Take a drink every time you or one of your demons misses a non-One-Hit Kill, non-status-inducing attack.
Take as many drinks as turns lost if your attack connects, but is repelled or drained.
Drink a whole bottle of whiskey if the interface alerted you to the enemy's elemental affinities and you did it anyway.
If surprised and wiped by a common, weak enemy that did nothing but spam a party wide attack you had a weakness to, never getting a turn, take a drink as usual, then as many drinks as levels you had an advantage over said enemy.
Take a drink every time a specific year is mentioned.
Take a drink every time an enemy Alice uses Die For Me! and it hits.
In thethreegames where Fiends show up in specific areas with 1/256 odds, take a new drink and drink the whole thing if you find one. If by accident, do it twice. Do not do this if the Fiend encounter was one of the predetermined ones in IV or if it spawned from the Fiend spawning tile in the Bonus Dungeon of II.
Take two drinks every time Maya counters a magic attack with a One-Hit Kill.
Take a drink every time the Final Boss uses the One-Hit Kill attack known as "MA"onyou. Take another if you were at Level 99. Take a huge drink if you dodge it.
Every time a boss demon rambles about humanity, take a drink for every page of text.
Take a huge drink every time you run an Enemy Scan and run into a Fiend or a Herald. Finish your drink if that enemy kills you.
Take a drink if, when you talk to Commander Gore, you're so far down Law or Chaos that you're given no chance to swing onto the Neutral path.
If Commander Gore's Adaptation attack kills you, take a drink for every 100 HP you had.
Take a drink every time you take damage in the middle of a cutscene.
Take a drink every time someone in your party gets hit with Bomb status. If they explode, take a drink for every party member that dies, including the one who just went boom. Chug hard if the exploding party member is you.
Take a drink every time you visit a dungeon that was introduced in IV.
Take another if it's since been expanded.
Take a drink every time Toki calls you "Master".
Take a drink every time Asahi expresses jealousy over Toki.
Take a drink every time a newly-introduced character notices Navarre.
Take a drink every time Krishna or anyone under his leadership mentions "salvation".
Every time you visit a town or shelter and there's nothing of plot or sidequest importance there, grab a new glass and take a sip. Finish that glass if it turns out later that it actually is the location of a Challenge Quest. Then take a shot on top of that if you have to fight a boss or horde.
Take a drink every time Navarre makes a comically exaggerated expression.
Take a shot if you get ejected from Twisted Tokyo while fighting a Fiend. If they were flashing red (i.e. low on HP) when this happens, take another.
Take a drink for every full lolita outfit you buy in the Ginza members' shop. Take another drink if you equip it.
Take a drink every time humans complain about being used by Merkabah and Lucifer as pawns.
Take a drink if a team with Evil Wave or Chaos Wave attacks one of your teams, and the targeted team cannot fight back. Any bosses that can attack teams multiple squares away also count.
Take another if, due to said enemy team not moving, they get another turn before you can move or heal the targeted team.
Take a couple more if the targeted team dies because of it.
Take a drink for every team you kill in one use of Multi-Strike.
While fighting Lucifer, take a drink the first time he uses Megidoladyne. Each time he uses it again, drink 50% more than you did last time. Repeat until either Lucifer is dead, your party is dead, or you are dead.
Do the same if it happens while you're fighting the Ticos in Devil Survivor 2 Record Breaker.
Golden only: If Valentine's Day comes and you made the mistake of having multiple girlfriends, drink an entire bottle for every girlfriend you turn down.
If you turn all of them down, drink until you drop dead, You Bastard.
Take a drink every time you get a request to feed the cat.
Take a drink every time Rise flirts with you.
Take another if it's in a main story cutscene rather than a Social Link event.
Take yet another if you don't have a Social Link with her.
Also take a drink if you already have a girlfriend (or two, or three).
Take a drink every time Shadow Mitsuo regenerates their armor.
If you try to request the fox's SP-restoring services and you can't afford it, drink alcohol that is worth the difference between your current money and the price of his services.
For ease, consider 100 yen to be the equivalent of one US dollar (if you're playing in the United States.)
If you somehow reverse any Social Link other than Ai's, drown your sorrows.
Take a drink every time a teammate offers to do a follow-up attack. Toast if it's Chie's.
Take a drink for every time Chie says whatever random thing is on her mind while the Investigation Team is discussing the case, but turns out to actually make sense in that context. Take two if she lampshades it.