Gloom and Doom: All Achievements & Endings Guide

Defenestration = Hateblast someone through a window 3 times
As Roger: Flee, down the stairs, make a break for the door, try to open living room window (1/3)
As Gloom, in Joh’teolath office: hateblast plague demons out of the window (2/3)
As Wynona, in the dark alley: Ask Gloom to chase away Cheong and Brock (3/3)

Every Horn Counts = Kill an incubus
Unmissable. Kill Roger

Good Clerk = Do a good deed in the video store
! Exclusive with “Bad clerk”
Video store, recommend a better movie for the 2nd customer (the girl)

Bad Clerk
Video store, let the lady customer rent a bad movie.
On next day you’ll get the achievement

Unhappiness in slavery = Reunite a demon family
! Exclusive with “I knew this would come in handy” achievement
In Joh’teolath office: spare Joh’teolath destroy the controlling device
Achievement will be awarded later when questioning demons under the bridge

No peeping = Stop a pervert
Lake, as Gloom, waiting to meet Michael: investigate man in tree, scare him

Stop and Listen = Help someone by being a listening ear
Furever Home = Find a home for Sonic
After meeting Nathaniel, drop Wynona to save jumping lady, listen to her
Later, as Wynona, try to find a home for Sonic on the IRC, local news channel
You’ll get achievement next day when yo go to see Sony.

Ultimate Geek = Win a trivia quiz without getting any wrong answers
Answer correctly at Ham and Nam’s quiz:
Heather Duke, Bobby, Taming of the shrew, Robert Smith from Cure, Streets of Fire,
Ninja dog, Princess What’s-her-name, Green Hill Zone, Hadoken!, Lara Croft

Drop the “The” = Repeat JT’s greatest contribution to movie quotes
As Wynona, when meeting Lorael 1st time dark alley: hound her about her name

You’re doing great! = Reflect and recognize that you’ve achieved a lot already
Likely unmissable. When meeting Nathaniel at skate park 2nd time

I knew this will come in handy = Use a secret weapon at the cathedral
In Joh’teolath office: spare Joh’teolath, get the controlling device
At the cathedral: use the device

Angel of Mercy = Reach a good ending without the death of any major angels
Super Angel of Mercy = Reach a good ending without Gloom directly killing anyone other than Roger
Follow the non sinner path with Wynona (see endings below)
As Gloom, don’t kill Wynona when she arrives to your hideout.
In Joh’teolath office: hateblast plague demons out of the window, spare Joh’teolath
Don’t kill Joh’teolath on next encounters
As Wynona: don’t order Gloom to kill Cheng And Brock
Answer correctly Ham and Nam’s quiz and don’t kill them
Cathedral assault: attack from the sides = Gloom will only hateblast the demons
In heaven, stop Wynona from Killing Michael
Approach gate defended by Lorael and ask Wynona to burn her wings
When meeting Muriel before the heaven exit, choose Muriel

Most choices are not important for the endings, except:

• the early bad ending 6
• sinful choices (see below)
• choices made once you reach heaven

Early ending: as Wynona, when meeting Gloom 2nd time: decide you don’t want to die
ENDING 6 “Hell of Earth”
ACHIVEMENT As if we’d end the game like that, chyeah

All other endings depend if Wynona is on the sinner path or not. Sinner choices:

• let the lady customer rent the wrong movie
• keep running in the nightmare dream
• skip school
• ask Gloom to kill Cheng And Brock,
• (not strictly required) ask Gloom to kill the dog

• Not sinner path endings + heaven choices
  • kill Wynona
    ENDING 4 “The more the things change …”
    ACHIVEMENT “A New Hobby”
  • don’t kill Wynona
    • don’t let Wynona kill Michael
      • choose Muriel
        ENDING 7 “Just like a dream”
        ACHIEVEMENT Like a power ballad
        no major angel killed: ACHIEVEMENT Angel of Mercy
        don’t kill anyone except Roger: ACHIVEMENT Super Angel of Mercy
      • choose Wynona
        ENDING 1 “No fate”
        ACHIVEMENT “No fate”
    • let Wynona kill Michael
      • let Wynona kill Muriel
        ENDING 2 “An Irreversible mistake”
        ACHIEVEMENT “Wrong way on a one-way track”
      • stop Wynona
        ENDING 4 “The more the things change …”
  • Sinner path endings:
    • Do not kill Wynona in heaven:
      ENDING 3 “New Celestial Order”
      ACHIEVEMENT “Fanboy Fantasy Fullfilled”
    • kill Wynona in heaven:
      ENDING 5 “Doom has been brought”
      ACHIEVEMENT “Fatality”

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Thanks to rhylser for his great guide, all credit to his effort. you can also read the original guide from Steam Community. enjoy the game.