1To cause someone trouble, inconvenience, or embarrassment (e.g., by asking questions or acting in a way that puts them on the spot).
そんなに質問ばかりして先生を困らせないでください。
Please don't keep asking questions and trouble the teacher.
子どものいたずらで隣の犬を困らせてしまった。
A child's prank ended up bothering the neighbor's dog.
彼女は冗談で友達を困らせるのが好きだ。
She likes teasing her friends and putting them on the spot as a joke.
お手数をおかけして困らせてしまい、申し訳ありません。
I'm sorry for causing you trouble and inconvenience.