Talking about this with Chrispy and Prisca and here were our answers
1) What is stopping there from being a second Fall of Man in heaven?
Because Satan will be defeated finally and forever, and therefore will not lead us into temptation and sin after Jesus has cleansed us entirely from sin.
2) Why can't Satan achieve salvation through Jesus Christ and is it wrong for us to pray for Satan's salvation?
Satan, being a fallen ANGEL, is different from fallen humans and so we guess the rules applying to his salvation are different. Basically, the secret things belong to the Lord.
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