Prologue Era:
2003:
- Luke Osmon, Xander Mckaven, and Lily Rose arrive to Earth.
Beginning Era:
2012:
- Luke Osmon separates his good and evil halves, and it forms Defeated Cat and Black Cat, respectively.
- Defeated Cat and Black Cat begin to hate each other from the second they met, and they swore to make sure the other never succeeded at being all powerful. This marked the creation of Team Bright Side (headed by Defeated Cat) and Team Dark Side (headed by Black Cat).
- Defeated Cat meets William Johnson and Oliver Macdonald. Then, once Defeated Cat figures out how to split his magic, he shares it with his team. He gives Oliver Macdonald a lot of power, then gives to William Johnson far less, but still some. This meant Oliver Macdonald and William Johnson officially agreed to help and join Defeated Cat on Team Bright Side.
- Black Cat meets Lawrence Forrest and they form an unexpected alliance, as he subsequently joins Team Dark Side, and becomes Black Cat's right-hand man.
2013:
- Defeated Cat meets Zackgo Armstrong and Jason Patterson, and he bonds quickly with each of them.
- Defeated Cat shares magic with Jason Patterson, making him an official member of Team Bright Side.
- Defeated Cat forms the Power of Three (1st Generation) alliance, alongside Oliver Macdonald and Jason Patterson.
2014:
- Defeated Cat meets Holly Brewlee and Zachary Wass, and recruits them, making them both official members of Team Bright Side. After which, Zachary Wass is transformed into White Cat once he gains magic from Defeated Cat.
- Oliver Paver has a lava accident, turning him into a lava monster and creeper hybrid.
2015:
- Matthew Dobson finds the Team Bright Side base of operations, and Defeated Cat welcomes them. He later decides not to become an official member of Team Bright Side, but agreed to be an ally. Zachary Wass briefly acquaints with Matthew Dobson, and tries to be closer friends but struggles.
- Defeated Cat meets Kyra Jeffery and Camille Pfister while trying to be social with other friends.
- Xander Mckaven is recruited by Defeated Cat and officially joins Team Bright Side.
- Zackgo Armstrong goes missing.
Middle Era:
2016:
- Defeated Cat meets Haley Lindley and recruits her.
- Defeated Cat meets with Kyra Jeffery, Camille Pfister, Holly Brewlee, and Lily Rose to discuss how to make the team more female-welcoming, by Haley Lindley's demand.
- Haley Lindley starts causing problems, and demands that unnecessary things should be no longer focused on, such as the disappearance of Zackgo Armstrong.
- Matthew Dobson meets Haley Lindley, and she starts a fight with him, making him very unsure of whether he wants to stay or not, given her behavior.
- Zackgo Armstrong's search is called off, as no one knows what happened to him, he is marked as presumed dead, albeit a bit earlier than people usually are.
- Haley Lindley starts to chip away at Defeated Cat's patience, and she starts heavily pissing off other people like Zachary Wass and Kyra Jeffery.
- Defeated Cat meets Mary Tan, briefly acquainting with her sister, Kimberly Boo-Tan.
- Black Cat meets Celeste Michaels, and officially recruits her.
- William Johnson goes missing.
- Matthew Dobson gets frustrated with how many people are coming and going, and begins to grow angry.
- Defeated Cat meets Christopher Torelli.
- Lily Rose is recruited by Defeated Cat and joins Team Bright Side.
- Black Cat meets and recruits Oliver Paver.
- Defeated Cat meets Oliver Paver.
- Haley Lindley pushes Defeated Cat's last nerve as she starts a violent argument with him and puts him and the rest of Team Bright Side in danger, so he exiles her from the team, revoking her status effective immediately, being the first time anyone has ever been exiled.
- Matthew Dobson starts to come to terms with the fact that he is tired and wants to move on, not quite sure how he wants to step away yet, though.
2017:
- Oliver Macdonald goes missing, and is taken by Black Cat, unbeknownst to Defeated Cat.
- Jason Patterson goes missing, and is taken by Black Cat, unbeknownst to Defeated Cat.
- Defeated Cat meets Lucas Cuellar.
- Defeated Cat forms the new Power of Three (2nd Generation) with Zachary Wass and Kyra Jeffery.
- Matthew Dobson disappears into the shadows, not to be seen or heard from again.
2018:
- Defeated Cat confirms that his friends William Johnson, Oliver Macdonald and Jason Patterson, are completely incapacitated by Black Cat.
- Matthew Dobson is presumed dead.
- Holly Brewlee tries to comfort Defeated Cat about everything going on, but he stays quiet and bottles up his feelings.
- Defeated Cat recruits Lucas Cuellar to Team Bright Side, officially.
- Oliver Paver betrays Team Dark Side and joins Team Bright Side.
- Black Cat murders Christopher Torelli as revenge for Oliver Paver's betrayal.
