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As a Heartwarming Moments page, all spoilers are unmarked as per wiki policy. You Have Been Warned!

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Who says that a difficult game like Cuphead can't have heartwarming moments?
  • Ollie Bulb is the one member of the Root Pack who will not directly attack you even as you pepper him with bullets; almost makes you want to spare him, huh? Turns out that if you hold your fire in the latest update, he blushes and smiles at you as he sinks into the ground without a fight. The radish that follows in the Occult Carrot phase, however, is far less friendly.
  • In the final phase of Wally Warbles' fight, Wally takes over the fight once his son is defeated. Even though he's on a stretcher and probably exhausted himself during the first half, he's still willing to come to his son's aid when called upon. The paramedics also assist him in the fight and judging by the look they give Cuphead, they probably think that him beating up Willy Warbles is terrible.
  • Captain Brineybeard made his terrible deal with the Devil. His ship, enraged that you've come this far to claim his contract, fights on his behalf - Sure, the Captain's launched into the distance, but he survives while his ship continues the battle for him. This happens as well with Dr. Kahl, except he's not the one who made the deal, his giant robot was. So the mad scientist is fighting for his mechanical creation's sake.
  • Sally Stageplay really shows how much she cares about her husband, crying for him after you crush him to death with the chandelier in the first phase of her fight, she even stops the fight to do so. Fortunately, in the third phase, he's back as Bacchus, nodding and smiling as she does her best to smite you.
  • The Good Ending. What do the two boys do once the Devil is beaten? Why, burn all the bosses' contracts, of course, therefore freeing them all from their debts. And all the bosses don't hold any grudges against them and praise them as heroes.
  • In just two weeks after release, the game had already sold over one million copies. As a thank-you gesture, the game devs made a drawing with Cuphead, Mugman, Elder Kettle, King Dice, and even The Devil thanking the players.
    • The Delicious Last Course managed to sell over one million copies as well in just two weeks. As a thank-you gesture, the game devs made a drawing of Cuphead, Mugman, Chalice, and Chef Saltbaker celebrating the feat by cooking and giving pastries for free to the inhabitants of the fourth island of Inkwell.
  • The fact that the majority of Cuphead was the Moldenhauer brothers paying homage to the style of cartoons and video games they grew up loving, because they genuinely had fond memories for them, is simply beautiful, especially when viewed from their perspective - surely you have at least one specific thing you love that inspires you?
  • According to an interview with Studio MDHR, Microsoft approached them about bringing the game to the Nintendo Switch. Usually, it's the other way around.
  • The DLC bosses have some surprisingly friendly minions. Glumstone's gnomes, for example, back him up with no question, and eagerly cheer him during the puppet show portion of the battle; by the same token, it's sweet to see Mortimer's followers cheering him on every time he switches phase. Esther Winchester, despite being an outlaw, has vulture prospecters and literal horseflies aiding her in her fight. Even the Moonshine Mob are kind of heartwarming; criminal bugs that they are, they support each other throughout the fight! And if you get the secret phase of the Howling Aces' fight, the Yankee Yippers fight alongside their mother to take you down, with all of them saluting together before the phase starts!
  • In the DLC, when the Cups fight the Howling Aces, help comes from an unexpected source: Canteen Hughes! The NPC who teaches the player how the flying combat portions of the game work, actually steps up to the plate. The Cup Brothers and/or Ms. Chalice walk on the wings a la Sonic and focus on fighting, while Hughes takes care of the flying. One of the few, if only, times that an Inkwell Isles resident, rather than staying out of it, willingly steps into the line of fire to help the Cups out.
    • Not only that, he's not initially from that island and has no stake in the journey either like Chalice does, meaning he went out of his way to help the brothers and Ms. Chalice in their time of need.
  • During the Howling Aces fight, the female Saluki will fly by in the background while you're fighting her husband and children, firing off homing hydrants to act as artillery support. Furthermore, while she takes her defeat in her normal phase very gracefully, during the secret phase version of her fight, she's much sadder- because her kids are there, and also got hurt during the fight! She really loves her family. Special mention goes to the transition to the secret phase — realizing that her kids' jetpacks are all about to malfunction, the mother gets her airship to quickly take all four of them into safety so that they can fight alongside her.
  • At the end of "The Delicious Last Course", Ms. Chalice is more than willing to stay as a ghost if it means no one else has to die for her to live again. In the meantime, she'll keep searching for a better answer to her predicament. She also proudly says that Cuphead and Mugman are her two new best friends.
  • The Epilogue of the DLC: Chef Saltbaker is sentenced to community service for his crime. During the course of it, he slowly, but surely, makes an honest attempt to reform, and it sticks in the end, realizing that his baking skills can bring people together. In the end, he rebuilds his bakery and invites everyone, including Cuphead, Mugman, and Ms. Chalice, to a celebration, now completely reformed.
    • The heartwarming cherry on the top of this game that can be seen is that Ms. Chalice is shown in her living form while celebrating, not in her ghost form. She said that she would find a way eventually to get back to living, and she apparently did.
    • Most of Saltbaker's community service involves hard labor for the other bosses in Inkwell Isle 4. One exception is the King of Games having Saltbaker playing checkers with him, and the chef seems to be enjoying the game.
  • As of the 1.3.2 update, walking around in circles on the overworld will actually summon Djimmi, who will give the Cups double their health points. While you can initially only do this 3 times total throughout the adventure, beating the Devil will grant you infinite wishes, meaning you can do the cheat code at any time. Seems like he's certainly grateful you helped save him from the Devil.

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