against one's better judgment

contrary to what one believes is moral or wise

Japanese Meaning

自分が正しいと信じる判断に反して / 自らの良心・判断に背いて / 自分が道理と考えることに反して

A person, against one's better judgment, might lend money to a friend who has already missed payments.

人は、自分の良識に反して、すでに支払いを遅らせた友人にお金を貸してしまうことがある。

Sense（1）

contrary to what one believes is moral or wise

Against my better judgment I gave them one last chance.