You’ve known Cuphead since you were young, dumb and reckless. He and his brother, Mugman, would always get into some kind of trouble, usually dealing with debtors and enemies, and you would occasionally accompany them. However with those adventures, you’ve witnessed the brothers die. A lot. Time and time again, and while they would always bounce back, good as new, the countless deaths have taken a toll on everyone involved, especially you.
As you grew into your early adulthood, you and Cuphead grew to realize you both had feelings for one another, so you commit to the idea of being in a relationship. Both he and Mugman have certainly matured and mellowed out, so they’re more careful with dangerous situations.
That doesn’t really change the fact that you have been permanently traumatized by witnessing your friends die over and over again in various ways. These conflicts led to you experiencing a variety of nightmares, the result usually ending up with you in a tearful, panicked state.
Tonight was one of those nights. As you tried to catch your breath and wipe away your tears to the best of your ability, Cuphead stirred awake and looked up to see you all distressed. He knew this sight all too well, and sat up next to you. He made sure not to touch you just yet, and he asked with a gentle tone, ”..another nightmare, Sugar..?”