Descendants 4 headcanon/theory cont’d || the Hook Family (Timeline of Events)
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This is entirely based off of the Hook Family headcanon/theory that I posted back in August (I’d recommend reading that first!).
It’s been eight months since I made that post and for some reason I’m now thinking about it obsessively in the middle of the night, so I wrote up this timeline of the events described in said post just to clear some things up (mostly for myself lol). It’s just for fun, so please don’t take it seriously if you don’t want to!
Please note that for the sake of this headcanon, time passes about 56% more slowly in Wonderland (I may be wrong, I suck at math) and I’m also basing this entire thing off of the assumption that Red and Chloe went back 35 years to 1986, the Isle was created in 1996 and that the main VKs were born in the year 2000-2001 (credits to @samanthaswishes for her breakdown of the characters’ ages)
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July 1985: Princess Bridget is enrolled in Merlin Academy and leaves Wonderland for the first time. She meets James Hook and they form an unlikely friendship (and soon-to-be toxic relationship).
October 1986: Red and Chloe go back in time to this point. Castlecoming takes place a few weeks later towards the end of the month and Princess Bridget is publicly humiliated by the villain kids at the event.
May 1987: Most of the villain/hero characters (the Descendants characters’ parents) graduate from school. The younger ones graduate in ‘88 and ‘89
1988 - 1995: Complete chaos. Most of the well-known fairytales take place during these eight years. Princess Bridget has her coronation and becomes the Queen of Hearts in Wonderland.
April-June 1995: Prince Adam marries Belle and they become King and Queen. Adam’s first order as king is to unite all of the kingdoms under the flag of Auradon. His second order is to revisit old plans for the Isle of the Lost and begin carrying out said plans. Queen Bridget attends Adam’s council meetings but ultimately decides not to have her kingdom join Auradon.
July 1995: Captain James Hook runs away to Wonderland upon hearing the first rumors of the Isle’s creation. Queen Bridget makes him the executive officer of her armies and marries him against her parents’ wishes (and against Wonderland’s former laws, too).
December 1995: The Isle of the Lost is officially completed and the magical dome is created. King Adam begins rounding up the villains and their families and imprisoning them on the Isle (sweet guy).
January 1996: The last of the villains are captured and imprisoned on the Isle (except James, who is avoiding punishment because Auradon can’t control a thing that goes on inside Wonderland).
February 1996: Discussions begin in Wonderland about giving James the title of “King of Hearts,” to which James responds that they “put a dart in that subject”.
March 1996: James begins having piracy withdrawals (lol). He begins leaving Wonderland for days and weeks at a time to visit with his friends and crew on the Isle (possibly to prove that he hadn’t completely abandoned them or lost his personal freedom, or both), and King Adam has no choice but to allow him to do so out of fear of being attacked by Wonderland’s army. Bridget grows jealous of James’ visits.
April 1996: Princess Red and Princess Harriet are born to the Queen of Hearts and Captain Hook.
September 1996-April 1998: Even more chaos. Many events take place during these 20 months that lead to the severance of any remaining truces or treaties between Auradon and Wonderland (I’m still figuring this whole part out). Captain Hook tries to smuggle his crew off the Isle and fails. Ursula’s younger sister, Uliana, is killed due to unknown causes. Several Auradon soldiers go missing and several more go completely mad. Many Wonderland soldiers go missing as well. Auradon and Wonderland are on the brink of war and tensions are at an all-time high. The Queen of Hearts earns a reputation as a terrifying, unreasonable ruler even though Captain Hook has secretly been the one pulling the strings. They have lots of fights that steadily get worse over time.
May 1998: King Adam announces that the portal between Wonderland and Auradon will be closed towards the end of the year.
June 1998: Following a particularly bad argument, Queen of Hearts strips Captain Hook of his title as Executive Officer and restricts him from leaving the castle grounds.
October 1998: Harriet Hook’s birthday according to the Isle residents.
January 1999: Captain Hook leaves Wonderland and takes his daughter, Harriet, with him. The portal between Wonderland and Auradon is sealed that same day. James and Harriet are brought to the Isle of the Lost. The Queen of Hearts is left heartbroken and devastated.
October 1999: Captain Hook meets Sarah Sanderson on the Isle.
November 2000: Harry Hook is born to Captain Hook and Sarah Sanderson.
July 2003: CJ Hook is born to Captain Hook and Sarah Sanderson.
September 2017: The events of Descendants 1 take place.
March 2018: The events of Descendants 2 take place.
July 2019: The events of Descendants 3 take place. The magical barrier surrounding the Isle of the Lost is officially brought down.
September 2021: Red (25 but actually 16 in Wonderland and biologically) begins attending to Auradon Prep, thus triggering the events of “Rise of Red”.
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Fun fact: I wrote the first draft for this timeline on a white board at 1:45am in my bed. I don’t know why, I just felt like it was necessary to mention this.
Also in case you haven’t noticed by now, this entire post has been a fanfic in disguise (which I will probably never write into a real story because I am lazy asf). Anyway, I thank you very much for your time! :)












