WARNING: The following article contains major spoilers for Star Wars: Age of Republic - Obi-Wan Kenobi #1 by Jody Houser, Cory Smith, Wilton Santos, Walden Wong, Java Tartaglia, and Travis Lanham, on sale now!
Anakin Skywalker might be one of the most fascinating characters in pop culture history. Of course, he's also one of the least developed. To be fair, there have been tons of novels, comics and television shows designed to flesh Skywalker out beyond his often whiny and wooden big screen representation. And yet, despite being the man behind the mask of one of the most iconic movie villains ever committed to celluloid, not to mention being the focal point of six massively successful films, it often feels we know nothing of Anakin Skywalker. Yes, we're familiar with his exploits (pod racing, getting benched by the Jedi, dismembering his own son, etc.), but his reasoning and motivations are questionable at best, and nonexistent at worst.
All the cracks and flaws in the Star Wars film franchise have always been painted over by the Expanded Universe. Things that seemed out of place or just didn't make sense were retroactively explained in a comic book, or one of the myriad novels in their ranks. Of course, when the decades worth of media were rendered non-canonical after Disney acquired Lucasfilm, a fresh coat of paint had to be applied.
While this left room for tons of great new stories unburdened by adhering to vasts volumes of previous work, it also meant creators had to patch up the holes once again. Star Wars: Age of Republic - Obi-Wan Kenobi #1 helps seal up that void that is Anakin Skywalker by giving some insight as to why a sweet boy from Tatooine would betray the Jedi Order and eventually become the most feared man in the Galaxy.
The Star Wars Prequel Trilogy didn't exactly build a complex or coherent reason for why Anakin would turn to the Dark Side. Sure there were some half-baked excuses which would seem to be quickly pushed aside if the young Jedi would just stop and think about the situation for any allotted amount of time. But most of why Anakin does what he does is validated by "because," which had fans wondering if they'd missed something. With the help of Marvel Comics' Star Wars output, we actually seeing more of Skywalker's motivations by getting glimpses into the huge time gaps between some of the films. And as it turns out, Anakin's feelings were shaped largely by a feeling of being unwanted.
In Star Wars: Age of Republic - Obi-Wan Kenobi #1, there is a conversation between Anakin and his master regarding whether the young Padawan is ready to go on his first mission. Naturally, Anakin behaves true to character, and balks at the idea of being left behind. He knows he's unlike the other Jedi trainees, but there is no place for hubris in the Order (which is something that would bite them in the keister years later). Obi-Wan urges Anakin to stay behind and train, and that's why Skywalker lays down the guilt trip. In Anakin's eyes, he sees himself as a burden; after all, Obi-Wan didn't sign up to take the massive responsibility of training a kid with immeasurable power. When his own Master, Qui-Gon Jinn was struck down by the Sith, Obi-Wan was essentially saddled with taking Anakin as his own.
Despite the benevolence Kenobi displays toward Anakin, the young Jedi apprentice never shook the feeling of not being wanted. The man who stuck his neck out for Skywalker in the first place was dead, and with his death, the only connection Anakin had to the Jedi Order died, too. This doesn't exactly bode well for a trusting relationship. Compound this with the fact everyone in Anakin's life keeps him at arm's length, and it becomes pretty apparent why his path to the Dark Side was inevitable.
It speaks to the fact of trust and feeling wanted are the key pillars to maintaining any healthy relationship. Anakin doesn't feel either of these, and the excuse that the rules and guidelines he must fallow are just part of the Jedi way can't quell his own mortal desires as a human being. Anakin is like a foster kid who is brought into care out of obligation instead of love, a revelation that might be the most tragic facet of his character.