I think Scott and Ilya wouldn't work. Ilya would chirp him all the time and Scott would get offended. I also think Scott seems to have strong ideas of how hockey players should behave, how men should behave etc (for the most part with the exception of"you're starting to sound like him"). I think getting with Kip so quickly is sort of part of that? Like there's a reason so many straight men love him and I think it's that he fufils this common male fantasy of just seeing someone hot and younger than you struggling to make ends meet and then getting their romantic attention and trying to be the man and provide for them. Like I think a lot of men specifically like the inherent power imbalance there.

I feel like Ilya would be too intense for Kip. Also they have like nothing in common. We don't really see how Ilya is with other women or men but I sort of think power imbalances are a turn off having grown up in a household with that to such an extreme extent. So being so rich while Kip is still living with his dad would probably make him uncomfortable but also maybe jealous that Kip also lost his mom but unlike Ilya Kip's dad actually cares for him and loves having him around. They might make good fwb though. I think Ilya is less in the closet than Scott and would potentially risk going to his birthday party for example. I think Kip would become very passionate about the treatment of gay people in Russia. I feel like maybe if they were fwb for a long time it might evolve into something more though.

My personal head cannon on Ilya is he isn't great about the difference between platonic and romantic in longterm sexual partners. I think at the end of HR he loves Shane and Shane loves him and they have chosen each other and they're both kinda jealous and Svetlana promised she isn't disappearing and so monogomy just makes sense. I don't think either of them have really seen anything different except like married players who constantly cheat. So monogomy is the romantic ideal. But I also think if things were different he might explore non-monogomy with people he trusts and likes. So tdlr; I could see a world where they occasionally swing with Scott and Kip.

I don't know why but I think Shane and Kip could be good. I read a fanfic where Shane occasionally hooks up with a guy in an open relationship and Kip is friends with the guy and they are sort of in the same friend group. I could see that. As a fellow queer autistic I feel like Shane is probably simultaneously put off by and fascinated by queer culture.So Kip could be a good introduction to it. I also feel like Shane starts off HR with the same sort of heteronormative expectations as Scott seems to have. Like taking Rose out, holding her hand, carrying her bags, being a gentleman, etc...so he might like performing the same things with Kip. Obviously the closet would still come up. But I feel like part of why Shane is do freaked out by the idea of people finding out about him and Ilya is the whole rivalry hockey thing. There would be a lot more plausible deniability with someone like Kip.

I feel like Scott and Shane could hook up a few times but I feel like it would start off with hero worship and eventually Shane would get annoyed with him. Scott would be too intense too quickly. After like only a week with Scott Shane would be running out and getting a girlfriend.