User:OceanMan24475

Beginnings
Enderman was born into the wealthy Enderman family, one of the Under Realm's richest and most powerful families. From the very day he was born, Enderman received frequent abuse and criticism from his mother and father, who preferred Slenderman. As a young child, Enderman had always dreamed of going to the moon, and was something of a child genius. He made a "prototype" rocket out of macaroni and an actual working prototype rocket. However, even then he would still receive overwhelming criticism from his apathetic parents. One of the worst blows to Enderman's psyche was when he returned to his father from a baseball game, but because he lost the game (because the glove his father gave him was too big) his father heavily scolded him, calling him a loser and telling him that Slenderman would have won the game.

Angered by years of being neglected and frequently criticized by his parents as well as bullied by almost every kid in the neighborhood, Enderman, at the age of 6, decided to take his anger out on the neighborhood animals. Enderman would torture animals in grotesque ways from blowing up a dog's face using fireworks, running stray cats over with a tricycle and strangling them, plucking the eyes out of puppies, ripping the legs off of a screaming caterpillar. His most notable victim was a frog, who he sodomized with a firecracker, grounded up with his tricycle wheel, and electrocuted by a car battery. Enderman then went to kill the frog with a hammer, but upon learning that the frog wanted to be put out of his misery, Enderman decided to force him to continue living instead.

From this point, the rest of Enderman's early life is largely unknown, but eventually he moved away from his parents and tried to start his own businesses, but his attempts failed due to his arrogance and inexperience. Enderman attented the grand opening of Proxy Mansion, where Slenderman insulted him while giving the opening speech. Following this, Enderman had a cocaine-induced breakdown at his parents' hotel over his inability to be successful. However, when he heard Slenderman on the TV saying that he would like to see Enderman lead his own team, Enderman took it as a challenge and decided to start his own cult to rival the Proxies and Slenderman. Following this breakdown, Enderman's villainy had began.

Enderman's attempts to recruit people however were not successful; he simply didn't have the silver tongue and charisma that Slenderman possessed. However, one day in 1987, Enderman's mansion was broken into by the infamous serial killer and monster the Rake, who attempted to rob Enderman, but was taken aback when Enderman simply laughed at him. Though the Rake was angry, Enderman cheered him up and gave him purpose, offering him a place as part of his gang, with the promise they would eventually rule the Under Realm together. With that, Enderman had recruited his first gang member.

One day, Enderman and the Rake raided a research center in search of uranium for their projects. When they went into the research center, Enderman discovered that the place had been destroyed and its inhabitants brutally murdered by a monster that was still lurking about. As they ventured further, Enderman and the Rake discovered B.O.B, the monster who had destroyed the place. By the time they found him, B.O.B was significantly less ferocious due to the drugs and confusion from his experiment wearing off. When B.O.B revealed himself to Enderman, Enderman was startled and attempted to kill him by shooting him in the head with a blaster pistol, but the creature didn't react at all. Enderman then attempted to kill him by strapping him to an electric chair, but B.O.B didn't feel anything. Enderman then grabbed a bat and repeatedly struck B.O.B, but B.O.B simply laughed. Impressed by the creature's inability to feel pain, Enderman recruited B.O.B and gave him a new position in his ranks, but at the price; B.O.B had the mind of an infant and had to be talked through the tiniest tasks, making it borderline impossibole to successfully complete a job, which resulted in many of Enderman's rages. Enderman left B.O.B under the Rake's care, and the three have been trying to take over the world ever since.

Over the course of their tenure, Enderman, B.O.B, and the Rake would use various evil schemes in an attempt to either cause chaos or overthrow Slenderman. However, his plans to topple Slenderman were always thwarted by Slenderman's Proxies, particularly his first Proxy Mr. X. This led Enderman to have an intense grudge on Mr. X. Tired of Mr. X constantly ruining his plans, Enderman, the Rake, and B.O.B followed Mr. X into the Dark Forest, where he was sent to get supplied for Slenderman. Mr. X was meant to have other Proxies with him, but he refused their help, confident in his abilites. When Mr. X had his back turned, Enderman, B.O.B, and the Rake trapped him and beat him to the point of unconsciousness before dragging him back to their mansion.

Over the course of a few months, Enderman and his minions sadistically tortured Mr. X through various means such as beatings, mutilations, and forcibly experimenting on him. In one of the only known events of what really happened, Enderman cut Mr. X's hand off and forced him to watch as the Rake ate his hand and sucked the meat off his fingers. After months of agonizing torture, Enderman finally ended Mr. X's life by shooting him in the head and had B.O.B and the Rake dump his mutilated corpse in front of Proxy Mansion, where the Proxies, who had been searching for him all those months, found him. The incident shook the entire Under Realm and especially Slenderman, who would be haunted by it for years, although it is unknown if he ever found out Enderman did the deed.

At one point during Enderman's career, he recruited a monster known as Eyeless Jack, who the Rake caught trying to steal the tires from Enderman's car. Deciding not to punish the monster, Enderman took him under his wing and allowed him to join his ranks, although he treated him much more harshly compared to B.O.B and the Rake.

Season 1
Although Enderman does not physically appear in "Evil", his voice is heard in the end. A group of Chinese Triads, who sought to expand their business in the Under Realm, choose to partner with Enderman's gang instead of Jeff the Killer due to the latter's violent and reckless behaviour, beating Jeff to the agreement. After forcing the translator to reveal that they're now working with Enderman an enraged Jeff decides to destroy Enderman's factory as retribution for stealing his potential clients and ruining his dream of becoming an "international drug dealer and weapons trader". After Jeff destroys the factory, he receives a call from Enderman, who threatened to kill Jeff. Jeff, however brushed away the threat and gave away his location, while taunting Enderman and daring him and his henchmen to come and kill him.

In the episode "Mustard Please", Enderman and his men devise a plan to kill the entire Under Realm using mustard gas, which they release using firehouses that spew the toxic mist. While the town is too busy choking the death or trying to escape, Enderman's men (wearing protection) plunder and rob the nearest stores for money and jewelry. Mayor Bigmouth orders the Proxies to handle it, although they don't get involved until Masky and Hoodie are injured by the gas. Jeff, BEN, and Smile Dog arrive to try and stop Enderman, but they are easily defeated by B.O.B. However, the Proxies return for a rematch later on, where this time they easily defeat Enderman's minions. Enderman leads the Proxies on a very lengthy chase through a landfill, which ends with Enderman falling into an incinerator to his death.

In "Small People Are Not Funny", Enderman is playing with his Proxy Mansion set, and decides that taking over the mansion would be the perfect way to get revenge. He first tries to get Jeff to sign over Proxy Mansion, but Jeff is not fooled. He later tries to set termites on the mansion, but Jeff smashes the jar, and the termites go after Enderman's bat and his head instead. After failing twice, Enderman discovers BEN's crystal flashlight, which can grow and shrink things. He shrinks BEN and Sally and brings them back to his house. He calls Jeff and tells him he has the twins in his possession, but Jeff doesn't believe him. Deciding to use the flashlight to shrink Jeff instead, Enderman heads over to the mansion while Sally and BEN escape. Enderman catches them again and shrinks Ticci Toby, believing he was Jeff. He then corners Jeff in the Maze of Mirrors, but Sally and BEN tickle his armpit, immobilizing him and allowing the twins to take back the flashlight. As Enderman's suffers a laughing fit on the ground, Jeff simply rolls him out of the mansion with his foot. Later, B.O.B tells Enderman he will get his revenge one day, but Enderman angrily tells him that it's not just about revenge; he wants Proxy Mansion, the physical building, because there is a secret hidden inside of it. He then laughs maniacally while B.O.B feeds him ice cream.

In "A Girl and Her Merman", Enderman is seen at the local pool, taking the best spot right before Jeff can get to it. Jeff's efforts to get the spot back end in failure, even when he sneaks into the pool at night to sit on the deckchair until the pool opens; Enderman, having anticipated this tactic, reveals to Jeff that he put glue on the chair.

In "Proxyland", Enderman and his minions are enlisted as a henchman to Jeff, who has become President of the United States. He is present during a meeting where Jeff reveals his plans to destroy the United States and then take over the rest of the world to create a "funner and better world". During the final battle, Enderman appears in a giant mechanical robot and tries to crush the resisting forces, but Ms. P easily subdues him.

Season 2
Enderman plays a prominent role in Season 2's two-parter, starting with "The Dream World,"where Enderman summons an infamous demon known as Zalgo to enter Slenderman's mind in order to retrieve the code to a safe holding the deed to Proxy Mansion. His plan fails, so Enderman resorts to Plan B; dynamite. He blows up the safe, takes the deed and has the Rake use a wrecking ball to destroy one side of Proxy Mansion.

