This paper demonstrates that 2 Peter appropriates the Genesis 6 “Watchers” story as a “dynamic analogy,” building on Jonathan Grossman’s concept (“‘Dynamic Analogies’ in the Book of Esther,” VT 59 [2009]: 394–414) where an author uses elements of one story to characterize multiple different (and even technically incompatible) referents in his work. In 2 Peter 2:4, the “angels who sinned” are “kept” (τηρέω) for judgment (2:4). In Peter’s prophetic use of the story, the wicked in general (2:9), the false teachers in particular (2:17), and even the entire heavens and earth (3:7) are all then viewed as actors filling the role of the Watchers of old. They all are “kept” in “darkness” “for judgment.” Peter does not simply reference Genesis 6 “Watchers” story and draw applications. Rather, through “dynamic analogy” he integrates the story deeply into his letter and into his story world, creating a web of interconnections both between aspects of future judgment and between future and primeval judgments. As literary study of the NT becomes increasingly popular, this paper explores a particularly intriguing literary feature in an oft-overlooked epistle.