Ask the Duchess to speak to the Unassuming Judge
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From: The Duchess at Hallowmas
He can only be improved by her company.
Game Instructions: Trade your confessions of Pride and Whimsy to advance your Unassuming Judge to an Assuming Judge. The Judge is Watchful and Dreaded.
Unlocked with 
1 x A Confession of Pride, 
1 x A Confession of Whimsy, 
1 x Unassuming Judge
Success
Getting along famously
[…] not long before she makes several sharp recommendations as to his career, his ambitions, his haberdasher. […] Next you hear, he's taking regular suppers at her salon. […] He turns his attention to your own lifestyle, […] becoming very critical.
[Find the rest of the story at https://www.fallenlondon.com]
You've lost 1 x A Confession of Pride
You've lost 1 x A Confession of Whimsy
You've lost 1 x Unassuming Judge
You've gained 1 x The Duchess' Progress- You've gained 1 x An Assuming Judge