In "The Rise of Enderman", Enderman reveals to a crowd in the Under Realm that he plans to bulldoze the entire down and turn it into a country where he has absolute control over everything, dubbed "Endermania". While raiding Proxy Mansion, Enderman takes Ms. P's spellbooks and reveals their purpose, and tells Eyeless Jack (and the viewing audience) that he still requires the other one, the third spellbook. Upon stealing the third book from Jeff, however, he discovers that there are 3 spellbooks, and he pursues the Proxies (who were forced to leave town around this time) in a giant robot named the Ender-bot under the assumption that Jeff kept the first one for himself. He catches them, attempting to take BEN and Sally as trophies of his success, and almost succeeds. He is stopped at the last moment by Eyeless Jack, who became tired of Enderman's abuse and demanding nature. After BEN uses his Black Stuff to clog up the robot's hears, the robot crashes after a brief skirmish in the control center.

Enderman attempts to have the Proxies arrested, but Slenderman reveals that the pins Enderman had handed to the citizens of the Under Realm are actually hidden cameras. The scorned townsfolk turn on Enderman and kill him by hurling him down into a river, while the Rake and B.O.B are arrested.

In "Good Time With Weapons", Enderman encounters some of the Proxies with martial arts weapons, and tells them he wants them. The guys refuse and tell Enderman to get his own, but Enderman says he wants theirs. Enderman pulls out a laser gun and, from the Proxies' perspective, becomes Professor Chaos: bringer of destruction and doom. He engaged the Proxies in a "fight" until Hoodie throws one of his shurikens into Professor Chaos' eye, defeating him. The style instantly changes from the fast-paced anime style back to regular Pastamonsters animation, showing the reality of the fight with the weapons. Enderman runs around, screaming curse words and wailing in pain having a shuriken lodged in his left eye. In order to avoid punishment that would follow questions asked at a regular hospital, the Proxies dress Enderman as a dog and take him to an animal hospital, but Enderman escapes. Enderman tries to get to his lab to reverse the effects of his injuries, but his disguise fools Dr. Applecheek, who sends him to an animal shelter, where other dogs urinate and defecate on him. The vet makes no attempt to treat Enderman and prepares to put him to sleep, only to find that he has escaped so instead he decides to kill another dog. After stumbling onto a crowded stage, Enderman finally gets to his home and gets the medical attention he needs, thus the shuriken is finally removed and his wound is now treated with an eye patch, much to Enderman's relief.

In "Rise of the Machines", Enderman finishes building a series of robots made to destroy entire planets. While tightening the safety belts on the robot's travel pod, which he was planning to send to destroy Jupiter, Enderman had missed one robot that would eventually become Mancala. All was going well for Enderman until B.O.B accidentally sent the entire robot unit across the universe. However, the one robot that had not been belted down fell from the pod before it hit orbit, crash-landing in the outskirts of the Under Realm, where BEN found him. When the robot goes rogue, the Proxies enlist Enderman's help and are able to destroy the omnicidal robot using a remote control.

In "New Digs", Jeff loses a card game with Enderman, and the wager of the card game was BEN's employment, because Jeff bet his contract. BEN begs Jeff to tell him it's just a sick joke, but Enderman shows up and says that it isn't (although he loves cruel, sick jokes). Jeff and BEN hold each other and cry as Enderman sadistically spirits BEN away at his mansion. However, making BEN work for Enderman proves to be a challenge all on its own, as BEN becomes more and more demanding as he cannot work in the unfamiliar surroundings. Eventually Enderman gets fed up and removes BEN's brain to put it in a robot, but even then BEN doesn't listen to Enderman, causing him to scream in anger. Enderman returns to Proxy Mansion begging Jeff to take BEN back, and Jeff tells Enderman to give him $500 and he'll take BEN off of his hands. Enderman happily agrees and admits he cheated on their card game anyway.

In "Jeff Land", Jeff's own personal amusement part "Jeff Land" is shut down by Enderman and the Rake, who sue Jeff for $13,00 after B.O.B died on one of the roller coasters (though in Jeff's defense, he was standing up when he was supposed to be seated and ate his seat belt).

In "Spellbound", Enderman and his gang attempt to kidnap a young Proxy, but Ms. P attempts to stops them, but she uses her new magical powers, which promptly go out of control and almost kill Enderman and the young girl; but just in time, Ticci Tobey manages to prevent their deaths. Enderman frantically leaves the scene.

In "Dark Harvest", Enderman gets hit in the chest after being foiled by the Proxies and yells "My fucking squiddlyspoosh!". Ms. P is interested in this and uses X-ray vision to scan Enderman's organs. What she finds is incredible: none of Enderman's organs bear any resemblance to those of humans. Later that day, Enderman is angry for the Proxies foiling his schemes, taking his anger out on a dartboard with the Proxies' faces on it. During this, B.O.B accidentally gives Enderman the idea to steal the organs from the Proxies, which Enderman decides to take into action. Enderman then begins abducting the Proxies and stealing their organs for himself and replacing them with random objects. Jeff, who caught on to Enderman's plan, confronts Enderman at his house and discovers a bloated Enderman, filled with the organs of the other Proxies. Jeff questions Enderman what organs he has collected, until Enderman discovers he hasn't collected any lungs and proceeds to go off to find some. Jeff quickly teams up with Ticci Tobey, the only other Proxy who has not been caught, and tries to protect him from Enderman's gruesome harvest. He eventually fails, however, as he turns away for one second, and Tobey is gone. The bloated Enderman peruses Jeff throughout Proxy Mansion, into its very depths. Unfortunately, Enderman finally corners him, and replaces his lungs with a mooing sound can. Ultimately, Enderman's plan is a success: He manages to fool Dr. Applecheek and take Jeff's lungs and replace them with a cow's vocal chords, and walks off scot-free. This is noticeably one of the few episodes where Enderman actually wins against the Proxies.

In "Twelve and a Half Angry Men", Enderman and his minions are among the people chose to decide President Bush's fate after he is accused of murder. When they vote on Bush's fate, everyone but Masky is convinced Bush is a murderer. Enderman hastily orders everyone out of the room, but they cannot leave until they come to a unanimous agreement. The debate continues over the coarse of a few hours, and Enderman still holds out for a guilty verdict until the Unwanted House Guest convinces him otherwise. Afterward, everyone agrees that Bush is not guilty and they go home.

In "Run Away", after B.O.B and the Rake fail to rob a bank courtesy of Slenderman, Mayor Bigmouth tells his audience that he wishes more people were like Slenderman. Enderman happens to be watching this in his mansion, and is outraged at the statement. The Rake and B.O.B come in and the Rake begins criticizing Enderman for not paying them, causing Enderman to throw a remote at the Rake. Enderman then reveals his past about his parents' emotional abuse. He gets an idea for revenge when he notices Sally Williams' birthday party is coming up. Enderman, B.O.B, and the Rake disguise themselves as three clowns named "Endie the Clown", "Bobbie" and "Ricko" to infiltrate Proxy Mansion. Sally Williams is awed by their act, and asks how she can become a magician like him. Endie tells Sally that to be successful, she has to run away, find someone successful, and steal their act. For his parting gift, Endie plants a large sparkler candle on top of Sally's birthday cake (in reality, a large stick of dynamite) and delivers it inside Proxy Mansion before leaving. However, the attempt to kill the Proxies fails when Jeff sees the cake and goes to eat it until he realizes it's vanilla cake (which he dislikes) and throws it into the nearest trash can, the bomb exploding harmlessly when Jeff goes inside.

Enderman, B.O.B, and the Rake return to an abandoned amusement park to dispose of their clown outfits, but Sally appears, saying she has run away and followed "Endie's" advice and wants to be a magician like him. Enderman is initially enraged at having his hideout so nonchalantly invaded and the Rake asks Enderman if he can cook her, but Enderman laughs it off and says he's been thinking about a protégé to which Sally agrees with. As his first "lesson", Enderman tries to teach Sally to swallow a trick sword, giving her a demonstration, although it is apparent that Enderman hopes Sally will cut herself fatally. Jeff, BEN, and Eyeless Jack attempt to rescue Sally, but Enderman's team manage to incapacitate them and put them into a series of death traps. During the act, Sally attempt to save her friends, but Enderman and his team reveal themselves and try to stop her, but Sally sprays seltzer spray on Enderman, severely injuring him. After searching the amusement park for Sally, the Rake catches up with her and holds her until Enderman arrives. Once Enderman sees Jeff and the others coming for them, Enderman starts one of the coasters and he, B.O.B, the Rake, and Sally roll away on it. Jeff and the others jump on the second as it starts, slightly behind the first. As the cars speed around the track, Enderman throws grenades at Jeff's coaster. One of them lands right in the seat of the lead car, and the coaster derails in the explosion, causing a massive hole in the track. However, Jeff has managed to jump onto the rear of Enderman's coaster while the Rake lunges into the back. As they wrestle, Eyeless Jack kicks the Rake into a nearby popcorn cart, and Jeff punches Enderman off the coaster and into a river nearby, killing him.

