I believe when Coach asks you on Day 2 if you would like to stay with him in his classroom, instead choose to leave and you should encounter Dwayne along the way iirc.
No, I didn't see him. :(
You actually choose to hang with Coach on Day 2, and after you leave his classroom, you'll encounter Dwayne outside the school before heading home.
Dang, I thought I was right lol. I really need to stop replying to things when I'm super tired xD
Oooh okay! Thanks Wulf! ^u^