Think of conversation like a skill, like riding a bike.
The best thing with conversation is that you can practice it with everything, and there are a million cool books on the subject. Its weird how we spend a large percentage of our life talking, but not that many people have studied on how to do it better.
Try not to associate your identity with your conversation skills, as this always makes it hard to improve them. Try not to think how you communicate is who you are as a person, it really is not.
I train people on conversation and I'll get a guy who says similar things to you, and within 15 minutes I've retrained him and his conversation is awesome. Forget the fact he's spent the past 12 years thinking that his conversational ability meant there was something wrong with him, and he kept asking the "why" which led him around in circles the whole time.
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