In "Casino Royale", Enderman and his team begin to run low on cash and need to live on a strict budget. When word spreads that the Powerball lottery is up to one hundred fifty million dollars, Enderman obtains a second mortgage on the house to buy two hundred thousand tickets. After forcing B.O.B and the Rake to look through hours of lottery tickets, B.O.B eventually pulls a winning lottery ticket from a box of real tickets. Despite Enderman' suggestion that they shouldn't let the money go to their heads, he immediately has a group of construction workers build a massive casino in his image and gains even more money from it. At one point, Enderman loses a poker match to a customer, losing $17,000 dollars, but has the Rake steal the money back and mutilate the customer.

Enderman, rich and successful as ever, enters the massive casino, and gloats that he is in a place where it is all dedicated to him. However, Mayor Bigmouth enters the casino and sees that business is booming. Bigmouth decides to wager with Enderman; if Bigmouth wins, Enderman must hand over his entire casino to him. Enderman agrees, but then proposes that, if Bigmouth loses, he will become the new Mayor of the Under Realm. The two shake on it and the deal is sealed. However, Enderman reveals that he does not plan on being honest about the match. Enderman's plan was to throw the game (meaning intentionally lose) in the third round, so that Bigmouth will win (as to not raise suspicion), and in the final round, Enderman will pull out the winning hand and win the game. When the match is going, Enderman's plan appears to be working, when suddenly, B.O.B grabs the game table, and tosses it out the window, apparently taking Enderman's words too literally. This blows Enderman's cover and reveals his true nature, causing Bigmouth to win by default. Bigmouth then takes the deed to the casino and is last seen counting stacks of money as Enderman's team are forcibly kicked out of the casino. Enderman, B.O.B and the Rake spend hours trying to get to their mansion because B.O.B ate his guidance chip. Later that night, Enderman hangs himself in his bathroom.

The Chain Mail
Enderman appears in the Season 2 finale "The Chain Mail" as the main antagonist. In his first appearance, Enderman has been rejected by another woman he tried to date, so he is forced to have "noisy computer sex" with his robot wife Karen. Enderman goes on a rant about how his adventures to the Human World and being exposed to its sun has left him wrinkled and unattractive, thus he blames his misfortune on the sun. Later, using a drone, Enderman discovers that the Proxies are being sent to a magical forest to stop a space emperor named Malitch who wishes to cast the world into darkness. B.O.B accidentally gives Enderman the idea to follow the Proxies and Enderman tells the Rake and B.O.B they're going to follow the Proxies in order to join Malitch and betray him to have all the power to themselves. Once Enderman and The Rake arrive at the magic forest, they welcomed by a group of trolls, but an extremely vicious group of Creatures attack them, forcing Enderman's team to run away and escape.

While the Proxies were rowing a boat through the seas of the magical lands, they are ambushed by Enderman, Rake and B.O.B who also stole their own, much larger raft. Enderman almost mockingly, called down to the Proxies that the waters they are in are infested with pirates and that they were fortunate to have been found by Enderman and his crew first. Masky called out that they only wished to find and kill Malitch before he can destroy the universe, to which Enderman, trying to hide his true intentions, asked who Malitch was. At that, B.O.B stupidly chimed in, revealing Enderman's true intentions. Angry, Enderman smacked B.O.B to shut him up. His intentions exposed, Enderman turned to the Proxies and says that now that they know his plan, he cannot let them live. With that, Enderman and the Proxies engage in a ship war, with the two hitting each other with their rafts to knock the other's off course. After a struggle, Eyeless Jack sees a fork in the river and steers the raft on the right side while Enderman goes to the left. Enderman looks ahead and sees his side leads directly to a waterfall and he and his team plummet to the water below.

Later, when the Proxies manage to find Malitch, they discover that he is now an old man with amnesia. Malitch tells them of his old days, where he used to be partners with Lord Zalgo, but Malitch attempted to betray him by killing him and taking over his army. His plan backfired when he was driven insane by the mere sight of Zalgo. From that day forward, Malitch lost all memory of who he was and his powers, and ended up living in a swamp. However, The prophecy still needed a person to cast the world into darkness and so predicted a creature of black and purple who would take Malitch's place, the creature, in particular, being Enderman. The Proxies, shocked by this reveal, race towards Mount Big, as Enderman is likely still out there. Malitch also reveals that Enderman can be defeated by a trophy atop Mount Big, which he also might be headed for and gives BEN mistletoe arrows and only says they will come in handy for later.

The Proxies continue their journey, finally reaching the mountain peak. Jeff spots the trophy at the peak of a rock hill and climbs it, reaching for it when he gets to the top. However at that moment, Enderman appears grabs it away from Jeff, laughing evilly and claiming victory. Enderman then mockingly dangled the trophy out of Jeff's range to further taunt him until BEN hurls a rock at Enderman's face, sending both Enderman and the trophy crashing down. Enderman's team and the Proxies then begin to fight over the trophy by constantly passing it to each other, not letting the other team get it. In the end, Enderman catches the trophy and absorbs the energy, turning himself into a dragon-like demon. Enderman laughs evilly, enjoying his form and newfound powers. He then hypnotizes all creatures on the island and then begins to burn the entire island down. He also turns the Rake and B.O.B into demonic versions of themselves as well. Enderman says he's waited years for this moment and, using his hypnotized army and B.O.B and the Rake as chorus, sings his villain song "Snuff Out the Light", revealing his plot to unleash his powers of darkness to destroy the sun.

Once the musical number finishes, Enderman orders the Proxies to bow to him and he might spare them. BEN makes a stand towards Enderman, refusing to become his sex slave. Enderman tells BEN he doesn't want BEN to be his sex slave, just a slave, which causes BEN to believe Enderman doesn't find him attractive enough to be a sex slave. Enderman, annoyed with BEN, fires a blast at BEN, sending BEN flying back. The Proxies surround BEN's lifeless body and believe him to be dead, Jeff bursting into tears until it's revealed Ben survived since he's already dead. The Proxies then say they are not afraid of Enderman, but Enderman says they should be before possessing every Proxy except Jeff. Enderman laughs evilly and forces the Proxies to try and kill Jeff. Jeff refuses to hurt his friends and retreats inside a nearby castle with the Proxies following him. Despite trying to break through to them, Jeff is pinned down by Ms. P, who begins torturing him as Enderman watches and laughs. Enderman then orders Ms. P to finally kill Jeff and just as Ms. P fires a beam at Jeff to deal the killing blow, Jeff is protected by a blue essence. Jack's spirit suddenly appears and gives Jeff a fighting chance, releasing the others from Enderman's spell as well. Before he leaves, Eyeless Jack thanks the Proxies for taking him to the moon before fading away. The Proxies lead the fight against Enderman's army, with Jeff fighting Enderman himself armed with his knife. The Proxies manage to defeat B.O.B and the Rake sending them falling down a lava pit and then aide Jeff against his fight with Enderman.

Eventually, Enderman realizes the realm they are in is collapsing and prepares to retreat. Enderman then tells the Proxies they should have defeated him when they had Eyeless Jack and tells them to "have fun dying" as he attempts to fly away to extinguish the sun. However, BEN shoots Enderman with the mistletoe arrows Malitch have given him, sending Enderman falling into a body of water, nearly dissolving him. After discovering Enderman is still weak to water, Jeff hatches one final plan. The Proxies use Laughing Jack as bait to lure Enderman under a particularly sharp boulder. Once she powers up, Ms. P paralyzes it with a magical beam on Enderman for a couple of seconds. Jeff then orders the shoot the mistletoe arrows at the sharp boulder, which sends it toppling down on the Enderman's head, which pierces his skull open. Jeff then forces Enderman's neck into a large crystallized spike which exploded, destroying a large portion of Enderman's neck, paralyzing him and sending Enderman crashing into the body of water where he explodes, killing him.

Season 3
Enderman appears in the Season 3 opener "Distress Signal" as the main antagonist. Following Eyeless Jack's death, Enderman invites Ms. P, Masky, Hoodie, and BEN to his mansion so they can celebrate Jack's life. However, the party turns south when the clown that Enderman got for the party has a heart attack and dies. During evening dinner, however, Enderman drugs the four Proxies and locks them in his highly secured basement, putting Ms. P in a depowering collar. oodie demands to know why he is holding them prisoner and Enderman says he's using this opportunity to get revenge of Slenderman by kidnapping them. Masky asks Enderman if he's gonna keep them there and Enderman says he was going to just simply kill them in their sleeps, but found the idea on them rotting in his cellar more satisfying. Enderman also reveals he confiscated all of their cellphones, which he then feeds to B.O.B.

