Ahh, that one. The vacation bit confused me, i thought maybe you meant earlier trip with Alison. Ian receives this text if he accepts her offer to come to her place in Ch.11 and has sex with her there. If i'm not mistaken this will only happen if Ian didn't get involved with Alison earlier (it's a bit of a Hail Mary on her part to get Ian interested) which would explain why you got it on the friend route but not the other.
It's kind of funny that you'd think that text indicates Ian/Alison are a couple there, because to me it's very much just a case of Alison quite desperately baiting Ian, "look how much of fun i'm having with another guy,
this could be you instead" and Ian is at best politely nodding along but thinking internally "bitch has gone crazy", something he voices after their texting is done:
Python:
i "Sending me something like this... Alison really is crazy."
//...
i "I wonder when she started to change this much. Or maybe she was always like this, just keeping it hidden."
If Ian and Alison are a couple, he should be getting different text from her at this point:
Python:
# dating alison
else:
a_p "Good morning {image=emoji_smile.webp} How's it going at the beach house?"
i_p "Can't complain, though it's pouring today, so not much beach time."
a_p "Yeah, it's pouring here too… Still, I'm so jealous. I wish I were there with you instead of in this damn office!"
i_p "It's a shame you couldn't take vacation. I would've loved to have you here too."
a_p "Yeah… But someone has to work while others are on vacation! If they don't give me a promotion after this, I don't know what else I have to do..."
if alison_blonde == 0:
a_p "By the way, I've been thinking about dyeing my hair lately. Do you think blonde would look good on me? It feels more summery..."
menu:
"I think you'd look good":
//...
i_p "Oh, really? I never imagined you as a blonde... But it might actually look good on you."
a_p "You think so too? I might give it a try after all!"
"I don't think it'd suit you":
//...
i_p "Why are you suddenly thinking about dyeing your hair blonde? Honestly, I don't think it would suit you all that well..."
a_p "Maybe you're right... Sometimes I just feel like making some changes, but it's probably a stupid idea!"
a_p "Anyway, when did you say you're coming back? I really want to see you {image=emoji_crazy.webp}" #findme tears eyes emoji