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rounder (n.)

1620s, "a sentinel," agent noun from round (n.) in the "circuit performed by a sentinel" sense, on the notion of "one who makes the rounds." Sense of "chronic loafer, drunkard, or criminal" is by 1854, American English, on notion of one who "goes the round" of misdemeanor, arrest, trial, imprisonment, and release. Rounders, a baseball-like game in England played with a small bat, is attested by that name from 1828, from the player "rounding" the bases after the ball is hit.

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Definitions of rounder from WordNet

rounder (n.)
a dissolute person; usually a man who is morally unrestrained;
Synonyms: libertine / debauchee
rounder (n.)
a tool for rounding corners or edges;
From wordnet.princeton.edu