I played it! Still working on my CF playthrough.
I once scribbled down an idea with Akira being a part of the Ashen Wolves, and Goro accidentally ending up in the Blue Lions, but both of them in the Ashen Wolves is also making me go 👀👀👀

There have been a lot of suspicious accidents ever since Crow and Noir have taken over, all of them benefiting the legal and illegal sides of their business, so yes. Akira simply hasn't witnessed any of the orders given, even though he has knowledge about a lot of these incidents.
And I have planned for him to witness such a moment, even though it might take some time to get there, since it's more or less a part of the conclusion of the next arc. (Chapter 5 is going to be the end of the current one)

Who might this little cute cat be? gasp It's a Nao! Mwuah mwuah mwuah!

Can we just have a foursome and skip the rest?

If I really have to choose: Marry Hereward, fuck Loki, and hope that Robin Hood can forgive me for shoving him down that cliff. Or kill Loki and have Robin Hood use Samarecarm, which would probably lead to me being skewered, because I wouldn't be able to stop myself from making finger guns and joking about a little murder spicing up our relationship.

From a later flashback chapter from Farewell Wanderlust:

And he would have to watch. Watch Akira being handed over like a trophy. Watch his spouse treat him however they wanted - good or bad. Watching, watching, watching, but never touching, never be more than a shadow that would make sure Akira could continue to laugh like he did when they did things like today.

Plot twist: Shido has never had sex. Ever. Goro's mom never had sex with him and he's not the father. He was simply on tv when Goro asked about his dad, and she made up a story about him.

(He only fucks. Nasty. Feet are probably involved.)

Hey! I'm having a wonderful day! Right now I'm kind of overwhelmed with all the questions I've gotten (in a good way). I hope you're also having a nice day!

Oooh, I never thought about that! I think he'd love to have guard dogs for the mansion, but I don't think he'd have much to do with them. While he's better at delegating than Akira (huge understatement) he's still a busy man (the stalking and being down bad for Akira do take up an awful lot of time). But it made me think of him meeting up with Haru in the garden and having a dog rest its head on his knee so he could scritch behind the ears while he and Haru update each other on the latest gossip.

Akira would be perfect for any kind of rogue/thief, and I'd love him as a arcane trickster if we're specifically talking about dnd. Warlock would suit him as well! With a fey patron. There are so many possibilities for Goro, I'd have to narrow it down, but I feel like it'd be possible to explore a lot. A warlock would be interesting. Something like Percy's gunslinger in cr could fit him, maybe leaning more into the pact. I've seen a few paladin concepts, which are also interesting. Maybe even a warlock masquerading as a paladin?

A thieves guild might suit him a little better in Farewell Wanderlust. In contrast to Goro, he's never been in a real (life or death) combat situation, so going from that to killing might not be something he'd be comfortable with. A few more drastic things would have to happen for him to go down that route.

Cowards if they haven't, tbh

Try: yes. Succeed: no. But he'd practice it along with his proficiency until he could and then use it as a neat party trick.

Very good choice. I had to search for a bit, but I found one:

"A grotesque display, is it not?"
He was pretty sure that he could guess who had addressed him, even without turning around. The frame of the painting in front of him polished to perfection, which made it mirror the room, so he didn’t need to guess who the silhouette belonged to.
"If you're talking about the fact it's a forgery, then yes. I think the painting itself is quite beautiful."

Sending you a big smooch back 💞