辛(つら)いpainful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold

亡(な)き祖父(そふ)との別(わか)れは辛(つら)いものでした。

Saying goodbye to my deceased grandfather was a painful experience. {painful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold}

私(わたし)は学校(がっこう)でいじめられて辛(つら)い目(め)にあいました。

I had a tough time being bullied at school. {painful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold}

主人(しゅじん)から辛(つら)い仕打(しう)ちを受(う)けた召使(めしつか)いが泣(な)いています。

The servant who received harsh treatment from his master is crying. {painful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold}

仕事(しごと)のストレスで子供(こども)に辛(つら)く当(あ)たったことを激(はげ)しく後悔(こうかい)している。

I deeply regret being harsh to my child due to the stress from work. {painful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold}

被害(ひがい)者(しゃ)：「事件(じけん)の話(はなし)をされると辛(つら)いので、僕(ぼく)のいる所(ところ)ではやめてくれませんか？」

Victim: "It's painful for me to hear about the incident. Could you please not talk about it when I'm around?" {painful, bitter, heart-breaking, difficult (emotionally), tough, difficult, hard (usu. of situations), cruel, harsh, cold}