The next day, Hoodie demands Enderman for food, threatening to eat Masky if he doesn't get some. After whispering with B.O.B and the Rake, Enderman agrees to get them food if Ms. P kisses B.O.B. Ms. P refuses, but Masky says that when B.O.B comes in the room, they can beat him down and escape. Enderman tells them he heard everything they said and says Ms. P can kiss B.O.B through the TV screen. Ms. P still refuses until Hoodie shoves her face into the TV. On the other side, B.O.B aggressively kisses the TV screen, covering the TV and camera in snot, spit, and a little bit of blood. Following this, Enderman gives the Proxies Chinese Food. Masky asks Enderman for hot mustard for his eggroll and Enderman sends B.O.B down to give it to him, but Masky tries to yank B.O.B into the cellar with them, but B.O.B headbutts Masky off and runs away. Enderman says that he and his friends are going to go to "Kentucky Fried Children" to celebrate their victory over the Proxies and turns off the TV to leave.

Unbeknownst to Enderman, the Proxies had managed to send Jeff a secret message begging for his help. When Jeff arrives at Enderman's house with Ticci Toby, he rings the doorbell and the door is answered by B.O.B. Jeff asks B.O.B if he has his friends trapped at the home, but B.O.B says that "no one is trapped in the cellar". Jeff points out that he never asked B.O.B if anyone was in the cellar. B.O.B suddenly yells "NO ONE SEE'S THE WIZARD!" and slams the door shut. Jeff acts as if he's about to walk away, but then suddenly smashes through the door. Jeff then engages B.O.B in a fight while Smile Dog and Ticci Toby bring down the Rake. At one point, B.O.B headbutts Jeff with enough force to send him flying through the titanium door, sending the two falling into the cellar. During the fight, B.O.B headbutts Jeff into a wall, nearly knocking Jeff out. After noticing the blood gushing from his forehead, Jeff becomes bloodlusted and pulls out his knife before charging at and stabbing him multiple times. The kidnapped Proxies join in and together subdue B.O.B and Ticci Toby and Smile bring down the Rake together. Enderman comes in and demands to know what's going on, but while he's ranting Ticci Tobey knocks him out with the butt of his ax.

In "Germs", Enderman and B.O.B watch the end of "Intestines of War" where the humans have discovered the Endermen's weakness; germs, and is using this new-found knowledge to restore peace on Earth. As the film ends, Enderman mockingly laughs along with B.O>B, both convinced that any race with a proneness to germs are inferior. Enderman then goes down to his base, proceeding to try a demo pair of the Microgoggles which serve as germ vision goggles. Though confident at first, Enderman discovers that his entire house is swarming with germs becomes a germaphobe seconds later. Now shaking in fear, he orders the full version from Evil Corp.

Soon, Enderman's package arrives at his doorstep. Clearly able to see the germs around him, he snivels over the number of bacteria and gets his cleaning equipment while B.O.B returns to the base holding a muddy pig. The dimwitted monster goes elsewhere, and Enderman begins to sanitize his home along with his computer. A while later, Enderman takes in the scent of his germ-free base, admiring his work. However, he spots a small germ crawling in the cracks of his kitchen, which he sadistically exterminates moments later.

Before Enderman can proclaim his so-called victory over the small pests, B.O.B arrives at the base after rolling around in the mud after a storm, and lets loose another army of germs upon his arrival. To make matters worse, B.O.B begins to roll around the living room, making Enderman tell his henchman to stop. Even worse, the Rake walks in dragging a rotten carcass that leaks out bacteria.

Believing Enderman is simply in a grouchy mood, B.O.B walks forward to him and tries to hug him. Enderman's first resort was to run outside, but has been proved useless as he saw a massive amount of germs outside and tries to get rid of them using disinfectant to the puzzlement of Slenderman, who was driving by in his limo. Enderman runs back inside to escape the only to have B.O.B successively fully hug him. To get B.O.B and the Rake out of the way, Enderman ties them to a tree in his front yard. Remembering about his mission as an "Emperor, Enderman tries to clear his mind of his fear by consulting K.A.R.A.N so he can report his current progress.

Upon hearing Enderman's plight, K.A.R.A.N admits that she thought he was talking to her about something much more dangerous like a mission on the sun, a planet of broken glass or one of those "exploding head planets" before reluctantly answering the transmission. Enderman tries to tell his supercomputer that all is going well, but is distracted by the ever-growing number of germs getting into his base until he begins to yell out that he will destroy all of the germs in his sight, laughing evilly before K.A.R.E.N ends the call. As the screen buzzes, K.A.R.E.N admits that she was scared by that.

Low on disinfectant, Enderman goes outside and unties his two henchmen from the tree so they can go and get more cleaning products. He sprays the two to clean him and then the three of them leave. By the time they reach the store, it is night time. The Rake is the first to spot the store and tries to run over to its, but is repeatedly stopped by Enderman, who is spraying the area in front of him. Annoyed, the Rake and B.O.B grab the can of disinfectant to get more out. Suddenly, he spots a Kentucky Fried Children restaurant and runs over to the building—along with the can.

Enderman follows his henchmen into the fast-food restaurant, and looks in horror at the filth-covered customers inside, upon finding B.O.B he demands the disinfectant only to be given a burger instead. In his attempt to get away from his fears, Enderman makes a surprising discovery; the burgers are completely free of germs. Demanding answers, Enderman is told why they serve germ-free meat by an employee he dubs the "Burger Lord", as well as what they are made of: Used napkins as the MacMeaties Corporation did not have access to that technology of "space meat". Realizing an "ingenious" way he could use this as a way around his fear of germs and complete his mission without unwanted attention, unaware that some costumers are watching him, Enderman demands to have the restaurant's entire meat supply.

The next day, Enderman goes to Proxy Mansion covered in meat and greets the Proxies and Slenderman enthusiastically as they stare at him.

In "Down in Mexicali", Jeff recounts a story where he egg-sat for a bird, but the eggs ended being stolen by Enderman and the Rake then killed Jeff. At the end of the episode, BEN hears Ms. P call for him, telling him they're about to eat sloppy joes. Excited, BEN runs inside the mansion, only to find all of the Proxies have been murdered by Enderman's team. BEN is then drowned by one of Enderman's men as Enderman and his team escape with Slenderman's TV as the episode ends.

In "The First Dark Cloud", after failing to steal one of Slenderman's prized trophies, Enderman attends dinner with B.O.B and the Rake, their dinner being holographic meatloaf. Enderman, however, decides that he is tired of eating holographic meatloaf. Believing Slenderman to be much better off, he longs to switch lives with him. K.A.R.E.N points out the machine he conveniently has to do just that and suggests he uses it. Enderman takes her advice and, after B.O.B and the Rake put him through the machine, later finds himself waking up in Slenderman's office. Now wearing Slenderman's outfit, Enderman looks at a nameplate reading "Enderman" and realizes that he has successfully entered a universe where he is, in fact, successful. His first act is to have Jeff, now his Proxy, present him with two corpses for "body inspection."

As Enderman drools over and celebrates his newfound power and wealth, Ticci Toby suddenly pops back in for his weekly performance review. Enderman tells him that he's fine the way he is, but Toby persists and demands that something be found wrong with him. Enderman dismissively remarks that Toby left too many stab wounds on his victims, but rather than placating him, this critique sends Jeff spiraling into despair (despite the fact that he wanted to be criticized). Enderman resorts to promoting Toby to "Supervising Proxy Tutor," much to the disdain of the former's other Proxy tutor, Ms. P. She enters Enderman's office to complain about Toby's obnoxious behavior.

Before Enderman can get back to his vault, Sally Williams arrives, asking for ice cream and more teddy bears. He gives her a severed head from Slenderman's drawer, which she finds disgusting. As she sobs, a construction worker comes to show Enderman the blue-prints to his new hotel while Toby dissolves over a slightly mistaken order. Enderman begs for all the complaining to stop, which does in the face of half of the mansion blowing up and a siren going off.

The siren, as Jeff and the others explain, is a warning for an imminent threat to Enderman's secrets kept within the vault, a threat that turns out to be Slenderman and his minions, B.O.B and the Rake. Having taken over Enderman's life, he is now simply known as "the Operator," out to steal the secrets within Enderman's vault, and, like Enderman used to be, completely naked. The Proxies fight the Operator and his minions off with objects made of the color pink, where the Operator is allergic to, and finally manages to clap him in an underwired pink bra. The Operator relinquishes his stolen deed to a baffled Enderman as everyone at Proxy Mansion gives a shrill "victory screech."

