So, I decided to use a speech synthesis program named 15.ai to narrate Now It's Time To Say Goodbye. What helps is that the voices for all the MLP characters were accounted for. Essentially, it's a Dramatic Reading, but done by other characters instead of Youtubers.

If you wish to listen for yourself, you can do so here.

So I'm definitely thinking of a sequel to Now It's Time To Say Goodbye where Anon fully moves on from Fluttershy's death and even finding new love.

The problem is how to write it. I right now have two ideas. One of them is a multi-chaptered story that gets pretty dark down the line but lines Anon up with a single character and the other is a collection of cutesy one-shot chapters where each chapter is an AU where Anon finds love in another character.

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