Posted by Alec Enright @alecenright
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Alec Enright

South Park begins airing its twentieth season tomorrow. One of the many things fans have come to expect from Trey Parker and Matt Stone's brainchild is plenty of disturbing moments. In honor of South Park's 20th Season, here are the 10 most unsettling moments in the show's history thus far.

10. Mr. Hankey, The Christmas Poo's First Appearance

gif: Comedy Central
gif: Comedy Central

Poo jokes abound, Mr. Hankey, the Christmas Poo is one of South Park's most beloved characters. First appearing in Season 1's "Mr Hankey, the Christmas Poo," we see the lump of talking feces become a politically correct holiday season mascot. Being one of South Park's first episodes, "Mr Hankey, the Christmas Poo" really sets the bar for how disturbing the show can get. A talking poo coming out of the toilet and talking to children? It was a bold move by Parker and Stone, but it paid off. And while not disturbing, the search for a politically correct holiday celebration is more resonant than ever.

9. Everything About The Crack Baby Athletic Association

Gif: Comedy Central
Gif: Comedy Central

Season 15's "Crack Baby Athletic Association" is a criticism of the way the NCAA treats their athletes. While Parker and Stone clearly seem to be in opposition of them, that didn't stop Cartman from trying to get rich off of the plight of babies born addicted to crack cocaine. Cartman will do anything to get rich quick, even exploiting these poor children. While the audience never sees crack babies playing basketball, this episode certainly crossed some lines in trying to relate the NCAA's treatment of their athletes to exploiting crack babies for money.

8. The Human CentiPad

Photo: Comedy Central
Photo: Comedy Central

This episode, also from Season 15, will make you want to kick the habit of ignoring the terms and conditions for your Apple products. This episode of South Park combined the blind loyalty of Apple fans with the disturbing horror film The Human Centipede. When Kyle ignores the terms and services, Apple pursues him and experiments upon him, as he agreed to do so when he downloaded an iTunes update. The update's terms and conditions give Apple the permission to make a HUMANCENTiPAD, which is then given to Cartman, who is ecstatic that he finally has an iPad and that Kyle is part of the monstrosity. Don't watch this episode on a full stomach.

Don't believe it? Check out the scene below:

7. Oprah's Minge

Photo: South Park
Photo: South Park

This episode of South Park was definitely a head scratcher. A talking towel who writes a book is not the strangest part of this episode. In fact, Oprah's private parts, nicknamed Minge and Gary, are by far two of the more unsettling characters on South Park. The two, who feel neglected by Oprah, take hostages, shoot a police officer, and plan on escaping to Paris. What is even stranger and more disturbing yet is when Gary gets shot, and Minge kills himself due to his only friend's death. This episode might take repeat viewing to fully sink in.

6. Kyle's Nightmare

Photo: Comedy Central
Photo: Comedy Central

South Park has a reputation for being anti-Semitic. This entry, from Season 8, should come as no surprise on the list. Cartman, who has seen Passion of the Christ, makes Kyle watch it. After viewing the film, Kyle has an intense nightmare in which he is one of the Jews torturing and eventually killing Jesus. Without giving too much away, we also see Mel Gibson going off the rails in this episode. The subject matter and how it is handled is definitely one of the more unsettling and upsetting moments in South Park's history. This episode is worth the re-watch given what happened to Gibson after the episode aired.

5. Butters' Creamy Goo

Photo: Comedy Central
Photo: Comedy Central

"Sarcastaball," from Season 16, features an item known as Butters' Creamy Goo. The popularity of Sarcastaball is rising in South Park, and Butters says that everyone has something inside them that can help them be better at the new sport. This actually turns out to be Butters' semen, which many people consume in order to get better at Saracastaball. Butters does not actually know what semen or sarcasm is, putting an interesting twist on the events of this episode (which does a great job of parodying the issues currently surrounding football). A stomach of steel may be required for this episode, which definitely earns its place as one of the most unsettling South Park episodes.

4. Clyde's Mom Dies

Photo: Comedy Central
Photo: Comedy Central

Upon first viewing, this is by far one of the more gruesome episodes of South Park. After repeatedly being told to leave the toilet seat down, Clyde mistakenly forgets to do so, leading to the death of his mother. After falling in, she flushed and created a seal with the toilet. Turning the water off would cause the vacuum force to rip her organs out from inside her body, which is exactly what happens. The entire sequence is pretty tough to watch, especially for an animated show. The result of her death is new toilet laws in South Park, including ridiculous things such as having to wear a seat belt while sitting on the toilet.

3. Woodland Critters Christmas (All Of It)

Photo: Comedy Central
Photo: Comedy Central

When you say a bunch of adorable forest animals in this episode from Season Eight, you knew something had to be up. Turns out you were right. In this holiday episode, we are introduced to a gang of cuddly-looking Woodland Critters. The catch is that the critters are actually Satan Worshipers, with their savoir being the Anti-Christ. They kidnap Kyle to serve as a host body, as he has never been baptized because he is Jewish. Oh, and not to mention the blood orgy that takes place during the episode. The entire episode is one long disturbing, unsettling Christmas masterpiece.

2. Stanley's Cup

Photo: Comedy Central
Photo: Comedy Central

This episode, from Season 10, is one of the saddest in South Park's history. It features Nelson, a child whom Stan is coaching, who is dying of cancer. Nelson's last wish to Stan is to see his team win. The only problem? The team ends up playing the Detroit Red Wings, who go on to win 32-2 and destroy the South Park team physically. Nelson dies, while the Red Wings go on to celebrate this win over the pee-wee team. It is a pretty sick moment that definitely earns a spot on this list. Break out the tissues.

1. Cartman Makes Chili

The tale of wanting to get back at a bully who torments you is a classic television story. Cartman, however, cranks that story up a couple notches. Scott Tenorman has been a thorn in Cartman's side, so he decides to get some revenge. In one of the most brutal reveals in any South Park episode, we learn that Cartman ground up Scott Tenorman's parents, made chili out of their remains, and had Tenorman eat his parents.

Stan and Kyle's facial expressions at the end of the clip illustrate how most viewers felt at the conclusion of this episode. This is by far the most unsettling, disturbing, and outright shocking episodes that South Park has ever aired.

Season 20 of South Park premieres on September 14th on Comedy Central.

Do you agree with the list? Are there any upsetting moments that should be on here? What is your favorite South Park moment? Write it in the comments!