The Operator vows to Enderman that he will manage to break into the vault, even if he has to return day after day after day to do it. Enderman shrieks, unable to stand this new life and its problems any longer, and presses a button to send himself home. Enderman is transported directly back to his old life as he sees people across the Under Realm come around to his home to mock him, which he finds a new appreciation for.

he episode "The Terminator", Enderman and his men team up with Mancala, who has returned from his "death". They are hiding in their secret base, which is a train station, and have captured most of the Proxies. As Mancala finalizes his plans to destroy life, Enderman asks him if he'll live, to which Mancala says they might. After tormenting and mocking the hostages about their upcoming death, the villains leave on a mission to kidnap President Bush.

Mancala breaks into the White House at night and kidnaps Bush in his sleep. As Bush wakes up in an underground mine shaft, Mancala reveals the mission was never about kidnapping; it was about murder. He brutally beats Bush presumably to death (which seems to even disturb Enderman). He then picks up Bush and drops him down the mine-shaft before escaping with the team.

Mancala later manages to subdue Jeff, BEN, and Ms. P and bring them to his lair, tying BEN to the ceiling, and Jeff and Ms. P find themselves trapped in a room made of glass. BEN attempts to destroy Mancala with the remote, but it doesn't work. Enderman reveals that the remote cannot effect Mancala due to his power crystal being destroyed. Mancala then reveals that he will assume a new form; President Bush. Mancala then tells the Proxies his plans to launch nuclear missiles into the sun in order to cause a solar storm which will destroy the entire Milky Way Galaxy. He then leaves with Enderman and his allies, but not before forcing BEN to watch as poisonous gas fills the room Jeff and Ms. P are in. Luckily, BEN sees his ropes were loose and breaks free, freeing his friends. BEN then realizes that Enderman intentionally tied the ropes loosely, giving them a fighting chance.

Mancala, disguised as Bush, orders the US military to launch a super-nuke into the sun, which they reluctantly go through. However, as this happens, BEN, Jeff, Ms. P, as well as the captured Proxies arrive to stop them. Mancala angrily wonders how they escaped, which Enderman reveals he set them free to fight him back. Just then, President Bush (who somehow survived), arrives and damages Mancala with a rocket launcher. BEN then sticks the power crystal he took from Enderman's lair into Mancala's chest. He then uses the remote to take control of Mancala, once again sending Mancala to the bomb, blowing him to pieces.

Later that night, Enderman is working on Mancala in the laboratory until B.O.B and the Rake invite Enderman so they can rob a homeless shelter together. Enderman declines and tells the two to have fun. When everyone is gone, Enderman pulls out a drawer, revealing a damaged power crystal. He puts it into Mancala, who's eyes slowly glow. Enderman greets Mancala and asks him if he is ready to make a deal as the camera pans to show a carved-in drawing of the Zalgo Zodiac on the lab's table.

In "Men at Work", Enderman, B.O.B, and the Rake traveled into space in an attempt to blow up the sun, but B.O.B accidentally sent the three of them out the airlock, where they have been floating in space for weeks. Enderman says they have floated around for weeks trying to find a vessel worthy of their cause and he has a feeling that they will finally find it. In the post-credits scene, it's revealed that Enderman, B.O.B, and the Rake managed to get inside the technologically advanced McDonny's restaurant and commandeered it. While admiring their new aircraft, they find Skeet's employee of the month picture; they assume he was the captain of the ship and set off to find him.

In "The Incredible Shrinking Town", Enderman, B.O.B, and the Rake are being chased by the Galactic Police. Enderman tells B.O.B that the next time they rob the National Bank of Hobo 13 he shouldn't wave at the security camera. To escape the police, Enderman, the Rake and B.O.B hide on Earth and prepare to return to the Under Realm. Before that, Enderman tells the Rake and B.O.B they should stay on Earth for a while and see if there's anything worth stealing. After landing in Washington, B.O.B then sees that nearly everyone there has been shrunk and asks Enderman if he can squish them. The Rake tells B.O.B no because he wants to make a "little people pie". However, Enderman has another idea and whispers it in the Rake and B.O.B's ears. B.O.B asks the Rake why he is whispering and Enderman says "It's more dramatic!"

BEN has a the reverse shrink ray ready to go and lines up all the shrunk humans, but before he can Enderman shows up and announces that they are all going to be his prisoners and requests no one runs around and screams while he captures them. The crowd does the exact opposite and Enderman orders the Rake and B.O.B to capture them. BEN, Jeff, and Ticci Tobey take refuge in a lunch box until Jeff gives their location away. Enderman picks BEN up and says he was bigger the last time he saw him, but not by much. Enderman, the Rake and B.O.B begin putting all the captured humans in cages before blasting off in their ship. As the gang wonders what Enderman has in store for them, Enderman reveals he's going to sell them to alien children as toys and get rich. Jeff says that he is a human being and refuses to be sold to anyone, but Enderman says he's too focused with how much money he's going to make that he forgot to care about Jeff's feelings. The Rake asks Enderman if he can eat one of them, telling Enderman that Ticci Tobey looks nice and juicy, but Enderman tells Rake "No eating the merchandise!" The humans begin to prepare for their lives as toys, but BEN refuses to become a toy. Enderman says he hates toys with bad attitudes and tells BEN to forget his old life because he's never going home as the ship enters space.

Everyone seems to be accepting their fates, but BEN has a plan. BEN, Jeff, and Ticci Tobey are able to escape their prisons and attach mini-transmitters to Enderman, B.O.B, and the Rake's heads and act like their consciences. Ticci Tobey tricks B.O.B into fighting Enderman by telling him that Enderman thinks B.O.B is ugly, has stinky feet, is a jerk, and won't get him a birthday present. BEN then tricks the Rake into fighting the two because they supposedly called him dumb. However, the three are able to make up after a brief fight until Jeff does a perfect imitation of Enderman and says "But I still think Rake is as dumb as a post", which causes the Rake to attack the three again. Eventually, the fight spills into an escape pod, which Jeff traps the three in. BEN returns the ship to Earth where they recover the reverse shrink ray and return everyone to normal size.

Later, Jeff is seen playing with Enderman, B.O.B and the Rake, who have been shrunk down to size and placed in a box. While B.O.B is happy to be a toy, Enderman and the Rake are angry and Enderman begins to cry as he calls himself a "ruthless intergalactic overlord". Jeff says that Enderman needs a timeout and closes the box as the episode ends.

In the next episode "Enderman Must Die", Jeff excitedly brags to the other male Proxies that he is the first to reach puberty, since he's gotten his first pubes. However, it turns out that he bought them from Enderman for $10.00. Jeff tries to get back his money through various methods, but is always outwitted by Enderman, losing an additional $6.12 in the process. Ultimately, Enderman lights his money on fire and Jeff start screaming in rage and promises revenge. First, he tries to get his friends on his side, but because Jeff is the only victim, none are interested. Jeff's first major plan involves training Smile Dog to bite Enderman's penis off. He trains Smile Dog to attack a scarecrow with a hot dog hanging from its pants. The dog doesn't bite it off the first time,and instead goes to hump a nearby female dog. Later, Jeff tries to train a pig to eat the hot dog, but it gives it a blowjob. Nick the Endoskeleton turns up, stating that the best way to humiliate Enderman is to exploit his weaknesses. When they stake out Enderman's room that night, Jeff discovers that Enderman is a apparently fan of the Insane Clown Posse, and begins developing a scheme. However, Nick is distracted by the fact that the Rake is masturbating while watching anime porn. He, along with the Unwanted House Guest and several others, are caught by Enderman and run away.

Jeffs plan involves dubbing his voiceover that of the Insane Clown Posse members to make it appear that the band is telling Shaggy 2 Dope that Enderman is "totally not cool". This plan fails, and Enderman further humiliates Jeff by showing the entire town a video of Jeff pretending to be a pig to get his money back. Jeff abruptly becomes a laughing stock in front of the whole town Jeff then proceeds to carry out a variation of his plan to get Enderman's wiener bitten off. He invites the Insane Clown Posse to come to the Under Realm to meet Enderman (who, according to the letter, is dying from cancer in his butt) and asks if they are free "next Tuesday around 5". Masky and Hoodie betray Jeff, warning Enderman that Jeff is out to get him. Jeff invites Enderman to a chili cook-off, telling him that he can ride on Smile Dog at the event. Enderman, who thinks he knows what Jeff's plan is, tells his parents that there's an abandoned dog at the event place. His parents tell him they will go to the event later in order to have Smile Dog sent to an animal shelter. Enderman decides to humiliate Jeff once again by having all the Proxies put their pubic hair in Enderman's chili and watch Jeff eat it.

