Legacy: I have a feeling you can hook up with Sile/Sheala, but I haven't been able to figure it out yet.
There's a tease when you meet her in the room at the inn before you start looking into the Kayran thing, where you can ask her about monster hunting, ask if she travels alone, and then use a persuasion on her which makes it sound like you're going to get some later. When you go to fight the Kayran with her, Geralt notes she's wearing make-up now for some reason, why? ("we all have our rituals.") She also does that if you don't even ask her about that stuff based on youtube videos, but it seems like she's interested.
I redid the Kayran fight a few times and tried a lot of dialogue options but she seems to really want to get down to business dissecting that dead beastie. If you admit the fight was tough she wonders if the stories about you are true, and if you say you're fine that seems to lead to some flirtatious speech, but it doesn't seem to go anywhere.
Kinda frustrating.They put too much effort into her character design to not let you get in her pants, so I'm convinced it's possible. Do you run into her again later?
Yes, if you pick the Roche side. That said, I believe I have exhausted every conversation choice and combination with her between Acts 1 and 2, so I'm 99.99% certain you do not get to sleep with her. She's just a flirt, like all sorceresses really.
Who knows, maybe if your import has her alive in the W3, all that hard work you did trying to seduce her will finally pay off? ;p