Some of mine that can be romantic or friendship based. No real preference as long as there's some chemistry and/or cute moments involved:
Aqua x Cinderella (Super Cute)
Aqua x Zach (Still need to see that date even if it's disastrous)
Terra x Cinderella (Super cute again)
Sora x Rapunzel (All the cuteness again)
Jafar x Maleficent (They just kind of work good together. Must be the evil wizard/witch thing)
Hades x Maleficent (Saw this pairing on House of Mouse and oddly enough kind of works)
Terra-Xehanort x Braig (I can legit see Braig being that annoying friend that Xehanort just has to tolerate because he has to)
Xigbar x Larxene (The sass would implode the universe)
Purely friendship or just ones I see that older/younger sibling dynamic:
Riku & Xion
Riku & Aqua
Demyx & Roxas (These two honestly had some fun interactions in Days. The fact that Roxas had to be the mature one while Demyx was off slacking somewhere was great)
Aqua x Cinderella (Super Cute)
Aqua x Zach (Still need to see that date even if it's disastrous)
Terra x Cinderella (Super cute again)
Sora x Rapunzel (All the cuteness again)
Jafar x Maleficent (They just kind of work good together. Must be the evil wizard/witch thing)
Hades x Maleficent (Saw this pairing on House of Mouse and oddly enough kind of works)
Terra-Xehanort x Braig (I can legit see Braig being that annoying friend that Xehanort just has to tolerate because he has to)
Xigbar x Larxene (The sass would implode the universe)
Purely friendship or just ones I see that older/younger sibling dynamic:
Riku & Xion
Riku & Aqua
Demyx & Roxas (These two honestly had some fun interactions in Days. The fact that Roxas had to be the mature one while Demyx was off slacking somewhere was great)