You've answered a lot of the headcanon prompt thingies sooo TIME TO ANSWER ANY YOU HAVE LEFT :D notsorry.
OH MY GOD SHEEP YOU JERK. Okay fiiiine.
2. Has non stop puns: Austin
4. Has a dysfunctional family: Tim, but I think he’s the only one whose family really qualifies as ‘dysfunctional.’
7. Is a sweet angel: Amber, Josh, Austin
8. Can kill you with a pencil: Denise
11. Will eat everything if they could: Amber! Will try anything and loves food. Food is one of those “live while you can” things for her.
13. Knows random facts about everything: Caitlin
14. Owns a motorcycle: Austin (does it count if it’s technically Lucy’s motorcycle??)
16. Is naïve: Amber, maaaybe Austin depending on context
19. Likes Harry Potter: Amber, Austin
22. Likes dragons: Amber, Austin
23. Will laugh as they kill you: Denise
26. Acts like they don’t care, but do: Blake. Tim (context, though; doesn’t care much about other peoples’ feelings or well-being, but he really cares what other people think of him, and also has some hard lines he doesn’t cross with regard to the harm he causes other people).
28. Gets lost easily: Amber
29. Likes to work out: Blake
31. Knows every song ever: Austin – has a song for everything.
32. Likes socks: Josh, Caitlin
24. Has a sweet tooth: Austin, and Amber maybe?