- Black Cat murders Oliver Paver.
- Kyra Jeffery disappears off the grid, by her own free will.
2019:
- Delaney Forrest murders Celeste Michaels to get revenge on Team Dark Side for "corrupting" her husband, Lawrence Forrest.
- Clarence Forrest confronts his mom (Delaney Forrest), about her cheating on his dad (Lawrence Forrest), and ends up killing her in pure rage.
- Delaney Forrest exposes the truth to Clarence Forrest about his father, Lawrence Forrest's affiliation with Team Dark Side before she passes away.
- Black Cat and Lawrence Forrest clean up after Delaney Forrest's murder, and use it to peer pressure Clarence Forrest to join Team Dark Side, and in turn conceal the truth of what he did.
- Holly Brewlee walks away from it all (Team Bright Side), having her fair share, and wanting to move on, she disappears, thought to still be out there.
2020:
- Defeated Cat and Black Cat begin to burn out and run out of hate for each other, as well as the energy to try and keep ruining the other.
- Lawrence Forrest struggles with trying to do everything after he already took over Celeste Michaels' place, and now Black Cat is slacking, making him frustrated.
- Zackgo Armstrong reappears, making a brief appearance in private with Defeated Cat, trying to lure them to stay away from Team Bright Side for good, and be "free" of the problems.
Finale Era:
2021:
- Defeated Cat contemplates just going with Zackgo Armstrong, but decides to stay and face the bigger issue, with Black Cat, and who they both are.
- Zackgo Armstrong leaves once again, back to the shadows.
- Defeated Cat and Black Cat finally meet together and agree that they have grown and changed over the years, and don't add up to what they were originally made for, coming to terms with the fact that they will be best as one being instead of two. Their merge forms the new Rylie Osmon.
- Rylie Osmon forms a new alliance known as Team Both Sides, dissolving the two former teams, Team Bright Side, and Team Dark Side.
- Lawrence Forrest, after his involvement with the Team Both Sides transition is done, goes off the grid.
- Rylie Osmon and Camille Pfister reconnect, after being apart for years, last seeing each other when Defeated Cat was her friend.
2022:
- Kimberly Boo-Tan officially joins Team Both Sides as a member, instead of an ally, because of her sister, Mary Tan.
- Kyra Jeffery reappears for the first time since 2018, proving she is still alive.
- Kyra Jeffery meets Rylie Osmon and sees all the changes that have happened since she left in 2018, such as the merge of Defeated Cat and Black Cat into Rylie Osmon, and the new Team Both Sides.
- Rylie Osmon and Kyra Jeffery talk, then realize they're a lot more similar than they thought, after their time apart, prompting them to discuss their past together, and apart.
- Rylie Osmon begins to feel broken up inside and some complicated emotions that they can't seem to get away from start to build up.
- Rylie Osmon goes off the grid for a little while, and lets Camille Pfister play as an advisor, in their place, to Zachary Wass.
2023:
- Rylie Osmon returns fully to their position, but visibly is struggling.
- Camille Pfister talks to a frustrated and confused Rylie Osmon about their feelings, and helps them to realize they need a break.
- Rylie Osmon changes their uniform that they've had the past two years to symbolize a focus on the "bright side", once again.
- Xander Mckaven gives up on trying to be close to his siblings with Rylie Osmon leaving.
- Lily Rose goes off to find herself with the express condition that if she is ever needed, she will come back and help, unlike Xander Mckaven.
- Kyra Jeffery in a PTSD response runs away again, but secretly stays close, keeping an eye on things.
- Rylie Osmon steps down from Team Both Sides and promotes Lucas Cuellar in their place, instead of letting Zachary Wass fill the role immediately. Zachary Wass then spirals after the Primary Leader position for Team Both Sides is handed to Lucas Cuellar.
- Rylie Osmon rents their house out, sells and their things, then leaves Earth, leaving Camille Pfister in charge of any remaining stuff.
- Team Both Sides has its first team meeting without Rylie Osmon as the Primary Leader, Lucas Cuellar taking their place.
- Camille Pfister is promoted to being an advisor in Team Both Sides by Lucas Cuellar.
- Zachary Wass and Lucas Cuellar bond over their mutual loss from Rylie Osmon's departure. Then, Lucas Cuellar gives Zachary Wass Primary Leader, finally, and steps down to Secondary Leader.
- Clarence Forrest is promoted within Team Both Sides to an advisor by Zachary Wass and Lucas Cuellar after they use their magic to help make him powerful like the other members.
- Clarence Forrest uses his power and existing knowledge to find his estranged father, Lawrence Forrest, and goes to find him, berating him on the spot.
- Lawrence Forrest dies of a heart attack, all alone, after his visit from Clarence Forrest.
- Team Both Sides has its first team meeting without Lucas Cuellar as the Primary Leader, replaced by Zachary Wass, instead.
