Inflating challenges in your mind is a double edged sword. Failure doesn't feel as bad if you think you never had a chance, but if you overdo it you only intimidate yourself into giving up.
This is the number one reason many stunningly good-looking women don't have boyfriends: guys assume they have no chance and never try. In my youth (Mesozoic Period) it was easier to talk to beautiful women because I assumed they were out of my league. I only panicked when they actually turned out to be interested.
Pallando, the easiest way for you to let things work is to
not care. The less you actually get wrapped up in whether or not things might work out, the more you'll be letting things work out on their own --
or not, but you won't care!
As Manhug was saying, "Disregard females, acquire aesthetics." Or self-respect if you can manage it, but that's harder than aesthetics.
