I also tend to just stop reading stuff if I don't like it, and since I'm usually borrowing a book from the library, I don't have that pesky sunk cost aspect there to keep me reading. So for the most part, I can only really give a partial answer to this by saying the OG "The Hunt for Red October" book. I just found it completely boring to read and lost interest. This isn't to say that I find Clancy boring in general, as I liked "The Sum of All Fears" and "Red Storm Rising," and the latter was a pretty long story which followed a pretty wide cast of characters.
The runner up in my case I actually did read all the way through, because the sunk cost thing did kind of play into it a bit. I had actually ordered original edition hardcover copies of the Thrawn trilogy from that jungle website, and because I was going for the OG hardcovers, I had to get them used (or new old stock at best) from the small businesses listed as options, and ended up getting each of the three books from a different company. One of them sent me "The Courtship of Princess Leia" by accident. When I contacted them about it, they sent me the book I had actually ordered, and when I went to ask them about returning the wrong one they'd sent me (still in the shrink wrap and everything), as per how such exchanges are normally handled, they apparently didn't want to deal with it and just told me to keep it as a gift. So since I now owned this book, I figured I might as well read it.
I'm honestly kind of jealous that someone got paid for their fan-fic, especially since it really isn't very good fan-fic, because the characters only kind of sorta resemble themselves, and it revolves entirely around one of the dumbest "romance" plots I've ever bothered to read. That kind of thing is entirely normal for most fan-fic, actually, and this one even includes a self-insert character and not one, but two fantasy amazon warrior races.
The plot basically involves one of these amazon warrior races showing up at Coruscant with an offer to join the New Republic, which is apparently a pretty big deal since these people managed to hold the Empire at bay. This is a bit complicated due to them being a matriarchal society (being amazons, after all) ruled by a monarchy, neither aspect of which lends itself to getting along with within the Republic, because, you know, monarchy, and the fact that they act like your average man-hating feminists by just refusing to respect any male leaders. Apparently the only reason they even approached the NR was because of Leia's leadership of it, which brings up the other complication to this proposal - the queen wants Leia to marry her son, because she still recognizes her as a princess in spite of her planet being destroyed and leading the NR as an elected official. Leia is taken aback by this, but doesn't reject it out of hand, in part because she is immediately pressured by other NR officials to agree to it because these amazons are so militarily powerful and would be a great asset in the continued conflict with the Imperial remnants.
Our old buddy Han Solo, was of course not happy with any of this, and proceeded to act like a jealous teenager that just made me cringe so hard reading. The other thing is, apparently in spite of what we saw in the movies that culminated in Han and Leia being a canon 'ship and seemingly together at the end of the trilogy, this book insists that it's actually still an open question, and makes it seem like Leia is actually pretty charmed by the prince who is undoubtedly the author's self-insert. This results in Han straight-up kidnapping Leia in the hopes of taking her on some romantic getaway on a supposedly uninhabited planet he won the deed to in a card game, because that's something a normal person would do, and totally cute we swear because they actually love each other.
Actually the author does seem to have some self-awareness there for a bit, but then just drops it and goes back to this stupidity.
The prince finds out about this not long after it happens, and gets Luke Skywalker to help him track the couple down because the queen mother is kind of a crazy bitch, and he's worried about what her reaction will be. Luke uses the Force to track them down, and it turns out this uninhabited planet is not what it appears to be, and is actually laid claim to by some Imperial warlord, complete with a garrison on the planet itself which was marooned there some time ago. Marooned, you ask? Yes, because there are apparently some kind of crazy female dark Force users down there the the Emperor was so worried about making it off that planet, he forbid anyone from landing there again, lest these women get a hold of a ship and make it off of this planet, and he left some forces in orbit to enforce this, with troops on the ground to try to keep things in line down there. And Han ends up crashing the
Millennium Falcon there - oops. To make matters worse, Han ends up getting himself captured by the Imperial garrison, who, being marooned and all, have actually come to be under the command of these dark Force users (called the Nightsisters) rather than the Imperial warlord that's in orbit, because they like being alive. Leia, on the other hand, has fallen in with another, much more primitive race of amazon warriors who call themselves witches due to their own limited Force abilities, which actually somehow involved the use of charms and casting spells, or something like that (it's been a while since I read it, and I can't be arsed to go back and look now).
Meanwhile, Luke and the prince end up randomly finding an old Jedi academy ship half-sunk into a swamp, but soon end up getting captured by one of these witches themselves. As it turns out, these witches go out and hunt men, either to keep as slaves, or to marry, the latter aspect being what really makes me think the author is just sharing his fetish with us (and to think he got paid for it, and his work officially becoming a part of the EU
).
Also, it turns out that this planet was were rancors were from, and these witches actually tame them and ride them around like Carthaginian soldiers on some very tooth-and-claw-filled elephants.
Anyway, the witch that kidnapped Luke and the prince totally wants to make Luke her husbando and the prince her servant, but Luke ends up just repeatedly letting her down as gently as he can while sharing the Jedi gospel. This actually ends up playing into the local politics, because as it turns out, the Nightsisters are actually witches from this primitive amazon tribe who have turned to the dark side.
Shocking Revelation!
Meanwhile, the Nightsisters have been using spare parts from other ships that have crashed on the planet to repair the
Millennium Falcon, and it ends up coming to blows between them and the witches. Han also gets rescued from them at some point, though I forget the details. I say this because I remember him being involved in a plot to get his ship back, and even a plan to use the Imperial warlord's ship to get them into orbit using its tractor beam, because I think there might have been a dampening field or something that kept even the fully repaired ship from flying into space for some reason.
Things also come to a head between the witches and the Nightsisters, who try to use the Imperial garrison to wipe out the witches because reasons, but thanks to Luke and Leia, they are able to repel the attack. I might be mixing up details here, but I honestly don't care. The upshot is that the Nightsisters are dealt a severe blow (or are maybe even all killed), and everyone that wants to leave the planet now can.
The witch that wanted to be Luke's waifu eventually accepts her place in his friend zone, and ends up falling in love with the prince instead. The prince has had a thing for her all along, as he likes those strong, commanding women (totally not the author's self-insert guys
), and decides to marry her instead of Leia, who has herself finally decided to official decline his hand in marriage. The Queen is very unhappy with this because not only did the royal Leia reject her son (I think Leia uncovered some kind of weird political plot as part of this), but now he wants to marry some primitive peasant on top of this, and I honestly can't remember how that turns out except that I think these people take their ball and go home.
In the meantime, this ordeal was apparently just the thing to make Han and Leia realize that they are indeed the One True Pairing (and not all that shit they went through in the movies), and they finally make it official by getting married. The End.
I guess the disappointing thing for me is that not only did the author get paid for this and this book end up in the official "canon" of the EU, but aspects of it have actually managed to survive in the official Lucasfilm/Disney canon, such as the Nightsisters themselves, and apparently the fact that the witches of some planet rode around on rancors (thanks Book of Boba Fett), and that just makes me salty. I mean, I'm a
way better writer than this guy, dammit.