I had an idea about my last ask where Red knows Hook is her father when she and Chloe travel back in time.
What if once they're ready to leave Merlin Academy and go home, instead, the watch transports them to the Isle a year or two before D1 happens?
You know how the watch is supposed to show you the thing your heart wants most? Well, since Red has now seen both of her parents together and happy when they were young, the watch is now showing Red what she's now wanted most since learning the truth and then seeing her parents together for herself.
The thing she wants most is for her whole family to be alive. Because she and Chloe are still in the past, Red still thinks the future version of her dad and siblings are dead. I know I'm really stretching things here, but let's pretend that the watch doesn't work again until the user sees the thing their heart wants most.
So, after trying the watch a bunch of times with no success, they start walking around and end up overhearing someone saying something like, "Hook is at Ursula's, so we should be safe." I know Harry is probably more like to be referred to as Harry Hook or just Harry, but again stretching.
Red hears that, and even though she knows it's a long shot, it gives her hope, so once she finds out where the Chip Shop is and makes it clear to Chloe that she needs to know, they head there. Even though they've had fights, neither of them are dumb enough to split up on the Isle of the Lost of all places.
You can imagine the surprise when they get to the restaurant and 'Hook' is a teenage boy about their age. A teenage boy who looks suspiciously familiar, who's wearing a red jacket the exact same shade as Red's own jacket, who appears to be the only person in the restaurant with an accent, and who just so happens to have a hook placed right by his food tray.
Red is going to have another breakdown. That's not even mentioning Harriet, CJ, and older Hook (pretend that he can't recognize her from the past because of time travel shenanigans) yet.
Red finding out that her family has been alive this entire time, but they live like this?! Yeah, the chaos of the Isle is fun for a while, but to be trapped there for years?! And then Chloe is having a breakdown when she finds out that her mom really did do that, and then when she meets Dizzy is the last person who should be on the Isle.
Also, since Red and Chloe probably had multiple stakeouts at Ursula's, I choose to believe that they get to see the original version of What's My Name, since that is a common occurrence in the restaurant.
Something else that I could totally see happening.
*Chloe and Red seated at one of the back tables of Chip Shop, watching Uma and Harry being themselves*
Chloe: *whisper yelling* Your brother is totally dating principal Uma!
So, yeah, I know I'm really stretching stuff with how the watch works and all, but Descendants lore is iffy at best, especially since the QoH was originally on the Isle in the books. I hope this wasn't too long, and sorry if I'm spamming your inbox.
AWWWWW! I think this broke my heart again! 'The thing she wants most is for her whole family to be alive.'....I just I can't Red I love you sweetie!
But the idea that Red sees the Isle is so cool I mean...she could ended up there to!
No but really picturing Red running into Ursula's calling "Dad! Dad! Dad!" And then skidding to a halt as she sees Harry? Is cute but HEARTBREAKING at the same time!
And then Harry looking at her like "Who are you? Why are you looking at me like that"
And Red's like "I'm-you-are you-I'm looking for Captain Hook I was told he was here..."
Harry: "...what do you want with my da?"
"Your-why do people keep acting like he's not MY father?! I JUST went through this!"
"Wait...Rose? Red Rose?" he says softly. Harry may have been three back then but he does know three things. 1 his mother was a redhead last he saw her. 2 his mother was pregnant when he was last with her and 3 if the baby was a girl she was going to called Rose. So a red haired teen showing up whose also claiming his father is her father? Harry would click on pretty quickly. But oh geez Red seeing Harriet and CJ as well! Chloe be prepped to catch her!
Also Red and Chloe staking out and seeing the OG What's My Name is awesome!
Oh gods! Red seeing Harry and Uma on the Isle? She'd be half blushing half rolling her eyes lol
Yeah we are stretching things a little but it makes sense and as you say Descendants lore is questionable at best
Don't worry your not and even if you were I love your asks!