Master Post: Spirky Books in the extended Star Trek universe that feature hurt!Kirk (Memory Beta, Secondary Canon)
Now, I could make a master post of books that are simply Spirky, but that would be ALL OF THEM. Not unlike the series itself, there really isn't a single officially published work that doesn't include some kind of beautiful, cute, emotional and/or downright romantic scenes between Kirk and Spock.
Now, as an angst-lover myself, however, I figured I'd just list as many of these books as I can that feature angsty K/S, specifically ones where Jim Kirk is hurt (or killed, there are a few of those), simply because that is my cup of tea. I'd love it if people would add to the list, and add their own lists, since I've read far from all there is!
I'll be brief in my descriptions of the books, but ahead there may be spoilers for those who really don't want to know.
THE STAR TREK READERS, James Blish These are novelizations of almost all of the Original Series episodes. If there is an angsty scene in the episode, it's written up to eleven in these books. I recommend The Tholian Web, Plato's Stepchildren, Turnabout Intruder, Amok Time of course, and really any other episode you liked.
THE ENTROPY EFFECT, Vonda N. McIntyre A scientist who's been experimenting with space-time seemingly appears on the Enterprise and murders Jim Kirk before the eyes of the entire bridge crew. Spock goes on a hell-trip to try and reverse what happened.
THE PRICE OF THE PHOENIX, Sonda Marshak Jim Kirk is killed in what's supposed to look like an accident, only for a dangerous super-being to try and buy Spock's loyalty with Jim's "life" (the opening chapter of this book is one of the most heart-wrenchingly grief-stricken Spock scenes I've ever seen).
THE FATE OF THE PHOENIX, Sonda Marshak Part two of "The Price". Continues the same story, so I won't spoil more by summarizing it. Just as amazing, just as angsty.
THE RETURN, William Shatner After his death and burial by Jean-Luc Picard in Star Trek Generations, Jim Kirk's body is stolen by Romulans. They revive him and restore his "katra", only to turn him against the Federation and his previous friends, including Spock (this book is part of the so-called Shatnerverse, which stands alone from the rest of the Memory Beta timeline, but it's still really really good).
Honorable Mention: The New Voyages I & II. These short stories (The Winged Dreamers!!!) are just... insane, some of them. Literally published fan fiction. Lovely!
Again, there's probably lots and lots more, and I'd love for those who know some to tell me!
