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According to my analysis of a wordset/dictionary definitions, the 10 most "ambiguous" words in the English language (as far as parsing plain text by a machine that has no context) are:
cut
break
run
play
make
light
draw
clear
give
hold
when ordered by number of meanings. For example, "cut" has 70 definitions (some similar, some quite distinct)!
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Finger rolling rhythm, ride the horse one hand...
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