Ingratiating
/ˌɪˈŋɡreɪʃiˌeɪtɪŋ/
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Definition
(adj) Which ingratiates; which attempts to bring oneself into the favour of another, often with flattery or insincerity; smarmy; unctuous; oily.
Sentence Examples
Tom is ingratiating himself with our new boss.
Ingratiating behaviour can be really annoying.
CEFR Practice Quiz
He had a very ____ smile that made people feel comfortable, even if they didn't know him.