Has anyone ever escaped from their Hell loop?
Oh, certainly! Though it does depend on your definition of escaping.
We don't talk about Cain. We don't talk about Abel. Both of them, bastards - glad they're back where they belong.
However, we do talk about Daniel Espinoza! The man confronted most of his guilts and inactions in life - all except his regret surrounding his lack of involvement in Beatrice's life. He did aid my other daughter in her plan to kill me, simply so he could give Trixie the closure she required - and gain it himself.
He was distraught when he realised that, being a soul, he couldn't interact with the child. I gave him the power to possess someone - and let him have his final conversation with his daughter, even if it was as someone else.
He ascended to Heaven shortly after. I'm... Glad for him. We had our disagreements, but he was a dear friend. He didn't deserve Damnation.
I simply wish I could tell my dear, sweet, child that.