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So 

yk how there's a part that goes like this:

"You frown. There’s something overly keen about him. Maybe it’s the eagerness in his eyes or the pleasant smile, but the way he looks at you is a little unnerving. He wants something from you—but you can’t fathom what." 

There's supposedly two options, but one says the conditional story rquirements are not met.  Im kinda curious about it, what are the requirements for it?

The locked option is if you have spotted Elleshar before/had his name mentioned by another NPC! (Basically you need to do the Pavilions first and take certain options with the group of drunk ladies).