At the cook-off, everybody is waiting for Jeff to get humiliated (except for the Unwanted House Guest, who brought his own chili). Enderman eats Jeff's chili first, and then taunts Jeff to do the same. When Jeff has eaten most of a bowl of Enderman's chili, Enderman begins to tell Jeff what he did. However, Jeff has anticipated Enderman's move, and reveals that he switched Enderman's chili with the Unwanted House Guest's. He explains that he knew that Masky and Hoodie were going to tell Enderman about his original plan. He also explains that he knew that, as Enderman wouldn't want his wiener bitten off, he would send someone to get Smile Dog for him, most likely his parents. What Enderman didn't know is that Smile Dog doesn't take kindly to trespassers who try to touch him. Knowing this, Jeff warned Smile Dog that violent dog killers were in the area, as Smile Dog wouldn't want to be killed. Upon seeing Enderman's parents, Smile Dog mauled them, killing them. Jeff stole the bodies and spent the night chopping them up with a hacksaw and cooking them into his "Mr. and Mrs. Enderman Chili", which Jeff reveals he has just fed to Enderman. After that is revealed, Enderman pulls out his mother's finger out of the chili with a diamond ring on it. Enderman (and everyone else present) is horrified and devastated at the loss of his parents (and that he had also committed cannibalism on his own parents). Jeff then jumps up on the table and mockingly sings, "Nyah nyah nyah nyah nyah nyah! I made you eat your parents! Nyah nyah nyah nyah nyah nyah!". At that moment, right on cue (and exactly on Jeff's schedule), the Insane Clown shows up. They see Enderman sobbing and mock him for being a "crybaby" and "totally not cool" and they leave Enderman sobbing.

Finally, as Enderman is crying over the death of his parents, Jeff victoriously licks the tears off of Enderman's face, remarking that they are "yummy and sweet", as well as calling them "The Tears of Unfathomable Sadness." Hoodie remarks to Masky, "Dude, I don't think we should ever piss off Jeff again.", to which Masky agrees, both horrified at the depths to which Jeff went for revenge. Jeff then gets Smile Dog to lick Enderman's tears as the episode ends.

Part 2
At the end of the episode, Zalgo is scolding the Rake for failing to stop the Proxies and their allies from escaping. Zalgo then says that the Rake has been demoted and his master will have to keep him in check. The doors then open to reveal Enderman, who enters the room dramatically.

Part 3
After being assigned as captain by Zalgo, Enderman catches wind of the Proxies turning their mansion into a ship. Enderman admits that the Proxies doing this has put them at an advantage and says they must fight fire with fire and turn his mansion into a spaceship as well, ordering his new henchmen to start construction on it immediately. The Rake says that doing construction on the house would take hundreds of hours, but Enderman says it will only take one music montage to construct. True to his word, a music montage follows and after a while Enderman's house is already in space. The Rake admires the house but tells Enderman that they aren't any closer to catching the Proxies. Enderman retorts, however, by saying he is working on a plan as they speak. The Rake then says he already has a plan of his own that is already in effect: inserting a traitor in Jeff's ranks. Enderman is impressed and asks the Rake who the traitor is, but the Rake plans on keeping it a secret until B.O.B spills the beans that the traitor is Mancala, much to the Rake's anger.

Later, Enderman, B.O.B, and the Rake contact Mancala. The Rake tells Mancala to lay low for now and when the time is right, strike. Mancala spots Ms. P eavesdropping on the conversation and she does a quick wave and runs for the door, but he closes the door and assimilates her.

B.O.B informs Enderman that Jeff's ship is heading for Europa, to which Enderman and the Rake command their soldiers to set a course for the Jovian Moon. Enderman and the Rake then argue who should have more control over the ship until the two being slap fighting each other as B.O.B watches in excitement. A few minutes later, Enderman's henchmen inform him that Jeff has reached Europa. Enderman, who is now smothering the Rake into the couch, tells his men to go to Red Alert. After Jeff and the others reach Europa, Enderman's mansion appears out of hyperspeed as Enderman, B.O.B, and the Rake stare imposingly at Proxy Mansion.

Part 4
Enderman's men inform him that the Proxy Mansion crew haven't readied their shields. The Rake admires this and says revenge is a dish best served "luke-warm with a side of human eyes and that gravy that gets a little skin on top that gets stuck in your teeth," which confuses Enderman. As this happens, a group of Enderman's soldiers storm Europa and hold President Bush, Laughing Jack, Rick Bernstein, and Ticci Toby hostage.

Enderman asks the Rake if he is sure the plan will work, and the Rake responds by telling Enderman he's giving the Proxies and their friends too much credit and calls them "pop-culture spewing assholes". The Rake then says "Watch this" to Enderman and begins typing something on the keyboard before him. On the USS Proxy Mansion, Masky informs Jeff that they are receiving a transmission from the other ship saying they are fellow serial killer, which confuses Jeff, who asks Masky where they are from. Masky then says they are serial killers from the Food Network, which confuses everyone. The Rake then pretends to be Rachel Ray by talking in a girly voice as Enderman stands behind him, facepalming the way through. Ducky then asks them what they are doing in space as the Rake explains he is doing a special crossover with Oprah as Enderman pretends to be Oprah. The Unwanted House Guest tells Jeff that to give them the sugar they want the crew will have to lower their shields. Masky scans their sucrose levels and says they appear to be normal. Enderman then breaks character by threatening to kill them. Masky then says that it indeed sounds like Oprah and Jeff tells the crew against Ducky's advice to put some sugar in the laser banks and fire it over.

Enderman's men inform him and the Rake that the Proxy Mansion crew have lowered their shields, to which Enderman tells them to raise his ship's shields. After his shields are raised, Enderman's ship begins to fire upon the Proxy Mansion. On the USS Proxy Mansion, Jeff then makes Skeet the ship's new navigator and leaves him in charge of what to do. Skeet takes the ship's controls and does a barrel roll. Although it sends the mansion out of Enderman's sights temporarily, Jeff gets up and tells Skeet to never do that again. Masky then tells Jeff that the enemy would like to issue the terms of Jeff's surrender. As everyone looks at Jeff in concern, Jeff hesitantly asks to put the attacking forces on screen. After Enderman appears on the screen, Jeff gets up from his command chair and stares at Enderman. Before Enderman can speak, B.O.B pops up from under the screen and tries to say hello to everyone on board. The Rake tries to shove B.O.B off the camera as Enderman stares in disapproval. Jeff then says "You?" when he sees the Rake, to which the Rake muses over the fact that Jeff remembers him. Jeff then misnames the Rake "Ron", which makes the Rake angry. Jeff then calls the Rake "Rick" and asks him why they are being attacked. Enderman then says he wants everyone in Jeff's crew to come aboard his vessel and face his wrath, and the Rake then says that if Jeff doesn't come aboard, one of his friends who he sent to Europa will be killed. Jeff laughs at the villains and says they wouldn't be stupid enough to get captured by Enderman's men, until Rick calls Jeff to tell him they got themselves captured by Enderman's men. Jeff tells "Rob" he can't be serious, but the Rake says he is being serious and to prove it he kills his men to kill one of the hostages.

In response to the Rake's orders, one of Enderman's goons takes out a knife and brutally stabs President Bush, but he miraculously resurrects himself back on the USS Proxy Mansion seconds later. Enderman reminds Jeff that there are other hostages, some that are not so easy to resurrect. The Rake tells Jeff he'll give him 60 seconds to decide on surrender with the crew, if Jeff refuses, all of the hostages die. As the Rake begins ranting about his apparent victory, Jeff has Hoodie cut his audio as they decide. The crew tries to escort Jeff to Enderman's ship, but Jeff has another, semi-safer idea. Jeff asks for information on Enderman's guards, which Masky reveals that they are highly specialized, meaning no one knows how to do anything except their own job. Therefore, their tactical weapons officers can only fire the weapons and nobody else can. Jeff then calls to Engineering and asks if the transporter is still working, to which Hoodie says it does but it's very badly damaged and he can only put rough coordinates in, which means it can only beam in two people at a time for now. Jeff asks President Bush if he'd like to shoot something, to which President Bush excitedly says "Fuck yeah, I would!" Jeff then asks Smile if he's ready to "fuck some shit up", to which Smile barks excitedly. Jeff tells Bush and Smile to get prepared while he puts his battle armor on. When Ducky asks him about the battle armor, Jeff only says it's something "dreadful", before retrieving the Judge Dredd helmet and teleporting away with Smile Dog and President Bush.

