I have been thinking about this, there are some videogames i usually revisit every year or so like some older Fable and AC games. I dont reread comics that much, outside some outstanding issues like The brave and the mold from Tom King’s Batman or Lemire’s Green Arrow, but those have been more occasional rereadings more than a yearly ritual.
Ive reread Sandman every couple of years since high school and it always leaves me in my feels.
I re-read Preacher (Garth Ennis and Steve Dillon. R.I.P Steve) about every five years or so. Love that story.
I often go back to my Alan Moore dc collection, and Jimmy Corrigan: the smartest kid on earth (it’s depressing but very real and hits the way a great classic Hollywood film does)
I’m not sure if this is fair game because it’s a webcomic, but I’ve re-read Kill Six Billion Demons multiple times. The art, the little fables underneath, it’s all done so well. The drawings regularly burst with detail, and you can spend several moments just noticing different things in a panel. I think the author is in the process of finishing up the last chapter now, but it’s a great ride.
Long Bow Hunters. Such a good story from the early days of the comics can be for adults era.