Re: How to I learn to stop reading into things !!!!
I do the same thing, so I know where you're coming from. But I used to be a lot worse. One thing that jumped out at me from your post is your use of the phrase "mentally prepare myself". I used to always have a little voice in the back of my head telling me to not get too comfortable with a boyfriend, because it might not work out. This is self-sabotage. We may think we are protecting ourselves from future hurt, but the fact is if the bad event we feared does come to pass, we are really no better prepared by having assumed the worst. However, it doesn't hurt to think about what it is you really are afraid of happening. You mention his age, so does that have something to do with it? Are you concerned he won't commit to you in a meaningful way? I went through something similar, and tried everything to avoid thinking about it, but finally had to address it.
My advice to you is to take things at face value. If your boyfriend wants to give you some message other than what's coming out of his mouth, then he'll probably let you know. But if your gut instinct tells you that this may not be the right thing for you, then address it with him as soon as possible.