For Aaron, I have potential romantic options and of course, they could also be buds! Garrett Cavey - also would probably have known him from school! Sayid Weber is also a potential option who he would have possibly known in school as well. Looking through my own networking, I have quite a few different options, really but I figure those two would be good to start with due to the age closeness! I'd also be open to Aaron having had ~suspicions regarding Garrett in school. 
For Woopy, I have a bunch of students and two staff members. Joella Wood probably finds him to be a delight with his miserable self.
For Charles, I have Josiah Rohlwing, a muggle that lives in Irvingly that he could potentially befriend. Esteban Zavala could potentially have known him in school. Philip Aymslowe is a magical dude that also resides in Irvingly and has a bakery/sweet shop there!

For Woopy, I have a bunch of students and two staff members. Joella Wood probably finds him to be a delight with his miserable self.
For Charles, I have Josiah Rohlwing, a muggle that lives in Irvingly that he could potentially befriend. Esteban Zavala could potentially have known him in school. Philip Aymslowe is a magical dude that also resides in Irvingly and has a bakery/sweet shop there!