Spoilers Be Warned.
Tippi: ISFJ 2w1 sx/sp
Si dom seems to fit her best, given that she is Miss. Exposition and constantly recalling memories from her past; I can't really see any other function fitting her that well. She could be ISTJ as well, I honestly wasn't sure, so I went with my gut feeling. 2w1 cause she's head over hells for Count Bleck and Mario.
Bowser: ESTJ 8w7 sx/sp
A lot of his quotes from the Mario Wiki indicate Te dominance, and Si seems far more likely than Ni (Bowser has a tendency to always act the same way in every game, and never seems to utilize any Ni what-so-ever). 8 fix is obvious ('I wanna rule the world!'/being a no-nonsense boss).
Count Bleck: INTJ 2w1 sx/sp
Count Bleck is an interesting example, I think, of a 2 disintergrated into an 8; when he was in love with Tippi, he seemed like a typical two for the most part, after he lost her, he basically went insane and tried to blow up the universe. The only other enneagram type for him, if I'm mistaken about 2, would be 4w3. INTJ cause, well evil mastermind who foresees the end of the universe (Ni) cause the Dark Prognosticus told him so (Te), plus emotionally tortured over his feelings (Fi).
Nastasia: ISTJ 6w5 sx/sp
Steretypical cold secretary = Si + Te and 6 fix (well, also her devotion to the count).
O'Chunks: ESTP 6w7 sx/sp
Known for being the big dumb muscle of the group and a previous military commander, Se dom seems about right, as does Ti. He seems to trust all security in the count, and is otherwise loud and somewhat obnoxious yet freindly and lively, which seems about right fir for 6w7.
Mimi: ESFP 7w8 sx/sp
Childish, cruel, and has the attitude of always getting what she desires, Se dom seems like the best fit, plus Fi. Given her nature, 7w8 also seems like the best fist, given how materialistic and greedy she can be, not to mention her generally playful demeanor.
Dimentio: INTJ 8w7 sp/sx
Obvious grand mastermind who want to destroy the world and recreate his own for personal gain.
Francis: INTP 5w4 sp/so
Stereotypical otaku nerd.
Squirps: ESFP 7w6 sp/sx
Doesn't seem to take anything seriously, playful and energetic, also quite annoying and cute at times. This is the best typing I could come up for him.
Flint Cragley: ENTP 3w4 so/sp
Based off Indiana Jones somewhat (according to the wiki), so Ne+Ti seems obvious: 'Let's explore and document this Cave and all its dangers!'. Seems a bit of a 3/so fix, given his desire for recognition (IIRC).
King Croacus IV: ENTJ 4w3 sx/so
Beauty obsessed, and other traits listed on his portrait indicate a 4 fix with clear wing 3, given how flamboyant he is. ENTJ cause, he was an excellent leader? I dunno, I'm guessing on that one.
Luvbi: ESFP 4w3 sp/sx
Desired to have her freedom and do what she pleases and speaks in old english, so Se + Fi and 4w3. Yeah, I know, that's a poor explanation, but it's not like I had much info to go on.
EDIT: pos 2400!