Logan's Recruitment and Initial Work with Stryker:
Late 1970s: Logan (James Howlett/Wolverine) and Victor Creed begins working with William Stryker, participating in covert operations and combat tasks of Team X after participating in Vietnam War. (Kinda follows X-Men Origins timeline mixed with comic timeline, Logan and Victor didn't participate in America's Civil Wars as Logan was born in 1890s and Victor in 1880s. But they did participate in WWI and WWII they got separated for a while with Logan joining the howling commandos while Victor got imprisoned as POW for a while before Logan rescued him, this is where Logan didn't know Victor grew increasingly violent than the brother he used to have that led to confrontation and events in the Vietnam war that made Stryker to recruit them.)
Meeting Rogue:
1981: Rogue (Anna Marie), 25 years old, is on the run after absorbing Carol Danvers, her story follows as her comic book counterpart mix with movies, instead of Logan, she was found by Mystique. She was trained and grow up with her. For a while she also joined the brotherhood and fought Captain Marvels, absorbing her power like the comics and then get betrayed by Mystique and the brotherhood because Magneto wanted to use her, she was somehow be able to survive and run to Alaska, away from the brotherhood and the X-men. Stryker somehow found out about her orchestrates her meeting with Logan. At this time, Rogue is working as a waiter in a diner in Alaska. Logan recruits Rogue as per Stryker's orders, becoming her partner and handler.
Recruitment and Romance:
1981 - 1984: Logan and Rogue develop a romantic relationship while working together for Stryker. Their relationship deepens, leading to Rogue's pregnancy.
1984: Rogue gives birth to their son, Wade Wilson. Logan and Rogue resign from their positions with Stryker shortly after Rogue told Logan about her pregnancy. The couple decided to move to rural Canada as Rogue still didn't want to be found by the Brotherhood because she didn't have Stryker's protections.
1984 - 1989: Logan works as a carpenter and lumberjack, while Rogue becomes an art teacher at a local middle school. They attempt to live a quiet clean life with their son, Wade.
1989: At the age of 5, Wade Wilson is kidnapped by Victor Creed and John Wraith under Stryker's orders. Stryker uses a fabricated story about the kidnapping of their son to lure Logan and Rogue into a trap.
The Trap and Experimentation:
1989: Logan and Rogue, believing they are rescuing Wade, fall into Stryker's trap. They undergo experimental procedures: Logan's skeleton is coated with adamantium, and Rogue absorbs Logan's powers. Their memories are erased during this process.
1989 - 1993: Stryker lobotomizes Logan and Rogue, transforming them into feral super soldiers. Logan is used for missions and assassinations, while Rogue is subjected to further forced pregnancies. During this period, Stryker intensifies his breeding program using Logan and Rogue. Out of 23 pregnancies only two children are born and survived into adolescence as a result of this program genetic manipulations.
1991: X-20 or Ken Howlett was born, he was only able to live with his parents for about 6 months before being taken away for experiment. Logan and Marie's memories is erased to ensure more offsprings born.
1993: X-23 experiment was a success, X-23 or Laura Howlett was born and be able to survive 6 months before being taken away from her parents. Laura then undergoes more experimentation and conditioning, resulting in a more reserved and fearful demeanor.
1989 - 1996: Meanwhile, Wade was subjected to Stryker's brutal experiments and didn't saw his parents at all at this stage. He develops Wolverine-like powers and metal coated claws because the abuse he gone through. Stryker's experiments are designed to force Wade's powers to evolve under extreme trauma. Somehow Wade's powers did evolve as his metal coating claws into adamantium claws and he also awakens absorption power like his mother. This experiments and constant brainwashing also made his mental became crazy and somehow be able to unlock more mature meta personalities who believe he was an adult in his head that made him immune to the brainwash by Stryker that led to his eventual escaped.
The Howlett's Escape:
1994: Logan and Rogue manage to regain some of their memory and escaped from Stryker's facility, leaving their children behind. Their escape is marked by partial amnesia, with Logan and Rogue forgetting their past selves and their children.
Late February 1996: Wade managed to escape from the facilities and somehow managed to rescue his siblings as well. They are now lost in the wilderness near Canada and Alaska Border, because Wade incompetency of reading a map.
March 1996: Wade and co managed to escape from Alaskan Wilderness, befriend a pack of wolves and hitchiking ride from unknown suspicious strangers. Logan and Marie is rescued by the X-Men after their confrontation with the Sabertooth. Wade crashed the plane in to the school ground and probably gonna get rejected by X-Men again.
April 1996: After two weeks planning things, he run away from the mansion and somehow getting kidnapped by the brotherhood. Wade bonk Magneto, survive the epst—I mean The Liberty Island Incident, fired a super cool fireworks, gaslighthed his parents and teacher, then made a thousand pancake. Oh, Laura said her first word! Awww. Also Wade apparently is a Idiotic Geniusses with ADHD?
July 1997: Wade blow up the mansion because he thought that the X2 arc already started but turns out he just skimmed the draft and left important detail.
December 1998: Wade blow up the mansion. Well because he just want to. Since it been a good long time that the mansion been blown up. Hank McCoy cameback to teach a course in the mansion for old times sake to Charles Xavier. He finds Wade really facinating and promised Charles to cameback and teach for the school again just so he could try to obser—teach Wade beautifull mind next year.
June 1999: Wade is now a senior highschool student at 15 years old because how he wanted to sit next behind Colossus in class (18 years old), and somehow made friends with Jubilee (16 years old) friends too since Jubilee is just like that. He befriended Kitty Pryde (17 years old, Jubilee roommate) who apparently Colossus had crushes on and asked her to be his girlfriend and made Wade into a Steve in their relationship. He also get along great with John who he always call Pyro (16 years old going on 17 years old this year) and Bobby or Ice man (17 years old already, Pyro roommate). His family also opted to choose to leave in a nearby cottage that Professor own near the mansion and the forest more than in the mansion itself. Which Wade kinda be thankfull his old room with his siblings still empty in the mansion because sometimes his parent could be a little loud and Wade somehow had a six sense when they are going to do it and evacuating his sibling to the mansion. Idk why I write this in here but I just want to ramble on my imagination.
Septemeber 1999: (A/N: I just realized after coming back, heh septemeber)
Wade and his sibling go on into field trip to the museum of natural history. Wade meet with Peter Parker (13 years old at this time, one or two years before getting bitten, already in highschool), Flash Thompson (15 years old, freshman, classmate with Peter and his bully), Flash's brother (Not really important just an npc I created for convenient). The white house got attacked by Nightcrawler with Stryker order. Wade came back with his battle ready antics to made sure atleast no student gonna be kidnapped to Scott disdain. The X-Men doubted him after he blown up the mansion twice already because of this, so they dismissed his concern. Like boy who cried wolf.