Since jealousy is apparently the key to getting wukong to realize his feelings, and you said he didn't even realize at all in rin rin route; imagine that in saving Yue macaque kills her father, becomes the new heir cause he's Helen of Troy there, and (since I don't think Mac or Shanzha would go back to be heartbroken, but also macaque doesnt hate wukong so no reason to completely cut contact) ffm get informed by letter Yue is saved and about prince macaque. Wukong of course will visit cause he misses his "bestie" and see just how popular Mac is.
then he realize his feelings and that he missed his chance and also feel horribly guilty for feeling like this in front of his wife
To answer your question directly concerning the scenario you wrote out: yes. Wukong would be filled with a horrible mixture of jealousy/yearning/guilt. But hey, he’s not alone. RinRin would be feeling the exact same thing. What a pair they make.
But things wouldn’t exactly play out that way post RinRin Route.
(More below)
So, while the death of Yue’s Father is a certain thing after Macaque and Shanzha return to the Land of Eternal Snow, it’s a bit more complicated than that. Their intention was only to grab Yue and lead a quiet together in some corner where no one would bother them. Things happened which I won’t expand on since it’s a major spoiler to Queen of the Mountain. A lot of people died (including Yue’s Father).
After the dust settled, there were only a few members of the clan left and an empty clan head seat. And no, Macaque didn’t take it. Shanzha did. It’s her bloodline right as the oldest surviving member of the main line. Technically, it should be Yue who is next in line as the daughter of the Clan Heir, but she was too young.
Shanzha took the seat of power so she can clean things up for Yue to inherit. When other demon clans started to attack the very vulnerable Zodiac Monkey Clan, Shanzha and Macaque took arms and they led them to victory, accidentally expanding their territory. Shanzha was very, very good at fighting and winning, so she became known as a warlord - even though it was other demons attacking her and not the other way around????
Macaque took a role of an advisor since he knows what ruling is like and can see from a mile away that Shanzha was accidentally making an empire. He just wanted the best for their niece, who he’s terribly fond of and wants to give the world to her.
Since they were already co-parenting and have no interest in starting a romance with, well, anyone after their respective heartbreaks, the two get platonically married. It boosts Shanzha’s image anyways to have such a gorgeous mate who’s “devoted” to her and her alone. They make it work.
Now, Wukong - despite some changes - still somehow manages to get himself into trouble with Heaven (eats their peaches, drinks their wine, and steals all the pills) and gets thrown under the mountain. Maybe it’s a self-sabotaging thing. Or maybe it’s an effort to give RinRin immortality so she wouldn’t have to depend solely on his feelings since he realized that his love for her wasn’t as strong as he thought (lol it’s your guilt that’s keeping her there, silly).
Macaque and Shanzha respond when they hear of FFM’s burning. They give help, supplies, and troops to help defend the island as it recovers. Shanzha went directly there herself, reunited with RinRin for a time, before returning to her territory. Of course, there’s lots of unearthed feelings and pining but they leave it open ended since they have responsibilities.
Wukong, on the other hand, has his reunion with Macaque during his journey to the west. He and his pilgrim brothers come across the Land of Eternal Snow and are treated as important guests. No demon shenanigans. Just Wukong blatantly pining over his best friend. Who’s married to the warlord. And has an adorable child.
Zhu Baije: Brother, I can’t believe I’m saying this, but stop flirting. You’re going to get us kicked out.
Wukong: What do you mean? I’m not flirting. I’m just happy to see my best friend after all this time!
Everyone: …
Tripitaka and the other pilgrims are worried about Wukong offending the Warlord but nope, she’s too busy pouring her heart out on her most recent message to the Queen of FFM - updating her about her husband’s whereabouts, of course.
Macaque is doing well. He’s respected, loved, and lusted after by many. What do you mean he’s still not over Wukong? He’s the warlord’s husband. He’s the heiress’ doting guardian. What more does he want?
(Wukong, apparently.)
By the time Wukong has to move on, nothing is resolved aside from Yue getting the most powerful uncle in the world to support her claim to the clan head seat.
For the rest of the journey, Wukong is insufferable. He’s either waxing poetic about his “best friend in the world” or fuming over how Macaque still has demons throwing themselves at him despite his married status.
Whether these celestial monkey idiots resolve their complicated relationship or not is left open-ended. But there’s certainly a lot of pining. And doting over Yue because she deserves the world.
What are the conditions for revived rinrin in her route to stay alive. Cause if it's marriage why couldn't she just marry Shanzha, or if it's being truly loved by wukong why couldn't it have been platonic love, just what are the specific precusors
Ooof. So. Here's the kicker. The condition to keep RinRin wasn't love - or, it didn't just have to be love. If it had just been love, Liu's love for his sister would've been enough.
(More below)
RinRin's fate was closely tied to Wukong and the strongest feeling that he had toward her when he accidentally activated the artifact, which - tragically - was his immense regret. While it's by no means healthy, it's his regret and him holding desperately onto the idealized version of their marriage before her death that was keeping her there. The moment Wukong let that go and moved on would be when RinRin is sent back to Diyu.
Initially, RinRin wished for him to do just that: let her go. She wanted him to realize that she wasn't the person he thought she was and for him to move on with Macaque. But then, she slowly regained her desire to live the longer she spent time with FFM, her brother, Shanzha, and Wukong.
It's selfish, but she ended up holding onto Wukong and reigniting their previous relationship so she could stay.
But here's the thing: Shanzha was there when Wukong accidentally used the artifact. It was her dowry, after all. Since she held no feelings or memories toward RinRin, the artifact kinda overlooked her when it made the ties. So, if Wukong "broke" their bond of regret, the artifact would turn to the next person: Shanzha. By the end of the route, Shanzha would have formed enough feelings for RinRin to remain. And she did bring this up to her after she did some research on the artifact while also confessing.
Unfortunately, RinRin couldn't be sure that Shanzha's feelings for her were strong enough. As cowardly as it sounds, she had more faith in Wukong's regret than Shanzha's new love.