Prefacing this, Toby is the kind of character who when approached first by anyone for any reason, will probably be pretty clingy and attached. Very, very low standards in terms of relationships and friendships for her. So any one of the other characters could conceivably become a very close friend to her quite easily.

Considering that:


[@psych0pomp] : I think with Toby and Ambrose, Toby would appreciate his earnestness and compassion a lot, and I could easily see him helping her through her emotional issues.

[@Teyao] : Interestingly, William and Toby are both 15, being the youngest in the group. I think it would be interesting if they were friends to some degree, though their personalities are quite contrasting - one could say they complement each other?

[@Jumbus] : Toby and Rowan are quite similar in their anxiety and desire to live up to expectations. The difference I’d say is that Rowan is more capable of actually reaching those expectations, and has somw coping mechanisms. Maybe she could share in these with Toby?

[@SilverPaw]: Toby would definitely find Damon interesting and be generally friendly towards him, though I don’t think they would be friends right off the bat, unless he made the first move. She’d relate strongly to his desire to be liked and appreciated.

[@webboysurf]: Nathanial would probably intimidate Toby quite a bit.

[@Cassette]: Not sure with this one sadly. Maybe Toby and Elias could bond over being raised by single parents.