(Second half of this ask from @fey-changeling)
Venture Maidens Ship Headcanons (one for each of my ships):
Arrnodel/Aaron: I like to headcanon Arrnodel as acespec, specifically demisexual (largely influenced by mild spite towards an offhand comment that Brittany made in one of the Q&A's from early on in Fate), and I think that that colours their relationship very heavily. Between her overall lack of experience, her only just now realizing that she can, in fact, experience sexual attraction, and Aaron being pulled between his love for Arrnodel and his loyalty to Mila and Rem, it's not surprising that their relationship got rocky towards the end of the campaign, though I like to think they end up working things out eventually (yes I am once again ignoring the legacy games 💙.)
Kara/Gidget: Chrysanthemums. Ever since the first date way back when, when Kara brought Gidget that bouquet of mums, I can't help but associate them with the flowers (and hey, you read Two Months, you already knew that, I wasn't subtle about it lol). In the language of flowers, they symbolize love, loyalty, and longevity, and I think that's really fitting for them. Kara has a mums-patterned shirt, Gidget makes Kara a bouquet of metal mums, Gidget's favourite perfume is chrysanthemum scented, etc etc.
(bonus Glitchhilde headcanon: you know that post about "rubber duck debugging"? Kara is Gidget's rubber duck.)
Fera/Chess: okay, so sneak preview for Two Weeks, but given that Chess is a demi-deity, I think we as fanfic authors get to break all the rules and let them do whatever the hell we (and they) want. Specifically, they can kinda... communicate telepathically/slightly share a body with Fera, even across long distances? If that makes sense? They can slip a little bit of their immortal consciousness alongside hers, since they're basically her patron, and whatever she sees, they can see, and whatever she feels, they can feel. This, of course, leads to some very fun and kinky sexual experiments. How strongly does Chess feel what Fera does? Do they feel it in their own body, or is their some kind of disconnect? Does the connection go both ways? Can Chess open up the connection a little bit more and (consensually) control Fera during these encounters? They have a lot of fun figuring it out.
Rem/Isolde: God, I'm not even sure what headcanons I have for them that you haven't given me... let me think............ actually, kind of inspired by you anyways, but since Isolde is connected to the Sisters of Sorrow (weavers), I think it would be cool if she was also a crafter - knitting being the obvious choice, but also a seamstress who creates her own dresses, too. I think she'd always wanted to use Rem as a muse/mannequin for some of her dresses, but wasn't able to until Rem ended up in her Wood Elf body (due to being gremlin sized™). After the gods fall and the two of them aren't the main leaders of the Sisters/Furies anymore, they'd have a lot more time to get to indulge in their hobbies, and Isolde gets to dress Rem up all pretty and then make a mess of her later ❤️🤍🖤.
Valerius/Dee: Okay first of all, not a headcanon, but I just want to yell about how much I appreciate their relationship. Valerius is quite overtly flamboyant, in a way that could easily be read as queer, and it's so rare to find m/f relationships where the man is a flamboyant guy but still genuinely attracted to women (rather than just a closeted gay man), and that the woman is genuinely attracted to that flamboyance. They just feel like everyone's cool queer aunt & uncle and I love it. As far as headcanons go, I think that Valerius is quite fastidious about his appearance and hates to (literally) get his claws dirty, but he'll always make an exception for helping Dee out in the kitchen. I think they're also both quite good with kids, and any time that the Sisters/Furies end up taking in any children, the two of them end up being the de facto caretakers (again, cool queer aunt & uncle).
Bonus: literally just this post. ship them with me 🥺.