Okay, I have ideas I will just list them under the same comment:
Rin - Archer and Ozymandias for the NSWF quests, even the meadow one possibly - Archer also maybe for Windy Risks? Dragon fight, dragon fight. - Asami and kissing booth~
Usagi - Kissing booth with Ren - Mamoru and Usagi going after doges would be cute & maybe mounts? - Jean could learn to bake some cakes and have Usagi taste test them before they go to the other moon bunnies
Mikasa - Let's catch a new dog together with Jean - Maybe mounts too, even if Jean's already going there with Eren too but who says he can't go twice to accompany the other (in July) - Mamoru and Mikasa could Fashion Warriors for the lols - Archer and Mikasa for a more action-y thing?
Anna - More dog therapy with Jean, since lots of doges - Sisu and Nessie pics, flower crowns or cakes?? but also kisses..! - I also want Anna to befriend Homura, who is also doing flower crowns - Anna and Sun share a birthday... maybe something fun for them?
Raya - Come kiss Sisu at the kissing booth and maybe some adventure where Raya gets to fight (and Sisu will also fight, but more admire Raya-) - I wanna say Raya and Sun could do a random quest since same guild
Korra - Smooches and NSFW for Asami, mwah~ But also maybe a small adventure outside. - Come July, take Jean out for a quest? Maybe like, Messages in the Dark or something rather simple - If feel like Sisu and Korra would get along. Maybe they could tame some mounts together? Not that either of them need a mount, but just in case.
Winry - Something with Asami for sure. Maybe they can help catch dogs? Maybe even make some flower crowns? - Somehow, it would be cute if Archer and Winry did some cakes together by a chance
Blake - Let's tame some mounts with Sun and maybe the Toad quest since they're in the area (watch Sun get eaten by a toad and Blake needs to be his hero again) - Homura and Blake could have met at the library and end up doing a quest together in quiet and nice company, maybe
Utau - Definitely Ren and Fashion warriors... and she could get a kissing booth kiss from him - Sisu wants to befriend this cool winter friend. Maybe they could try snatch pics of Nessie together? - Asami and Utau seem like they could get along. Maybe they could randomly end up taking the skeleton quest together?
Madoka - Flower crowns and cakes with Homura! ... and honestly anything you want, since Homura would follow her. - I want more CR with Madoka too, maybe with Naegi, as they're both optimistic and their theme is around Hope. So something with them, perhaps.
Of course we don't definitely have to to everything, but just tossing ideas at you of what we could do.
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Rin
- Archer and Ozymandias for the NSWF quests, even the meadow one possibly
- Archer also maybe for Windy Risks? Dragon fight, dragon fight.
- Asami and kissing booth~
Usagi
- Kissing booth with Ren
- Mamoru and Usagi going after doges would be cute & maybe mounts?
- Jean could learn to bake some cakes and have Usagi taste test them before they go to the other moon bunnies
Mikasa
- Let's catch a new dog together with Jean
- Maybe mounts too, even if Jean's already going there with Eren too but who says he can't go twice to accompany the other (in July)
- Mamoru and Mikasa could Fashion Warriors for the lols
- Archer and Mikasa for a more action-y thing?
Anna
- More dog therapy with Jean, since lots of doges
- Sisu and Nessie pics, flower crowns or cakes?? but also kisses..!
- I also want Anna to befriend Homura, who is also doing flower crowns
- Anna and Sun share a birthday... maybe something fun for them?
Raya
- Come kiss Sisu at the kissing booth and maybe some adventure where Raya gets to fight (and Sisu will also fight, but more admire Raya-)
- I wanna say Raya and Sun could do a random quest since same guild
Korra
- Smooches and NSFW for Asami, mwah~ But also maybe a small adventure outside.
- Come July, take Jean out for a quest? Maybe like, Messages in the Dark or something rather simple
- If feel like Sisu and Korra would get along. Maybe they could tame some mounts together? Not that either of them need a mount, but just in case.
Winry
- Something with Asami for sure. Maybe they can help catch dogs? Maybe even make some flower crowns?
- Somehow, it would be cute if Archer and Winry did some cakes together by a chance
Blake
- Let's tame some mounts with Sun and maybe the Toad quest since they're in the area (watch Sun get eaten by a toad and Blake needs to be his hero again)
- Homura and Blake could have met at the library and end up doing a quest together in quiet and nice company, maybe
Utau
- Definitely Ren and Fashion warriors... and she could get a kissing booth kiss from him
- Sisu wants to befriend this cool winter friend. Maybe they could try snatch pics of Nessie together?
- Asami and Utau seem like they could get along. Maybe they could randomly end up taking the skeleton quest together?
Madoka
- Flower crowns and cakes with Homura! ... and honestly anything you want, since Homura would follow her.
- I want more CR with Madoka too, maybe with Naegi, as they're both optimistic and their theme is around Hope. So something with them, perhaps.
Of course we don't definitely have to to everything, but just tossing ideas at you of what we could do.