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Elder sister regressed not the MC.
It's a fact to be learned much later; only Cherry has the memories. This is the second time they lived this life. The novel was the first run through the life in that world.
Completed; FL regresses and tries to change her fate only to still end up with him, but changed him to no longer be distant. We can see he'd always loved her and protected her from a distance, even in the previous timeline.
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