Experiences are the real guide.

 Recently I was watching a series where a mother was ordering sneakers for her son online, when her son suddenly asked her "But mom, how do you know if they are comfortable without trying them on" 

And this led her to a deep insight to the questions with which she was dealing. 

That question made me think as well. Though there are the things we keep on juggling but that simple question cleared a lot. 

Experiences surely are expensive which comes with the danger of risks, insecurities, what if and all sorts of questions that usually a person isn't ready to deal with. But without experiencing them for real, you will not be to boost up your confidence. 

Also experiences often tells you about your abilities, new talents, define your comfort zone. 

It isn't like you have to necessarily experience them when your gut says not to try, or your well wishers are refraining you but if you think that they won't harm others and won't cost you or even if it costs you, you are ready to take that risk then my friend

WHAT ARE YOU WAITING FOR?! TAKE YOUR TIME BUT, GO FOR IT.