The first time the MC's mom gives her permission to go wake him up. So it's not like she snuck into his room or anything without permission.
That's actually one of the biggest issues I have with Erynn as a character. Everyone acts like she's still the MC's best friend even though he has been avoiding her for five years. Melissa wants to tell Erynn that you're back in town, and she is eager to play matchmaker with them. Erynn acts like the MC should be happy to see her. Layla tells you that you should definitely apologize to Erynn for brushing her off when they are walking to the train. Emily sees that Erynn is annoyed with the MC and lets her go into his room to wake him up. None of these things should happen. Nobody in any way will acknowledge the fact that he has deliberately shut her out of his life for five years. All of this leads up to Erynn going into his room to shake him awake and him getting angry with her. And what happens then? He says: "Hi. How are you? I've missed you. I'm sorry for everything."
What the fuck is that? Why isn't there a choice here? Just give us an option to say: "Get out of my room. I don't want to talk to you. I don't want to see you. Leave me alone." After that, you could have a scene where Emily and/or Melissa sit down with you and convince you to give Erynn a second chance. I mean, it's been five years. They were kids at the time, even if Erynn did laugh at him (which she didn't) it's not some sort of unforgivable sin. And from there we could go on as the game has.
I don't know if you remember, but way back when the wake up scene first existed, it did contain a choice about forgiving Erynn. It was something strange where he secretly plotted against her and only pretended to like her. That got cut, and it's likely for the best. I have no idea where it was headed, but it seemed too extreme. However, it should've been replaced with a reasonable choice instead of the nothing we have now.
I wouldn't call it crazy to want to have a conversation with someone you used to be friends with after 5 years.
The problem here isn't that she wants to have a conversation with someone she used to be friends with after 5 years, it's that she feels entitled to it despite the fact that he deliberately shut her out of his life. She should worried that he might not want to see her. She chases you down on the street when you try to leave her to be with your friends and says "That's it? We haven't seen each other for five years and I don't even get a how are you? Let alone a hug?"
Yeah that's it, take a hint lady. But she won't. She is so full of herself that can't even imagine that he just wants her to leave him alone. Even though he has avoided her for five years. That's crazy.