Will did not get a happy ending if you look closer
No this isn't about the fact that he ended up in a bar with a random guy. Look deeper...
Vecna showed Will the future he feared -> and that's the future he got.
He showed me a future. And in this future, some of you are just worried for me. Worried that things will be harder for me. And it just makes me feel like something's wrong with me. So I... So I push you away. And for the rest of us, we just drift apart more and more and more and more until I'm alone.
Interestingly enough, Mike did the same to Will as Vecna. He showed him the same damn future.
As for Will the Wise, he travels far and long to the bustling city of Vallaki. It's overwhelming at first. So very different from the village where he spent his youth. But it isn't long before he finds his place there. And with that deep happiness and acceptance.
Will "travels far and long" "so very different from the village where he spent his youth" -> He's alone. They all drifted apart. Exactly what he feared.
He supposedly has "deep happiness" BUT he was sent to Vallaki...
The town is led by Baron Vargas Vallakovich, the Burgomaster of Vallaki, a ruthless cruel man who believes that if he can make everyone in town happy, then Strahd will lose his power inside Vallaki’s walls. He organizes festivals every few days to promote this idea, however the people of Vallaki don’t really share his view and aren’t happy. They fake compliance with the festivities. If anyone is sighted unhappy or talking against the current way of things, the person is arrested for “malicious unhappiness”. x
A land of fake happiness. It's all a facade.
The word "acceptance" also means door two. Accept your fate.
He took door two. Shitty door two. He never escaped.
Symbolically, he's still stuck in the Upside Down.
So, Byler aside, why would they give him an ending like this? Superficially "happy" but depressing upon deeper inspection?
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