There was the fact that the Lich DIDN'T wipe out all life in the likely hundred of years until Billy was able to stop him (since Billy is half Giant according to the writers) so SOMEONE had to have stopped him. Perhaps Simon had to freeze him and that stalled him?
They have met before obviously, the Lich directed this line AT Simon in the show. We just have to wonder where.
I think if Simon stopped holding back and gave it 100%....he might have a shot. Mabey.
"You are a weak fool" Doesn't that seem like something a vindictive villain would say to the man who gave him the fight of his unlife way back when?
Love can be a powerful thing.....what do you think Simon would do if the Litch ever hurt Marcy? Simon Petrikov once stopped a falling Nuke mere inches from the ground through sheer willpower, the Nuke that MADE the Lich no less.
The lich may be death incarnate....but there is a reason Simon is a King!
Lich: You are a weak fool. Simon: WHY NOT SAY THAT TO MY FAN GIRLS FACES!? Lich: *goes to fangirls* The ice wizard is a weak fool. Me: LETS BEAT HIM UP GURLS! Fangirls: *beats up Lich* *Simon is thrown flowers and Marcy walks away slowly*
Lich: The end of all days are upon you.... Give in to the fate with dignity.
Simon: Marcy.... Run....
With tears in her eyes, Marceline gives Simon one last glance, before turning and running away.
Lich: Such defiance will earn you nothing, old man.... You are a weak fool, not even able to harness your own feeble powers. Without control, that crown is worthless. I'm the embodiment of Death itself!
Simon looks back, making sure that Marceline was gone. When he was sure, he took a deep breath and turned to the Lich.
Simon:..... I never wanted this..... This crown is a curse to any and all who come near it.... This thing has took everything from me. My sanity.... My love.... And my life. But now, with this war and you, it is clear what must be done....
The Lich looks at his suspiciously. He lifts his glowing claws up, prepared to strike.
Lich: Oh? And what's that?
Simon:..... I must give into the ice....
All of a sudden, a chilling cyclone of wind, snow and ice formed around them. The Lich looked around, puzzled, before looking back at Simon. But now, the man before him was glowing blue. His white beard was now three times as long. He was muttering something, and the Lich couldn't understand.
Lich: What is the meaning of this?
Simon looked up at him, his eyes pure white. And with a suddenly sharp-toothed, demented smile, he cackled.
Ice King: I AM THE KING OF ICE!!!!!!!! NOW, SUCCUMB TO THE ICE!!!!!!!!