Added "X-Men First Class: High Hand" comic. I figured it can be considered canon due to the fact that the only movie to be released since it is The Wolverine, and from the quick check through I did, it doesn't seem to have any discrepancies with that. I'm trying to get ahold of the other tie ins to see what exactly their continuity errors are and I may add them in as well with aide notes. As stated before, the films are full of contonuity holes so it doesn't make sense to not include the comics if a decent headcanon can be adapted.
I didn't even know the First Class comic existed. As for the comic prequels released for X-Men and X2, it's been awhile since I read them but there are glaring continuity problems with them and the films released afterwards. Essentially the later films retconned the events of the comics.
EDIT: Just remembered I have the novelizations of the movies and the Toys*R*Us version of the Wolverine Prequel from the first film (only includes a portion of the comic). So far I can't see any reason not to include the comic, so I included it (for now).
I didn't know about the Wolverine Origins comic either. If you'd be willing to summarize the events in those I'd appreciate it.
The novelization of the first movie has a few things I've added: [*]A scene in 1986 dealing with Scott's backstory [*]Another scene in 1988 giving backstory to Storm [*]a one year gap between rogue's introduction and the DC scene whether or not these scenes are canon are up to debate. They're included for now, and I'll remove them if I notice any reason to.
The one year gap is interesting for Rogue. The movie made no mention of that so I was unaware.
A quick skim over the X2 novel doesn't give me much info (I'm sure there's probably something interesting in there though). However, the Last Stand novel gives the dates of 1985 and 1995 for Jean and Archangel's backstory (and another scene in 2000 revolving around Archangel) which contradict the dates I got from your initial post, which leads me to wonder where your dates came from?
So that apparently sets X-Men and X2 in 2004 (or maybe 2005) and The Last Stand concretely in 2005, at least according to the novel.
As for why I placed mine as I did:
X-Men: First Class (1944 AD) 1962 AD
X-Men Origins: Wolverine (1845 - 1972 AD) 1973 - 1979 AD
X-Men (1944 AD) 2012 AD
X2: X-Men United 2013 AD
X-Men: The Official Game 2013 AD
X-Men: The Last Stand (1993 - 2003 AD) 2013 AD
The Fantastic Four ???? AD
The Wolverine 2021 AD (2023 AD)
X-Men: Days of Future Past (1973 AD) 2023 AD
X-Force ???? AD
I placed the dates based on info from the directors of Days of Future Past stating it concretely takes place in 2023 (with the past portions occurring in 1973). The director of The Wolverine stated it occurs 8 years after The Last Stand, with the post credits scene of Wolverine meeting Magneto and Xavier in the airport occurring 2 years after that. Working backward, that places the post credit scene in 2023, and the majority of the film in 2021. And eight years before that would place The Last Stand in 2013, and X-Men and X2 in 2012 or possibly also 2013 (as well as the game).
Of course, I'd done so awhile ago, under the assumption Wolverine's recruitment by Magneto and Xavier in The Wolverine's post credit scene meant it occurred very soon before the future portions of Days of Future Past, due to their being a sense of urgency and immediate need for his recruitment (that being sending him to the past). However some mentioned it may have just been recruiting him for the war against the Sentinels, which could've occurred years before the future portions of Days of Future Past, and their sending him into the last being a result of losing that war and being a last ditch effort, which makes sense (I think it was Captain Canuck who mentioned that).
So yeah, I think I'll change that. That'd place X-Men and X2 in 2004, and the game either 2004 or 2005, The Last Stand in 2005, The Wolverine in 2013 (and it's post credits scene in 2015), and leave an 8 year gap of which the war against the Sentinels was fought.
That does seem to sit better and still makes sense of the first movie's setting being in the "near future". Course that puts Xavier, Magneto, and Mystique well into their 70's by the original trilogy's setting, but that works given Magneto and Xavier's look in those movies and Mystique's slow aging due to her mutant gene (as stated in First Class). Course that'll make Magneto into his 90's, as well as Xavier (though since he's in a new body from the post credits scene in The Last Stand he's physically much younger, and is apparently just projecting a psychic image of his original appearance on his new body).
But I'll adjust the timeline.
And excellent job with the chapters and titles. I'll add it all into the first post and credit you once you get a chance to check out the comics and The Wolverine DVD.