Can’t Stop Until I’ve Pushed to the Limit

When I feel someone’s vibe is “off” or I feel there is something wrong with them based on their actions/mood I will ask them repeatedly what is wrong until the person (my bf) freaks out and is annoyed. I find his reaction absurd to get so angry at me “trying to care” but I also see his point of view that someone asking you 100X what is wrong when there is nothing wrong is annoying. He has a short fuse so when I do this, he reacts with anger, says things that are mean to me, I get hurt and then an argument starts. This is probably unhealthy to some, I get it, but it’s one of our flaws as a couple (and as individuals). The thing is, my mom used to do this to me again and again until I would break. Why am I repeating a terrible habit that I myself hated?