considering fear's the keeper's assistant in one of the clans, i'm quite sure that, at some point, he has heard of viara, even though he doesn't necessarily know of her name but will simply address her as "that woman who has auburn hair and leaves elves in our forest for us to find."
lmao, i'm kinda thinking that he would be wary and uncertain of her. first off, he's unfamiliar with pirates all together and even more unfamiliar with female pirates...to say lack of a better way, i think he would kind of be intimidated by her.
but, assuming he could slide past that (it'd come in the form of utter awkwardness, bashfulness and general never looking in her eyes), i think he would definitely be interesting in what she has to say. all-in-all, they would be intrigued by each other.