This thread is great!! Especially your post, OE--I laughed almost as hard as I did while watching Al "interview" Eminem! It must have taken you a lot of time putting that all together, and it was definitely worth it as far as I'm concerned.
I've always secretly thought that with "The Night Santa Went Crazy," Al was either consciously or unconsciously thinking of himself as he wrote it. Since this thread is here, I may as well take to its illogical conclusion this unfounded suspicion.
1) Santa: Mr. Claus is obviously adored by kids. He's seen as a kind, gentle man whose only purpose on this planet is to make children happy.
Weird Al: Even though his songs are for people of all ages, many people wrongly think Al's target audience is children. So what is Weird Al in the eyes of many if not a parody-writing, accordion-playing, twinkie-weiner-eating Santa Claus?! Well he's tired of it!
2) Santa: No one beats Santa at toy making or toy giving. Santa travels around the world spreading gifts and good cheer, yet all he gets in recognition of this is some lousy milk and cookies?! Completely unfair and truly a "raw deal."
Weird Al: No one beats Weird Al at parody writing, and his lyrics and music are clearly the best out there nowadays. Weird Al tours North America spreading his gift of music and good cheer, but never gets the type of recognition he deserves in the music industy, definitely unfair and a "raw deal" considering his talent. And unlike Santa, who at least gets cookies, Al doesn't even get Grammys anymore for his hard work, now that the category specifies "Spoken Word Comedy." A raw deal indeed.
3) Santa: Well-known as being a little on the plump side.
Weird Al: Wears the famous "fat suit" in concert for the song "Fat." Undoubtedly some of the masses view Al as "the 'Fat' guy" (as in "Weird Al--hey, isn't he the 'Fat' guy?!?") due to the popularity of that video.
This explains the line "Guess you won't have the fat guy to kick around anymore," in the Extra-Gory version of TNSWC: an obvious reference to Weird Al himself. He took this line out of the main commercial version because he felt the "fat guy" reference would make the connection between Santa and himself all too obvious.
4) Santa: Referred to as a "Yuletide Rambo." Who played Rambo? Stallone.
Weird Al: Wrote the "Theme from Rocky XIII." Who played Rocky? Stallone. These two references indirectly link Santa to Weird Al.
5) Santa: "Had a rifle in his hands and cheap whiskey on his breath."
Weird Al: In "Trigger Happy," Weird Al clearly states, in a song he wrote in the first person, "We'll all get liquored up and shoot at anything that moves." (The "we" must refer to him and TBITB!)
6) Santa: Wishes everyone a "Merry Christmas."
Weird Al: Recorded several radio promos where he wished people a "Merry Christmas."
7) Santa: The subject of many a Christmas song. The workshop, located in the North Pole, is bombed in the song.
Weird Al: The author of the Christmas song "Christmas at Ground Zero." Bombs are also dropped in this song, and "Ground Zero" may have been a dual reference to the North Pole (where Santa works on toys) and Al's recording studio (where Al works on songs).
Based on this "solid, scientific, documented evidence," Weird Al was obviously so upset at one point about the lack of respect given to his talent that he seriously considered running out of the recording studio armed to the teeth and starting a killing spree.
Fortunately for his fans and humanity in general, he decided that instead of actually doing so, he could vent his frustrations by writing a song in which "Santa" (none other than the Weird One himself) went on a killing spree. Every time Weird Al sings this song, it is a sort of therapy for him.
And unless I'm mistaken, Santa has even been known to appear onstage in concert during "Fat" (as opposed to TNSWC as one would expect). In highly symbolic fashion, the "fat" Weird Al has been known to beat up his "fat" alter ego "Santa," who represents the darker side of Al which he must suppress.
I think I'm on to something here!