Kathleen asked R. Cooper:

Do you think Will and Charlie will marry someday?

R. Cooper Absolutely!
Well, actually. I have this headcanon where Charlie decides he wants to ask, but then, being Charlie, gets incredibly anxious about it. Anxious to the point where he stops talking and starts second guessing himself, which in turn makes Will nervous that something is wrong with Charlie. And meanwhile, yup, Charlie needs surgery again, and they say recovery time will be faster, but he remembers the pain and helplessness the first time around and he doesn't want to put Will through that....
Of course Will knows something is happening. But Charlie keeping things from him piss him off (and make him insecure) aaaaand basically I've imagined this scenario about the asking, yet I've never actually imagined their wedding. Charlie would not like fuss. I don't know that Will would either. But definitely they would need some sort of reception, even if it was only a dinner at their house.
Charlie would want Will to have the legal protection and would really, truly enjoy having a ring on his finger. And Will, oh my god, Will would love a chance to make every subject about his *husband*. And I think he would enjoy it because he knows every time he does, Charlie feels a little more secure and safe and happy. Thank you for this question. Sometimes I need to think about those two failboats so I can smile.

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