I mean, if Pennywise never let himself be known to the Losers Club, they would have never found out about him and killed him. Pennywise decided to try and scare them away instead, which ended up pissing the kids off. All Pennywise had to do was ignore the Losers Club and find other victims that weren’t as strong.
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Because PW never experienced defeat before, especially not by the scraps of meat that call themselves human. He had no idea they could actually put up a good fight against him and send him back into hibernation defeated.
When they returned as adults, they were on a mission to finish him off. PW had to try and stop them before they got to his dwelling and messed him up.
Imagine thinking that you are a lucid dreamer, master of all dreams, and then a child shoots you in your dream and you wake up wounded.
Would you be freaked out? Would you want to go back to dreaming again, or would you need to deal with the source of your injury?
Defeat is one thing. Pennywise had never experienced sentience before. Pennywise has never had reason to believe that the universe and everything in it, except for Maturin, the turtle, was real. Pennywise believed that her food was less than mindless cattle, merely the stuff of dreams.
The children hurt Pennywise by outsmarting her, by using her power to manipulate reality against her. She concluded that there were other sentient beings in the universe beyond Pennywise and Maturin, her hated enemy. Her reaction was horror beyond horror.
They could not be allowed to exist. They were a threat to her identity, not merely her life. They were not children, nor were they adults that could be simply outwaited until they died of old age, as a rational being might do. They were a danger to her that must be dealt with, lest she never dream safely again.
The villain never thinks they can lose in the end. He was worried about them cause they were the sole threat, but he always believed he would ultimately prevail.
I dont think Bill would have given up either. He was focused. He was a leader who pushed his friends.