I would say, life is too short. Love, relationships and opportunities are priceless. That being said, never trying would cause regret, never trying and not caring is not the same thing. If you like/love someone, try to be part of their life 1 way or another. Because at least trying makes an impression and impact on that person's life 1 way or the other. Even if you fail, at least you know and you learn. Not trying still feels like failing anyway. Fear nothing, don't block yourself, other people have a different view of you than you do 100 percent of the time.