Try a different approach
From Fallen London Wiki
| A player-created Guide is available for this content: Fascinating (Guide) |
| Spoiler warning! This page contains details about Fallen London Actions. |
From: Among the Marauders
Perhaps your assumed identity will allow you to get close to him.
Game Instructions: A romantic entanglement with the Clay Highwayman will give you another path to advance his story, but it is not required.
Unlocked with 
Fascinating... 5
Locked with 
A Game with the Clay Highwayman
Success
A crack in the façade
It's not hard to find a moment alone with the Clay Highwayman – he's often by himself, and is much too polite to actually send you away. You barge in and strike up a conversation; fill a teacup. [...] Can a clay face blush?
Success Instructions: Opportunity cards in the camp will progress this story.
Fascinating... is dropping… (-15 CP)
You now have 1 x A Game with the Clay Highwayman
