Originally from Don Quixote, 'lothario' implies a pattern of seducing women, not just one event. He played the lothario, charming women like the character from the novel.
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Negative Connotation
'Lothario' has a negative tone, suggesting disapproval of the man's behavior. Despite his charm, most see him as a lothario rather than a true romantic.
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Use in Criticism
Use 'lothario' when criticizing someone's dishonest and manipulative romantic actions. The community frowned upon the lothario for misleading several women.