Comfort is essential for your happiness. Standing up for yourself may seem like a scary thing to do, especially when you think it'll offend the opposing party, but really it's just temporary satisfaction they receive and may end up being a life-long regret for you if you don't say what you need to at that very point in time. Comfort is when you feel completely satisfied. Partial satisfaction means that you are hesitant and not entirely in agreement with your choice. Never allow your kindness to overtake your rationality. I have let other people make decisions for me because I assumed that situation was "too small" to be bothered about. Let me tell you now that there is no such thing as an "insignificant decision". Everything leads to something or the other. Don't ever let someone exploit how comfortable you are with them.
People act in ways that are comfortable to themselves but occasionally adjust themselves to cater to your acceptance of them. This is purely to satisfy you and to gain your trust (there are tons of nice people out there, but I'm just saying, you can never be too careful). It's important to know that you should never be afraid to speak your mind if you think it's for the best no matter what people think of you. Yes, some problems may arise. Certain people will start commenting on how all your decisions are selfish, but they will never understand why they came into place. You shouldn't feel the need to justify yourself to people who are judging you based off of a preconceived notion because that shows how poor their observation and idea of you is. You should know that nobody will understand your decision no matter how many times you try explaining it to them because they can't see what you are seeing.
So what I'd like to tell you is that you must stand up for yourself and make your own decisions. If you have complete knowledge of the situation, you know what's best for you. Make your own decisions and make sure you're happy with it. I know the whole "living in the moment" thing is fun, but you should look at the future and see if there will be any negative repercussions because it doesn't matter if you're happy just for today and not tomorrow. A little planning ahead of time doesn't hurt.
Also, I'm not encouraging you to argue with people to prove your point, but discuss your views and accept their views because it could help you in making your decision eventually and make sure that at the end of the day, you are comfortable with what you're doing :)
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