I always put my teacher on the spot by asking him lots of questions in class.
I often trouble my teacher by asking him difficult questions.
この場合、次のような言い方ができます。
to put someone on the spot を使った言い方：
ーI always put my teacher on the spot by asking him lots of questions in class.
「授業中先生にたくさん質問をして、いつも先生を困らせる」
to trouble someone を使っても言い換えれます。
ーI often trouble my teacher by asking him difficult questions.
「先生に難しい質問をして、よく先生を困らせる」
ご参考まで！
カナダ 
