"Sure does!" Jessica's sarcastic cheer isn't addressed at Natasha in the way where she's annoyed by the question; it's a totally valid question, and Natasha seems like someone who she can level with. But it's that fake perkiness in general in the face of a painful topic. "So I'll do my best to not get comfy and then the vacation can stay as long as we can possibly get away with." Another swig of cider, "What are the odds I'm sleeping on a bed made of nails?"