Me vs Maturity

Once a certain situation has been done and over with, I find myself questioning and rethinking how I should have handled it. There would be certain things that I had wished I had said or done differently. I would beat myself up emotionally for not having done it the way I should have. I know it sounds anal, but it is how it always end up. I would analyze my actions and question myself why I had not done so. The answer is always, "because I would rather not overstep any boundary and make things look as bad or sound just as worse". There is always the saying, "think before you speak" and "if you have nothing nice to say then say nothing at all". I don't think it makes me passive because I am far from being that. I actually think I am too aggressive at times. Not overly aggressive, but aggressive enough to relay my point across. I also believe that time has made me more cautious and more aware of getting the point across without causing too much havoc. I don't know, I just find that I am not as I used to be when I was much younger. I have more restrain and I am more constructive in handling situations. It still bothers me at times because I tend to omit certain things just to be "more mature"...lol...I guess that is all about growing up and adapting to a certain level of maturity that is expected of me. It makes me wish I could be "careless" and "carefree" and have the excuse of being "young and foolish".