I tend to be boring, how to change this?

I am being told that I’m boring by family, because I don’t talk much. Some of the tiles do say things, is due to just joking around. I tend to stutter and not flow properly when speaking. Additionally, I never really know what to talk about, other than surface level stuff. I just feel weird sometimes trying to ask deeper questions, because I feel it’s not my business. There other things I have a hard time making moves to flirt and break the touch barrier. This is not knowing how to, and not wanting to come off as a creep. This is due to me being very awkward. I do have a few girls I would love to talk to, but too nervous to do it. I tend to take rejection quite hard, and as stated before not wanting to come off as weird, creepy, or get laughed out the room. The reason I have this fear, is the stuff I hear from some of the women at my job. It is amazing what they talk about, and makes me nervous. Mind you one of them I would love to ask out, but never done it due to being scared.
I tend to be boring, how to change this?
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