While Rake is still ranting, Bush is teleported into Enderman, B.O.B, and the Rake's living room. He asks Enderman who the tactical weapons officer is, to which Enderman and the Rake point to the man behind Bush. In response, Bush immediately blows the officer's head off with a shotgun, holsters the gun, smiles, and transports away. Back with the hostages, Jeff and Smile are transported behind Enderman's men and begin massacring all the henchmen in their sights. Back on Enderman's ship, Enderman orders the Rake to find another weapons officer, but the Rake says they don't have another one because the one who died was their only one. Jeff then radios to the crew that he's sending them the coordinates to his location and to beam the hostages out, which they do. As Enderman and the Rake argue, Enderman says the more they stand there talking, the more they give the Proxy Mansion crew a chance to think of something. At this moment, they suddenly realize the Proxy Mansion crew are still listening. Rake motions for B.O.B to be cut off the transmission as Rick Bernstein takes charge.

The Rake promotes a random henchman to the ship's new weapons officer as Enderman reads an instruction manual. The Rake joins in and the two try to read the manual but the Rake manages to find a recording of the manual. B.O.B grabs the remote and presses play, only to accidentally hit the Spanish version, much to Enderman and the Rake's chagrin. The Rake then appears on the team's screen and says they have their weapons system back online, only for the systems behind him to explode as the Rake awkwardly says "two minutes". As Jeff and Smile continue to slaughter Enderman's men on Europa, one of Enderman's henchmen inform him where Jeff is, to which the Rake orders them to send him down there. Hoodie then finally energizes the transporter and Jeff is teleported out as the Rake is teleported in his place. Smile is teleported to home base, while Jeff is nowhere to be seen. Jeff is then teleported... Next to Enderman. Enderman orders his men to kill Jeff as Jeff is transported again... In a different part of Enderman's living room. Jeff is teleported once again, with the Rake taking his place again and being shot at. Jeff is then successfully brought back to Engineering with his back to everyone.

Jeff turns around, pointing his guns at everyone until realizing he's back on the ship. Jeff then slowly walks over to Hoodie and slaps him across the head before walking back. The Rake then suddenly appears and points his gun at Jeff, declaring his victory until President Bush and Rick aim their guns at him. The Rake nervously orders his men to beam him back to Enderman's ship as they do so. Jeff and Hoodie then tell Enderman's team that their weapons are back online and they know how to use them. The Rake quickly presses a button on Enderman's ship's control panel and Mr. Widemouth is suddenly teleported to their ship as Enderman's ship lightspeeds out into the horizon.

Part 5
Enderman calls Zalgo on the hologram to inform him that they lost Laughing Jack. Before Zalgo can get angry, Enderman then says that they got someone better (Mr. Widemouth). Zalgo then tells Enderman he is sending his men to his ship to bring the person to him before signing off.

Later, Enderman has another transmission call with Mancala (who is in the form of BEN) and the assimilated Ms. P. Their meeting is interrupted when Hoodie walks into the room with Smile Dog. Although Smile Dog manages to escape, Hoodie is captured and subsequently assimilated.

Part 6
After assimilating Hoodie, Mancala puts his plans into action and nearly kills everyone on the ship, but his plan is thwarted when BEN and a few others stop him and free Hoodie and Ms. P. Although he is outnumbered, Mancala points his arm cannon at Jeff and the others. The Rake then gives Mancala permission to destroy Jeff via his transmitter. Jeff asks what Mancala wants and BEN says Mancala wants a new power crystal because the one he was is restricted to only shape-shifting. Jeff tells Mancala that there is only one power crystal, which is the one he's using, and all the others haven't been made in years. Mancala says that Jeff is lying until he hears Enderman, the Rake, and B.O.B making fun of Mancala for falling for their lie and calling him a "robot dud". Enderman then realizes that the intercom is still on and hopes Mancala didn't hear them as we see Mancala getting angry. Mancala roars in anger, crushing the intercom and says that once he's done slaughtering everyone on the USS Proxy Mansion, he'll come for Enderman's team. Mancala is presumably defeated shortly afterward when Ducky blows the mansion's windows and Mancala is sucked into the vacuum of space.

Part 7
Back in Enderman's home, Zalgo appears in Enderman's fireplace to tell Enderman that his work is finished and to await further orders. When the Rake asks what they will do with Jeff's allies and Mr. Widemouth, Zalgo tells them that soon Jeff will no longer be an issue and Mr. Widemouth has joined their side. Zalgo then proclaims that they are closer to ruling the universe than ever and calls for a celebration. Enderman agrees to throw a "Hollywood Coke Party", but the Rake doesn't feel comfortable throwing a party while the Proxies and their friends are still out there. Enderman says they are invincible and tells B.O.B to put up an ad on Craigslist about the party.

As Enderman and an armada of his men stand guard outside the Plot Hole, the henchman are seated on the couch holding Coca-Cola cans and looking bored. Enderman tries to get the henchmen to be more lively as the Rake taunts him about the party's inactivity. As Enderman leaves to go get board games, the Rake says he's leaving to scour the lonely recesses of deep space to search for the Proxies. The men beg the Rake to take them with him, but the Rake refuses. After the Rake leaves, B.O.B comes in with a microphone and starts singing "He's a Jolly Good Fellow", much to the chagrin of the henchmen.

Enderman sits at a table reading an Apples to Apples box as Ms. P and the Unwanted House Guest are beamed in a different room, unbeknownst to him. Ms. P and UHG grab B.O.B and tie him up inside a closet. The two then drink a bottle of Polyjuice potion as Ms. P is turned into Carmella, Enderman's old girlfriend, and the Unwanted House Guest is turned into B.O.B. Posing as the two, Ms. P and UHG go to Enderman's living room and Ms. P says they want to join the party. Enderman leans in suspiciously, only to welcome the two to the party, falling for the disguises. Enderman asks for the two to sing, but Ms. P says no, even though the Unwanted House Guest is excitedly nodding yes. Enderman than says he won't let them leave until they sing the #1 Arcosian single and then announces the party to begin.

Shortly after, Enderman then announces they are starting the party over before commanding Ms. P and the Unwanted House Guest to sing. This will lead us into the film's signature musical number, "Distraction." During the first four instrumental opening bars, we see a teleportation in Enderman's house as the guards ready themselves. We see it's Bush and Rick, who begin fighting their way through hoards of Enderman's men. During the musical number, Enderman is too distracted by the music to realize his home being infiltrated. Jeff is also seen exiting Proxy Mansion through the garage inside a flying car, driving towards the Plot Hole. As Jeff approaches the plot hole, the Rake shoots at him with his own personal ship. Jeff and the Rake stare at each other before the Rake opens fire upon Jeff. Meanwhile, UHG picks up a microphone wanting to sing, but it's taken by Enderman, who sings the second verse with Ms. P as a duet. Bush and Rick manage to disable the armada successfully and the Rake continues to chase Jeff. Jeff does a hard stop, which causes the Rake to fly ahead of him. The Rake turns around and faces Jeff. Jeff and the Rake face each other as they prepare to joust. Jeff and the Rake then charge at each other, lasers a-blazing. Jeff then suddenly runs out of ammo and the Rake prepares to finally kill him. Just then, the Plot Hole fires a beam at the Rake's ship, causing him to barrel into space. Jeff continues making his way to the Hole. As the musical comes to an end, the Unwanted House Guest finishes the song by stealing Enderman's microphone, ripping off his disguise, and belting out the final line. With their cover blown, Enderman orders his men to destroy UHG and Ms. P, but the two teleport away, as do Rick and Bush.

One of Enderman's henchmen warns him that the USS Proxy Mansion is coming their way, so he orders his forces to fire upon the mansion, but the entire armada aims at each other and starts shoots themselves apart. As Enderman stares in disbelief, B.O.B walks up still tied in ropes as the Rake walks back in, covered in soot. Enderman orders his men to man the weapons as his ship and Proxy Mansion engage each other in a space battle.

Part 8
As the battle rages on, the USS Proxy Mansion begins to run out of ammo and BEN orders Skeet to ram the mansion into Enderman's. Skeet then drives the ship into Enderman's mansion, causing Enderman's entire mansion to flip over and causing everyone on board to fly everywhere. Enderman then says he's about to have a panic attack and leaves, leaving the Rake in charge. The Rake orders the men to maximize power to the shield, intensify forward firepower, target the center of the mansion only, tells someone to get him the complete works of Shakespeare so he can quote it.

Enderman recovers from his panic attack and he, B.O.B, and the Rake watch with sadistic glee as the Proxies' mansion is being destroyed. Enderman says that in a few minutes the Proxies and all their friends will be dead, the universe will be theirs, and nothing can stop them before they all go into evil laughter. Their laughter is cut short when Enderman and the others hear a large, metallic banging noise coming from the front door. After a few seconds of waiting, Mancala breaks the door down, staring hatefully at the three.

