Year one should be before the killing joke and a death in the family.
Year two should be around the same place as the long halloween, but it.
You can only activate this effect of unending nightmare once per chain.
Webone woman who had been friends with aundria as a teen, jennifer jones, said in the docuseries that aundria told her that her adoptive father was sexually.
Webunending nightmare lets you trade 1000 life points for what's essentially twister, but with no limiting activation clause you're free to use it as many times as you'd.