What's "do I dare" mean and when's it used?

Native speaker’s answer
Rebecca
"Do I dare?" asks if he has the courage to join the others in the fight. A "dare" is a challenge that might have some risk involved, so he's determining the options. Ex: I would never dare to go to the mall on the weekend. It's too busy. => something they would never try Ex: Do I dare to cut my hair short? I'm not sure. But I think it'll look nice.