How do you date an insecure person?

So instead of giving up on him or her, here are things you can do to help them overcome their insecurities.Are you really willing to do this? Valid compliments. Respect any boundaries. Be supportive. Be prepared for slow change. Always tell them you love them. Good listening.Feb 5, 2021

Is it OK to express insecurity in a relationship?

Talking to your partner in an open and non-confrontational manner about your insecurities is a positive first step, Osborn says. Your relationship should be one that reassures your insecurities, not increases them. Insecurity due to trust issues is a major thing to overcome.