Someone extremely dear to me seems to struggle with this too. As someone on the other side of that -- and I think I am speaking for many many many others here -- I think of him constantly, whether I'm there or not and fervently wish that he were able to truly feel how very much caring there is and feel secure in it. Truly.feel.it.securely. Like a hug in a blanket fresh from the dryer! And better than a blanket, it stays not only snuggly, but warm! For real. It's THERE.
Here we are on the same side of the coin. People-pleasing? Oh yeah. (Not on everything, but on way too much). Just a tidbit of wisdom on that one -- It's not as if I've totally overcome it, lol -- but it's better than it was. The key was understanding boundaries. Before, it was like everyone else was entitled to them, but not me. Hell, I'd strictly observe boundaries others didn't even have(!) So encroaching on theirs was definitely not a problem. But I was a doormat. It was pretty enlightening to learn I was entitled to have them too, and that the word "no" was not only ok, but helped keep resentment from building up too much. That building up either resulted in making a very messy explosion or eating me up inside. Which both sucked, so doing something about it came ready-made with motivation.

The other I have no wisdom at all on. I get very uncomfortable in being a recipient in close proximity of "too much" caring. Want to see either freeze-up or deflection in action? Come to the show! It's Olympic quality. Inside my head it's just straight up panic. It's like walking into finals on a class I never took -- given in a language I don't know(!) You've got wisdom for me on that one!

Writing is really good. Good luck with these, suga. Yeah, they take work and practice, but breaking them down helps in recognizing what's going on and that's where it all starts in turning it around.