I'm that one person in the background who quietly goes for all the standard ships.
Quote×Curly, of course, because I can't see either of them going with anybody else. And they're a cute match. Chaco and Santa work well together. The Doctor will has died a horrible and lonely death. Booster and Jenka make a good pair. Can't think of anyone from Cave Story's cast with Kazuma, but I'm sure he'll find a nice human Surface girl. Maybe. Depends on how awkward he is with them. Momorin doesn't seem the type to remarry considering her probably dead husband. Or worse for our shipping purposes, possibly alive and still on the Surface husband. Sue is obviously really young so I don't see her with anyone. She's been paired with Kanpachi before, which while plausibleish, creeps me out depending on how old Kanpachi is in Mimiga years. She'd also need to return to her Mimiga form for it to work out. Dr. Gero seems a bit too old for Nurse Hasumi, I think she'd be better with some random really nice Gaudi somewhere. MALCO is clearly perfect for one of the other gender-ambiguous/neutral robots in Grasstown. Maybe MALCO's female, actually. Would explain their practically gushing at Quote after he saves them. Cthulhu is...Cthulhu. Probably not interested in romance if it's even more than a single entity. Tetsuzou is a hermit and might not find any use in love. He might find love with the Nemesis/the goddess inside it, though. King and Toroko are dead. Mahin is a fat bastard and won't be getting any dates anytime soon. I can see Jack hooking up with a respectable Mimiga female somewhere, probably no one interesting but hey. I can't see those blue robots with anyone. Mr. Little is obviously married to Mrs. Little. Misery is likely going to be single for a while as she gets her bearings in life. Sanhaime(goodness, how do you spell his name again?) is even less interesting than Jack but maybe there's a girl who likes gardening somewhere on the Island. Don't see Balrog in a relationship. The Colons are probably going to grow up and find someone someday. Chaba is married to his work. Mysterious Man Who Wrote On Computer×Mysterious Woman Who Bore Child, because they're so interesting and full of depth. Sky Dragon is totally paired with one of the Twins. Too bad they're both dead and he(?)'s off the Island. Itoh is boring and unlikely to find a spouse, but who knows. Hoppy×Green Plantation Thing would be neat, they're both so happy all the time. In that case, Night Spirit×Orangebell, Skeleton×Sidecrawler, and Bat×Blue Bat could all work out. Maybe. One of the Colons with the small girl from Plantation would definitely work. (I need to brush up on names, don't I...) Ballos is an insane wizard and also dead. Ame is a strong white cat woman, she don't need no man. Debug Cat and Purple Cat from Misery Story could hit it off. Prince and Misery might work, assuming Doors wasn't thinking of horribly killing him (a silly assumption.) Yuki×King would be neat, except she's probably killed off too. Sue×Human Sue is so marvelously stupid, it has to work. If Sue has no pairing, Kanpachi and Chinfish are a match made in heaven. I only see MALCO and Curly as friends, but still an interesting pair. Chivalry is dead/nonexistent/the name of Momorin's living husband, I guess. If the Sky Dragon is female and can communicate nonverbally, Kazuma could have a creepy but workable relationship with her. I WOULD approve of Quote with the Polar Star, but if the Polar Star spends all its time with Quote I'd never get to use it myself. :<
That's about it. Like I said, I'm a bit boring in this field.