| “ | Don't run from Chester. | „ |
| ~ Emily's message about Chester. |
Chester is the secondary antagonist of the PC videogame series Emily Wants To Play. He is one of the dolls that Emily has befriended when she talked to them and has helped her when she died in the basement of her house after she and her parents moved away from their old home. Chester is also an expert at attacking his victims by his attack style from a game named 'Tag'.
Appearance[]
Emily Wants To Play[]
Chester is a small dummy that mostly resembles a human wearing a black business suit. He has short brown hair, blue eyes, and gray trousers with black shoes. Chester also seems to have a skull-like shaped face with a normal sized head but very thin skin leading down to his mouth.
Emily Wants To Play Too[]
In the sequel, Chester now wears a brown business suit with brown trousers and black shoes. It is unknown why his suit has changed. His physical features remain the same.
Personality[]
Not much is known about his personality. He emits a laugh and attacks his victims, suggesting he is sadistic. He also has a strong hatred for doors, as told by Emily on one of the whiteboards in Central Evidence.
Biography[]
Pre-Emily Wants To Play[]
Before the events of the first game take place, Chester was owned by a ventriloquist, Chester O'Leary. One day, O'Leary died of unknown causes, but investigators deemed that the cause was either a stroke or a heart attack. Chester was later sold at auction but was later bought and grouped up with Kiki and Mr. Tatters.
Emily Wants To Play[]
The group of dolls are eventually found by Emily Withers in the basement of her home. Emily loved the dolls instantly and called them her friends. Eventually, Emily died of unknown causes, causing her parents to panic and prepare to move out. However, Emily's parents then died of unknown causes, but it is implied that the dolls or Emily killed them.
Emily Wants To Play Too[]
Chester is first seen in the dream sequence as he is sitting lifelessly against a chair in the protagonist's kitchen.
At Central Evidence, Chester is the first doll to be seen by the player as he performs a ritual on a dead security guard. Chester then takes notice of the player and panics, slamming the door before the player can reach him. He then locks the front doors and runs away. He and the other antagonists play childhood games with the player until 7 AM where he, Emily and the dolls burn down Central Evidence and escape. In the ending cutscene, Chester is seen with the other dolls as Emily is scolded by Vult Ludere.
In Game[]
Emily Wants To Play[]
- At 11PM, he can be seen in either the kitchen, the guest room, or the bathroom.
- At 2AM, Emily leaves a message on the kitchen whiteboard, saying 'Don't Run From Chester'. Chester then becomes active for the first time along with Mr. Tatters as they work together to attempt to kill the player.
- At 3AM, Emily leaves another message, saying 'Isn't This So Fun?' when all three dolls appear to attack the Protagonist.
- At 5AM, Emily leaves another message saying 'Let's All Play! Come Find Me!' where she, Chester, and the other dolls appear at the final level. The rules are the same; find Emily while avoiding the dolls and without turning the lights on. The basement is available in this level.
- At 6AM Emily leaves the final message saying 'That Was Fun! Let's Play Again Sometime!' where the Protagonist can escape. If the player stays to long, or doesn't make it out in time, Emily, Chester, or another random doll will spawn and kill the player.
Emily Wants To Play Too[]
Chester is not active in game until 11 PM. If the player chooses to navigate through the vents that Emily busted through, Chester will track down and kill the player if the player goes the wrong way or takes too long to escape.
- At 12 AM, the protagonist will have to find the seven antagonists, including Chester, in the dark before the timer ends.
- At 1 AM, the whole is dedicated to Chester chasing down the player and attempting to kill him. The player has to continuously outrun Chester until the hour ends.
- At 3 AM, Chester, Kiki, and Mr. Tatters will continue to attack the player until the hour ends. This is a callback to the first game and is titled "Retro Hour" by Emily.
- At 4 AM, the antagonists will play Freeze Tag with the player.
- At 5 AM, the protagonist will have to hide somewhere, since Chester, Emily and the dolls will search for him throughout Central Evidence during the hour.
- At 6 AM, the protagonist has to find Emily three times while avoiding Chester and the other dolls and without reaching the time limit.
Trivia[]
- He resembles Slappy from Goosebumps.
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 Villains
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Vult Ludere | Emily Withers | Kiki | Chester | Mr. Tatters| Maxwell Steele | Weasl | Greta |