quizzical

Adjective
  1. Playfully vexing (especially by ridicule) (synset 302130499)
    "his face wore a somewhat quizzical almost impertinent air"
    similar to: playful - full of fun and high spirits
    same as: mocking, teasing
  2. Perplexed (as if being expected to know something that you do not know) (synset 301771296)
    "he had a quizzical expression"
    similar to: perplexed - full of difficulty or confusion or bewilderment
    same as: questioning

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