Yeeeeees. Yes I would.
I think really the only hesitation is that I’m not sure, as you mentioned, which ‘verse it should be in?
They have/would have a very interesting dynamic given that Sasuke deliberately curated his existence around his clan (or lack thereof) while Yoshino is a non-clan kunoichi married into one. It’s very different backgrounds. But they are united in their love/concern for Shikako which I imagine helps cross that bridge. And I think because of that, Yoshino helps Sasuke be himself as a person and not just the heir to a clan of madness and murder.
Which–that boy very much needs any help he can get.
That being said, here’s some small ficlets in various ‘verses because… funsies.
(DoS canon compliant)
Yoshino watches the boy, watches as he tries–so hesitant, so clumsy–to play along with her daughter’s whimsical mood. It is a bittersweet feeling, more bitter than sweet to be fair, that burbles up within her.
She smiles and tries to make sure there is no sadness on her face.
A part of her is ashamed. The Last Uchiha is not a person: the Last Uchiha is a symbol, an ideal, a risk in the making. The Last Uchiha certainly isn’t a child who doesn’t remember what it’s like to have family dinners. The Last Uchiha isn’t a younger brother who never learned to stand up for himself. The Last Uchiha couldn’t be this boy in her house so broken and scared but trying, trying so hard, in need of just one person to look beyond that title and see the truth.
There was no Last Uchiha, there was only Sasuke, struggling under the burden of his name.
Yoshino draws closer, places a hand on Shikako’s shoulder–a close yet not close enough proxy for the comforting hug she wants to give to her daughter’s teammate instead. Sasuke still startles at affection, though at least he no longer looks as hunted as used to in the beginning.
“Will you be staying over for dinner?” Yoshino asks, no pressure one way or the other. Still, he dithers, and so she has to add, “I bought some wonderful fresh tomatoes at the market.”
Neither her husband or any of her children have any strong feelings for tomatoes.
After another considering beat, Sasuke nods.
Something about the situation still sits uneasily with Yoshino, even though she’s received assurances from everyone involved.
Fugaku and Mikoto are kinder than she had expected–than she had feared–polite nearly to the point of stiffness, but just as shocked by the proposal as she and Shikaku had been. Originally they were suspicious–perhaps they had heard about Shikako’s hypersensitivity–but soon enough they became not only accepting but excited… relieved?… at the idea.
Shikaku, she knows, only wants what is best for their daughter. He has no doubt run through all the possible outcomes and decided that if this is something Shikako wants–and it is, even after the tediousness of the discussions, something their daughter wants–then of course he will do his best to arrange this engagement.
Never mind their own rocky history with such things. Never mind that Shikako is still a child and yet devoted to this plan with a steely determination that has nothing to do with a newly blossoming crush.
Sasuke is a good boy, sweet and intelligent. He may one day be a good husband; Yoshino would understand her daughter having a crush on him. But Sasuke as a person barely seems to factor into the equation at all.
“Hello, Yoshino-san,” Sasuke greets her when she opens the door. She guides him inside and prepares some tea while he waits for Shikako. He is shy and a little nervous and halfway in love with her daughter already.
“Take care of your heart,” Yoshino says, warns, but does not ward off: she may be fond of Sasuke but Shikako is her daughter.
“Not Shikako’s?” Sasuke asks, innocently curious.
She shakes her head. No, it’s not her heart that Yoshino is worried about.
“They’re beautiful, aren’t they?” Yoshino-san says, and Sasuke glances up at her confused.
They are sitting at Shikako’s hospital bedside–a distressingly frequent settings for them–and until this moment Yoshino-san has been silent. Even during Tsunade-sama’s explanation, right before the Hokage left to deal with–in her words–literally any other patient.
“You don’t think they’re beautiful?” Yoshino-san asks, prompting Sasuke into responding lest he be considered rude.
“Think what is beautiful?”
Yoshino-san eyes him carefully and Sasuke has to remember to keep breathing: it’s far from hostile, but the assessing gaze is different than what he’s used to from Shikako. Similar to Shikamaru’s pointed analysis.
“Tsunade-sama’s wings, of course,” Yoshino-san says simply, as if she weren’t turning his world on its ear.
During his occasional research he was never able to find even a reference to the wings–for her to just casually mention them…
“You can see them, too?”
… he’s not alone.