Perplexingly and Embarrassing

verb

• Cause to be embarrassed; cause to feel self-conscious.
  • synonyms: embarrass, abash
• Hinder or prevent the progress or accomplishment of.
  • usage: "His brother blocked him at every turn"
  • synonyms: obstruct, blockade, block, hinder, stymie, stymy, embarrass

adjective

• Hard to deal with; especially causing pain or embarrassment.
  • usage: "awkward (or embarrassing or difficult) moments in the discussion"; "an awkward pause followed his remark"; "a sticky question"; "in the unenviable position of resorting to an act he had planned to save for the climax of the campaign"
  • synonyms: awkward, sticky, unenviable
• Causing to feel shame or chagrin or vexation.
  • usage: "the embarrassing moment when she found her petticoat down around her ankles"; "it was mortifying to know he had heard every word"
  • synonyms: mortifying