Scott,
I'm taking a liberty, I know, presuming that H'Roosh and Annora are acquainted. It seemed he needed a reason to be coming to Salty Bill's, and appeared to be flowing well, so I went with it.
With the assumption of acquaintance comes the assumption that she knows his Lawful nature - true, he's more about the law of the sea than anything else, but it will still have to carry over.
He does have two years of history outside the Monastery to account for - possibly some time at Mermaid's Rest wouldn't be out of order?