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Synonyms for Swaggering (same or very similar meaning)

WordNet sense 1 (having or showing arrogant superiority to and disdain of those one views as unworthy):
disdainful, haughty, lordly, prideful, supercilious, sniffy

WordNet sense 2 (feeling self-respect or pleasure in something by which you measure your self-worth; or being a reason for pride):

WordNet sense 3 (flamboyantly adventurous):

WordNet sense 4 (willing to undertake or seeking out new and daring enterprises):
adventuresome, adventurous

From the ODE community, based on WordNetadd/edit