I'm going to try to type the characters from South Park through the enneagram theory this time, although this thread seems to be a bit dead...
Stan- ENTP 6w5
Kyle- INFJ 6w7
Cartman- ENTJ 8w7
(self-explanatory.)
Butters- INFP 9w1
(usually optimistic and undisturbed, and has an immense wish for pleasing others, particularly his parents, as well. Definitely the type to go with the flow of things. I thought, initially, that he was an ISFJ, due to his extreme want to abide to his parents rules and seeming to be easily swayed by others *not saying this is an ISFJ trait, either*, but he ultimately has that imaginativeness found in young INFPs and doesn;t seem to mind much being alone either, despite not being very reserved or unsociable.)
Wendy- INFJ 1w2
(I see has being more Ni dominent and introverted now that I think of it, although she clearly is an idealist and has strong usage of Fe as well. Her underlying wish for justice and morality in her society, especially at her young age, make me think she definitely qualifies as a 1 as well).
Randy- ESFP 7w6
Laine Cartman- ESFp 9w1
(I think she could, somehow, fit the 2w1 mold as well, but she seems to me more of a peacemaker than an altruistic 2...)
Kenny- ISTP for sure, although I'm uncertain about his enneagram.
Craig- ISTP 6w5?
Pip- INFP 9w1
(described as a laid-back, cheerful, and well-spoken character who was polite and friendly with his classmates, even though they usually didn't reciprocate his warmth. Also didn't seem like a particularly extroverted character, and basically seemed to go with the flow of things.)
Bebe- ESFJ 2w3
Sheila Broflovski- ESFJ 1w2
Chef- ENFJ 2w3 or 3w2
(Although he may have had well developed Se as well, I still see him as an ENFJ nonetheless.)
Mrs. Stotch- ISFJ 9w1
Mr. Stotch- ESTJ 1w2
Shelly Marsh- ESTP 8w7
Sharon Marsh- ENFJ 2w1
(again, don't know where I got ISTJ from...)
Tweak- INTP 6w5