Next post in the theory after Wes the next character that comes to the world is Woodie. Now at this point Maxwell has lost the shock and has settled in to his new rule as king. Leading him to see what his powers can do but he still wants people to entertain him and he knows that he wants someone who probably has survived a little and knows the Forest enter Woodie. This would also be the time that hybrid animals come in and animals pigs, merms tailbirds etc. This is how I propose woodie became a werebeaver and found Lucy as we know from don't starve together. Now you might ask if he became a were beaver from this world then how come we don't see any other werebeavers in don't starve or DLC. Well remember how Maxwell said the Tallbirds were a failed experiment well what if Woodie was the first and only werebeaver. Who was turned into the beaver by Maxwell aka THE CURSE then whyevery can't it effect anyone else well there isn't anyone to infect pigs are already infected and go where pigs and merms are highly hostile and are fish people so its possible since the merms are a hybrid they can't be anything more as for lucy. Woodie could of just found her and they grown so attached to each other that she wouldn't want to be with anyone else. However he still fails because of the full moon and him losing control and then coming to badly injured.
Next is Wickerbottom. Next is brains Maxwell finds the smartest person he can to see if she can do it and her lure would be again the quest for forbidden knowledge.(same as Wilson) Now Wickbottom is so wise that when given the knowledge she without the help of the Shadow's magic she is able to make books that act as a conductor to use certain spells. However she would not be able to reach maxwell understanding with out being corrupted by shadows as maxwell. She fails do to her age and insomnia as winter game and sunlight was shorter this I consider where she would meet her end with her inabilty to eat fresh foods or the darkenss and nights taking a slow toll on here as she got farther and farther.
Now this is when disappear sets in for Maxwell he at this point freedom sits in maxwells mind and the throne weakens him. So in any effort to free himself he makes everyone's favorite adult robot Bender I mean WX-78. To save him and you might ask well why wouldd WX_78 save Maxwell he hates living creatures. Well thats exactly why WX=78 has an ego and views robots superior and he would go through Maxwell's door if nothing else. To prove that he is Superior he most likely would free maxwell only so that he could be king of the world. Though WX+78 falls short for he is nothing more then a machine and falls prey to rain and lightning.
Now at this point Maxwell ould be in a depression he has seen people fail countless times to leave and even when he designs his own being to rescue him he fails. He thinks of anyone who has a chance anyone like him as he was able to control the shadows maybe they will and beat the challenge enter Wendy. someone who is related to Maxwell and might have an edge in freeing him. However being related and having the potential does not make Wendy succeed as she loses the fight on her reliance on her sister being with her and just lack of physical strength.
Next up is Willow an extreme Maxwell looks at this unstable girls mind and sees the destruction she causes so much in fact that it ives enough to give her a shot. However her unstable pyromaniac mind is her downfall as she is unable to cope with the weirdness and hostile creatures of Maxwell's World. Which in turn makes her self destruct lighting fires to keep calm destroying her chance at survival.
Wolfgang another extreme a man of pure might and little else in a act of desperation Maxwell goes back to the circus and gets wolfgang just if pure might can destroy all in his way and save him from his torture. However Wolfgang's fear of the dark and the many monsters in don't starve along with limited food to keep Wolfgang big and strong reduce Wolfgang to nothing.
Last one to brave maxwell's world and first one we play as Wilson is able to beat maxwell's challege for he is sane, smart, young, holds no attachments and is perfectly average he really the most boring person ever.
Now once maxwell is free we seem him die but remember that adventure mode rule that if you die in adventure mode you are sent to the begining and lose all your progress. Which holds up rightfully so as he loses his powers and his influnce over the world as we see in don't starve he now starts over as a normal person the only powers he has come from his book however all the time on the Nightmare throne held captive have made him very weak. However with the help of Willson who is sent back to his world after charlie takes her place of True Ruler of the land make the makeshift portal and retrieve everyone from there own worlds so that they might work together and finally escape the Shadow People's rule