Holland is a model, so she's around the 'scene' a lot, they could likely run into each other there, um, Fallon typically avoids people when he feels the incubus/succubus aura because, y'know, fae. Ainsley and McKenzie are pretty unaware of many supernaturals, and Shiloh is exceptionally shy and hermity, so I'm not sure how that'd ever be a thing, but there are chances with randomness.