The present essay suggests that Everard Guilpin’s collection of satirical poetry, Skialetheia (1598), is entrenched in early modern notions of age and masculinity. While criticism has claimed that Guilpin’s satirical persona is mostly inconsistent and self-contradictory, this essay argues that Skialetheia is structured around a model of progression toward manly self-control. The epigrams, placed before the satires, and the first three satires predominantly rely on flyting, aggression, and a reckless, “youthful” persona whereas the three last satires increasingly come to emphasize distancing, composure, and Stoical as well as proverbial wisdom—features that are consistent with Renaissance constructions of masculinity around notions of self-control. In other words, while Elizabethan satire has often been noted both for its aggressive and violent character and for the youth of the men who mostly wrote it, Skialetheia to some extent demonstrates an aesthetic and moral distancing from such dimensions. In a wider sense, the essay therefore suggests that previous views of Elizabethan satire as consistently “angry” or “low” in style need to be re-considered.