Emotional Support Demon

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I think one of the quickest times obi-wan falls is in a scenario where Ahsoka convinces Dooku to take Obi-Wan as his padawan instead because she thinks it’ll keep Dooku in the Light and it’ll let obi-wan avoid the hurt of Qui-Gon giving him up in favor of Anakin while still allowing anakin to be found and become a Jedi (scenarios where anakin is not a Jedi have a great chance of failing because anakin actually needs the structure of the Order to Not Fall)

….she doesn’t account for obi-wan’s incredibly stubborn sense of loyalty wherein he feels such a personal loyalty to Dooku that when Sidious convinces Dooku to Fall, Obi-Wan Falls right after