These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
That One Sidequest: Joining Briony on the adventure into the Old Forest. The number of skill checks needed to both open it up and survive it are so high and so numerous, that you pretty much need to plan for it from the very beginning. Consequently, skipping the whole thing entirely is a completely effortless affair that will carry only minor repercussions at worst.
The Woobie: Elodie herself if you keep the Cruelty stat low. Everyone wants her head on a platter, their repeated attempts to kill her maim and hurt people close to her, and she's expected to be Queen despite not having the slightest clue. We would give her a hug, but she might interpret it as an attempt to strangle her.
Potentially Alice. As a servant to Elodie, she is at the mercy to the latter's whims, and is a frequent victim of Video Game Cruelty Potential. Elodie can beat her for reasons that aren't Alice's fault, dance with her at a ball which puts her on the spot with the scheming nobility, or even turn her into a Sex Slave.
Kevan, Earl of Io. Being "seduced" by his stepfather and then having this be discovered strained the relationship with his mother and brother, to put it lightly. The subsequent refusal to speak of the matter and the assassination of the stepfather left him with severe trust and familial issues, which he eventually confesses to Elodie, should they marry. The way he acts may place him under the category of Jerkass Woobie, however.
His half-brother, Thaddeus also counts. Walking in on his father with his brother, followed by his father's death clearly messed the guy up, judging by Elodie's description of him in school. Furthermore, if Elodie marries him and talks Togami out of invading, he assumes his new wife is having an affair, and the game notes that he wouldn't have said anything about it had Elodie not figured out what was wrong. Considering what happened the last time he was witness to an "affair", can you blame him?
Jerkass Woobie: If Elodie was cruel and executed everyone that could be executed, there will be long stretches of silence in the game, and she'll reach coronation horrendously depressed and alone. She kinda deserves it.
Brin is trying to start a war for some reason. However, the fact she has not one, not two, but THREE lovers dump her - the latest of which thought she'd be together with, dumped her for being "too challenging", and ran off with a priestess... ouch.
Iron Woobie: Arisse. Suffered through two absolutely vile husbands who are responsible for how fucked up Kevan and Thaddeus are. Her lineage is being threatened by a foreign country. And now she has to deal with a queen who may or may not fuck up the entire country.