2024:
- Kyra Jeffery is found by Lucas Cuellar and Zachary Wass nearby, coming back with them to help.
- Clarence Forrest resigns and runs away, afraid of being replaced by Kyra Jeffery. Though, his disappearance forces this to happen, anyways.
- Kyra Jeffery is promoted to Head Advisor by a unanimous vote from all members.
- Rylie Osmon, looking different from before, returns to Earth for a visit with their friends Zachary Wass, Lucas Cuellar, and Kyra Jeffery.
- Rylie Osmon leaves Earth once again, only to feel a darkness as they depart, being wary of it.
- Kyra Jeffery receives a message in her head from Rylie Osmon, warning her of the darkness. She immediately warns Zachary Wass and Lucas Cuellar, after.
- Kimberly Boo-Tan, Mary Tan's sister, joins the team, and the quest to save the world from Clarence Forrest.
2025:
- Lily Rose returns to help Rylie Osmon and their friends' quest of saving the world from Clarence Forrest.
- Delaney Forrest is reanimated by a power circle as a last ditch effort to stop Clarence Forrest, mained by Rylie Osmon, and joined by Lucas Cuellar, Zachary Wass, and Kyra Jeffery as the main pillars, and Lily Rose, Camille Pfister, Kimberly Boo-Tan, and Mary Tan as the auxiliary pillars.
- Zachary Wass, Lucas Cuellar, Kyra Jeffery, and Rylie Osmon encounter something they weren't aware was possible. This thing being Clarence Forrest alongside Jason Patterson, Oliver Macdonald, Lawrence Forrest, and William Johnson, in their grayscale but reanimated forms.
- Rylie Osmon attempts to destroy all magic while facing off against Clarence Forrest and his reanimations of Jason Patterson, Oliver Macdonald, Lawrence Forrest, and William Johnson. This is also while Rylie Osmon is joined by the power being drained into them from Lucas Cuellar, Kyra Jeffery, Zachary Wass, Delaney Forrest, Mary Tan, Kimberly Boo-Tan, Camille Pfister, and Lily Rose.
- Delaney Forrest who also joined the power drain, knowing full and well, it would destroy her physical form on this plane of existence once again, disappears. In addition, Jason Patterson, Oliver Macdonald, Lawrence Forrest, and William Johnson all cease to exist on this plane of existence, once again.
- Rylie Osmon dies while attempting to destroy the magic. After, their friends are left having bleached/altered physical appearances without the presence of most magic, meaning everyone (Kimberly Boo-Tan, Clarence Forrest, Kyra Jeffery, Zachary Wass, Mary Tan, Camille Pfister, Lily Rose, Xander Mckaven, Lucas Cuellar, and Rylie Osmon) were all effected.
- Team Both Sides splits up and goes several different ways while everyone tries to come to terms with Rylie Osmon's death. Zachary Wass, Kyra Jeffery, and Lucas Cuellar make They find themselves at Xander Mckaven's house, being the first time seeing him since he left in 2023.
- Camille Pfister goes home to her family, and finds out via letter that she is the executor of Rylie Osmon's estate, and that she's been given everything in Rylie Osmon's death. She decides to go to college and help support herself to have a better life on her own, as well as support her family.
- Kimberly Boo-Tan, Lily Rose, and Mary Tan go on a manhunt for Zachary Wass, Lucas Cuellar, and Kyra Jeffery, eventually finding themselves at Xander Mckaven's house.
- After realizing its time to move on, Zachary Wass, Lucas Cuellar, and Camille Pfister dissolve Team Both Sides. This marks the end of Team Both Sides and Rylie Osmon's legacy.
- Lily Rose agrees to try and form a better bond with her half-brother, Xander Mckaven, knowing that Rylie Osmon is now gone. She decides to move in with him and stay there.
2026:
- Mary Tan and Kimberly Boo-Tan buy their first house together, and celebrate with Xander Mckaven as well as Lily Rose.
- Kyra Jeffery changes her appearance, accepting and bettering herself, while harnessing what little magic she has left, falling in love with it.
- Zachary Wass lets go and faces everything he's been through in his past, realizing how much he's grown and feels proud of how far he's come.
- Lucas Cuellar succumbs to and dies from a human illness that didn't effect him while he had lots of magic protecting and healing him, his fate now sealed.
- Clarence Forrest, still stuck in the past, visits the late Rylie Osmon's former house, now for rent by its current owner, and inquires about renting it for himself.
- Kyra Jeffery harnesses her power, being the one with the most left, and enters the magic realm by accident. Here, she surprisingly finds the late Rylie Osmon, Lucas Cuellar, Oliver Macdonald, Jason Patterson, Delaney Forrest, Lawrence Forrest, Celeste Michaels, Oliver Paver, Christopher Torelli, and William Johnson. This teaches her that anyone with magic isn't ever truly gone.