Wynnere and Wastoure is one of the earliest dream poems in medieval English literature. The poem, mainly a debate between allegorical figures Winner and Waster, is generally held to be a topical satire on the English King Edward III and the economic policies of his court. By looking closely at the poem’s feasting scenes and multilayered dream narrative, this article argues that the poet is more concerned with maintaining his own position at the court as a professional “maker of myrthes” than criticizing the extravagant lifestyle of the nobles. The detailed descriptions of the king’s drinking party and Waster’s banquet, as well as of the tournament-like pageantry and the heraldry blazoning, suggest the circumstances in which the poet presents his work and implies his dependence on courtly patronage. Subtly hidden across the complicated narrative framework and between the lines is the poet’s desire not to be excluded from the king’s court and favor as well as his confidence in his poetic creation, or rather, his oral performance, hence his worthiness at the court.