Dear Anniina,
First, to answer your last question "There's no such thing as a stupid question, right?" Answer... Yup. The only stupid thing would be to not ask the question in the first place and go away ignorant (unknowing). Always ask questions.
Now, on to the larger issue in your post...
A lot of folks have this particular problem. Our Western culture has caused us to focus on fear as a main reaction to almost everything. Fear of getting hurt. Fear of not being secure. Fear of making the wrong choice. Fear of not being accepted, etc.
Let me ask you a simple question... When you were a child, how did you learn to do anything? You learned to do things by trial and error. It was only by taking a chance and leaving yourself vulnerable to making a mistake that you eventually learned to make choices that brought you what you want. Example: If you never tried eating new foods, you could never learn what you really like to eat! It's all just a learning process... and it CAN BE just that simple.
So, what if you make the wrong choice? So what? What will the consequences be? Will you die? Will you dissolve into nothingness? Could you lose a friend? Lose some money? Get fired from your job? Piss someone off? So, in the context of living your whole life... what is there to be afraid of? Those are all just life lessons and there are no guarantees in life, so why not "Be Here Now In The Moment" and "go for it" rather than living in fear of the past or fear of the future? All you ever have is this moment... So what if your decision is not "perfect?" Guess what? Regardless of what you may think, perfection doesn't really exist... not really... so why waste your time, life and worry on it?
Of course, your parents, grandparents, siblings, teachers and earlier life lessons could have played an important part in programming you to live in fear. And guess, what? There's nothing you can do about that. But you CAN do something about YOU! You can change your mind! You can decide to "Take a Chance On Chance In Life" and live fully NOW! The only REAL mistake you can make is to make a choice that doesn't turn out the way you want it to and then to ignore the lesson!
All lessons are your blessing! By your choices, you learn what works and what doesn't work for you. That's your God-given gift of Free Will... to choose to live and love in your own way... by your own choices... by your own life experiences. This isn't about someone else and their idea about what's right or wrong for you. It's about you and your own life... your choices, your experiences and your joys and your sorrows. The rich tapestry of life has all of that for you, regardless! No one can save you or protect you from life's lessons because Life Happens!
Make your choice NOW to let go of your pain (fear) and to live your life knowing that you WILL make some choices that won't work out the way you intend. But from those, you will grow to make other new choices that will work out fantastically... and in the process you become smarter, more independent, more self-confident and... even really HAPPY! You can choose to end your emotional suffering by simply changing your mind. The choice is yours... the time is NOW!
Best of luck to you...
paul