#because I truly think a broken off engagement would’ve been a lotttt harder for roykeeley to come back from

[lunar-years]

I honestly think if Roy proposed keeley would’ve said yes and what followed would’ve been the downfall (her continuously pushing back the planning because of work, him wanting to do it now, etc)

OH??? anon why 😭 christ that's painful. And I could really see it happening, too. Keeley with her abandonment issues immediately being like "yes of course i'll marry you Roy" because she obviously does love him madly and feels like there's no reason not to, really, especially if it means he'll always stay. But then she's constantly pushing back to the date citing work, to a ridiculous degree, like...over and over...so that even her closest friends such as Rebecca are deeply concerned and eventually broach with her like...is there something deeper going on here, Keeley ? are you happy ? and she can't even explain why she keeps pushing it back she just knows she needs to. and then Roy being totally insane about getting everything planned and making it happen asap and that only stressing Keeley out further until the whole thing comes to a head and falls to pieces. Devastating.

Also...because I'm me...imagine how Jamie would handle finding out Roy & Keeley got engaged in the offseason :( He's very resilient and everything and of course he knows nothing was ever going to happen between him and Roy or him and Keeley again (lol) but he's still strangely crushed? All the other Richmond boys are crazy excited and soooo happy to hear the news, so then he feels like an asshole and has to go around pretending to be thrilled for them even though he's filled with dread about the whole thing. Like, I genuinely think he would have taken that news very hard.

On a related note I saw someone talking about a potential RoyKeeley big Richmond wedding (and they meant it in a wholesome cute way so im so sorry for saying it inspired my sad tragic plot bunnies lmao) but they were like "Jamie would be best man!" And it got me thinking... I truly think being best man at roykeeley's wedding would break him.