to subject someone to aggressive pressure or intimidation, often causing distress or discomfort

嫌がらせをする (いやがらせをする), いじめる
to cause someone to feel worried, upset, or concerned

悩ませる, 迷惑をかける
to create problems for someone, resulting in hardship

困らせる, 悩ませる
to annoy someone repeatedly by making persistent requests

困らせる (こまらせる), せがむ (せがむ)
to repeatedly annoy or harass someone with requests or questions

しつこく尋ねる, せがむ
to continuously create problems for someone or something

悩ませる (なやませる), 苦しめる (くるしめる)
to constantly chase, pressure, or follow someone to gain or achieve something

追い回す(おいまわす), 追跡する(ついせきする)
to persistently annoy someone, often by making repeated requests or demands

うるさくする, 困らせる
to irritate someone or cause problems for them, particularly by asking them to do something over and over again

迷惑をかける, 煩わせる
to continually annoy someone

困らせる (こまらせる), 苛立たせる (いらだたせる)
to cause worry or annoyance for someone

不安をかき立てる, 心配させる
to request something in an annoyingly persistent way

しつこく頼む, ねばり強くお願いする
to continually cause someone or something difficulty, pain, or worry

悩ます(なやます), 苦しめる(くるしめる)
to cause pain, suffering, or distress, often as a result of illness, injury, or hardship

苦しめる, 悩ませる
to ask personal or unwanted questions

詮索する, 干渉する
to secretly observe someone

スパイする, 盗み見る
to secretly investigate or look around to discover private information about someone

盗み見る, のぞき見る
to secretly listen to a conversation without the knowledge or consent of those involved

盗み聞きする, 傍聴する
to secretly enter an organization or group with the aim of spying on its members or gathering information

浸透する (しんとうする), 侵入する (しんにゅうする)
