I’m dating a wonderful man, who is funny, kind, and respectful. He’s caring and a great listener. The problem is, no matter what I say or do, he is always questioning if things between us are ok. He literally asks once or twice a week if things are good between us.

I text him in the mornings to say hello, we see each other most every night, I make sure to give him compliments of how sweet or thoughtful he is (being specific as to why I think that) and make sure there is a lot of physical touch, whether it be kisses, holding hands or sitting close, pressed up against him.

We’ve been intimate and I’ve shared how it made me feel being with him. I even send him suggestive text messages once in a while. We’ve talked specifically to say we only want to date one another and are not looking for anyone else.

Still – he asks frequently if everything is good between us.

What am I doing wrong? I’ve never dated someone so insecure. I’m trying to have patience, but it’s really taking a toll on me. I’m feeling like I’m putting forth all the effort in the relationship and only being questioned in return.

He's pretty negative about himself. I try to encourage him, but it's really wearing on me.

Any suggestions would be appreciated.