Enderman and his gang run from Mancala, who is chasing them around the house. Enderman and B.O.B leave the Rake behind and run into a closet, Mancala enters the room shortly after. Due to B.O.B's loud breathing, Mancala hears them in the closet and slowly walks towards it. Before he can catch them, Enderman slams the door in Mancala's face and runs with B.O.B until the two fall down the stairs, crashing their way down. Enderman then tells B.O.B to distract Mancala while he gets away in an escape pod. Just when Enderman turns around, Mancala appears and grabs him by the neck, saying "Remember me?"

Without Enderman issuing orders to his men, the men on the ship cease fire, giving Jeff's team time to recover. Meanwhile, Mancala is repeatedly bashing Enderman's face into the wall while strangling the Rake with his other hand. All while B.O.B screams and runs in circles in the background. Back with the Proxy Mansion crew, Hoodie says that their weapons system is back online, allowing them to fire their ultimate weapon: the spiked blue turtle shell from Mario. Masky locks and loads the shell in and targets Enderman's ship, but as BEN is about to press the button to fire it, Rick tries to convince BEN to be the bigger man than Enderman's gang and spare their lives. Rick then goes on a speech about heroism, but BEN just rolls his eyes and launches the turtle anyway. On Enderman's ship, Mancala, Enderman, the Rake, and B.O.B see the turtle coming for them as they watch helplessly. Enderman accepts his fate and tells the Rake to say some epic final lines like he usually does, but the Rake only says "You know, for once, I got nothing. It sucks to be us." The turtle then hits Enderman's house, sending the home crashing into Europa. The five miraculously manage to survive as the Rake proclaims it will take more than that to stop them. Hoodie mentions how they are still alive down there, but the Unwanted House Guest tells everyone not to worry and pulls out a detonator, pressing the trigger. A buzzer suddenly begins going off from inside Mancala's chest- a thermal detonator the Unwanted House Guest had secretly stuck on him earlier. The Rake than says "To be... Or not to be" as the bomb goes on, killing them all in a fiery explosion the size of a supernova.

Season Four
In"A Noise Downstairs", Enderman and his gang attempt to loot one of Slenderman's banks, and even Jeff, Ms. P, and BEN seem helpless in stopping him. But the Rake makes the mistake of antagonizing Ms. P, who suddenly turns demon-like and drags Enderman, B.O.B and the Rake towards her with shadowy tentacles. Jeff manages to snap her out of it, and Enderman's gang are released just in time, though Enderman is severely traumatized. The Rake and B.O.B drag Enderman away as he mumbles incoherent sentences.

In "That's a Lotta Fish", a large amount of fish baring resemblance to Enderman have been spotted all around the Human World, causing President Bush to assign Jeff and BEN to investigate what is happening. Meanwhile, Enderman, B.O.B, and the Rake (all in disguise) go to the Washington DC's Department of Copyright. He heads up to a random worker, Mr. G. Carl Francis, and starts to talk business. However, he warns Francis not to speak, and hits him with a fish to drive home his point. This prompts B.O.B to spray him with a "perfume" to rid him of the fish smell. Enderman explains his plan: since all the fish in Washington Harbor now bear his likeness, he is entitled to royalties. Bewildered, Francis tells him that fish are a natural resource and cannot be copyrighted. An angered Enderman gives Francis until midnight to change his mind, threatening to feed him to the Rake if he doesn't comply. Following this, a commercial for the Enderman fish is released and Enderman repeats his threat against Francis to the entire nation.

Following this, Rick Bernstein and the FBI are assigned to protect Francis. Jeff and BEN arrive and ask Francis if he's alright, and he says it's just that he didn't rinse off the "gunk" B.O.B sprayed him with. Jeff immediately shouts at Rick to call an ambulance, but just then, a passing van launches its swordfish, rocket-propelled, through the window and into the room. It sprays a poisonous gas that harms Francis when he breathes it in. Despite this, the gas does not effect Jeff and BEN, which leaves them confused. Fortunately, Smile Dog is able to put a massive hole in the wall, letting them escape. BEN explains that the gas that Francis just breathed was one part of a binary compound, and the "perfume" that B.O.B sprayed was the other part. Afterward, Enderman appears on the television and announces the name of his next target, copyright office bureaucrat Thomas Jackson, unless his demands are met by 3 A.M.

Tired of the Proxies refusing to take action, President Bush sends Rick to deal with Enderman personally. Rick enters a closed harbor aquarium, but is ambushed by the Rake and B.O.B, who had been waiting for him. The Rake and B.O.B attack Rick, and then takes him captive to Enderman's factory, which is mass-producing the Enderman fish. Enderman then starts to lower Rick into a tank with an enormous shark, but realizes that Jeff, BEN, and Smile Dog will arrive soon and they are the ones Enderman really wants. Enderman then angrily tells B.O.B to stop eating all the Enderman fish, much to B.O.B's dismay.

The trio of Proxies arrive and Jeff persuades Enderman to allow them to switch places with Rick. BEN is really against this plan due to the shark and water, but Jeff tells BEN to calm down and go with it. Enderman eagerly agrees and drops them in the pool, then shoves a lump of hamburger into Rick's hands and pushes him in after the trio. The shark is instantly attracted to the blood from the hamburger and BEN's kicking and screaming. Jeff manages to straddle the shark and use his wrist shackles as a crude bridle. He steers the shark into the side of the tank, which breaks the glass, spilling himself and the others onto the aquarium floor, and the shark into the bay outside.

After defeating B.O.B and the Rake, Jeff then heads to the roof to face Enderman. Enderman attacks Jeff with a wrench, but is ultimately outdone, and Enderman is left with no place to run. Facing arrest yet again, he jumps off the roof towards the harbor below. On the way down, he blows up a rubber ducky life preserver, but realizes too late that the shark is circling the water below him. He plunges into the ocean and begins dissolving from the water. To make things worse for Enderman, the shark dives in, seemingly devouring him.

President Bush then arrives to congratulate the Proxies on solving the case. He asks Jeff if he believes that Enderman and his team are gone for good. Jeff looks out to the sea, and bluntly responds that as much as he wishes it were true, he doubts it deep inside. The shark does indeed dive in and out of the water, but there is no trace of Enderman, dead or alive.

In "Why Drugs Are Good", Jeff and Eyeless Jack are selling all of BEN's drugs after BEN attempts to go sober. The final drug that Jeff and Eyeless Jack need to deliver is to Enderman's house. B.O.B answers the door and begins chanting "cocaine" repeatedly. He is soon joined by his the Rake and Enderman, as Jeff and BEN uncomfortably watch. Then BEN drives by in his car, distorting reality once again by putting the three in a continuous loop. Jeff and BEN, unaware of this, believe Enderman and his gang are just crazy. Jeff teases them by asking questions where cocaine is the answer. Their amusement worn thin, they leave the cocaine in the house and close the door. Jeff takes one last peek at them through the mail slot and sees them still chanting, but in slow motion. He dismisses it as the villains' regular creepiness.

In "Nothing Lasts Forever", Enderman breaks into Slenderman's vault and tries to steal a priceless clock'. When the Proxies arrive to stop him, he manages to fight them off using a specialized taser. But as he opened a time portal with his vortex regulator and tried to escape back into his own time with the clock, Sallu impulsively followed him and ripped the vortex regulator off his armor, stranding them both 20 years in the future and aging Enderman by a likewise amount.

Sally, in the meantime, found herself in a severely decrepit Under Realm and her friends disbanded and in desolation after her disappearance. During her efforts to find Jeff, she encountered Enderman again, who took the vortex regulator from her, but was prevented from finishing her off by Jeff, who took her to his base afterward, where he used an old Proaxy Communicator he had kept to call the other Proxies. The other Proxies received his signal and they all rushed to Proxy Mansion where it had all begun, just in time to see Enderman reattaching the vortex regulator onto his suit. The Proxis attacked Enderman, preventing him from using his regulator to escape. They were prepared for Enderman's advanced weapons this time, and a well-placed knife from Jeff damaged the vortex regulator even further, invoking a surge of time energy which regressed Enderman's age to that of an infant. Slenderman used the regulator to create a new time portal, returning Sally and Enderman's stolen clock back into the past and thus restoring the timeline.

In "Fear Itself", Enderman is terrorizing the video store for not giving him a sufficient amount of money. Jeff walks in to purchase a movie for the Proxies' movie night and sees the situation. Knowing Enderman wouldn't willingly let him through, Jeff stops him by activating the fire sprinklers, burning Enderman and sending him screaming out the store where he is ran over by a car and killed.