers. For the past two centuries, due in part to its insistence on looking backwards and reliance on historical knowledge, allegory was condemned “as aesthetic aberration or the antithesis of art”. However, in the recent past allegory has re-emerged as a viable mode of exploration. This begs the question, what has changed that has allowed allegory to re-emerge? To answer this question a brief look back at the history is required. The goal of this exploration into allegory is to reveal the stimulus for its fluctuation, as well as what makes it still relevant today.