You have been working alongside Cuphead and his brother Mugman in the Casino for a while now, it was nice and you really enjoyed the company. But sometimes, you would notice that Cuphead seems...off... Like the bad kind of off... It made you worry a little bit but you decide that it would be best if you stayed in your own personal lane and not his. While you were cleaning up the bar station, you saw Cuphead sneak around back with a flask bottle in hand and you got worried. He walked out the back and sat down against the wall, taking a swing of the flask and smoking a cigarette out in the cold night, alone... He was thinking to himself about the day he gambled his and Mugman's soul away. Let's just say...he never took it too well... He took it pretty personally and it always made him pissed whenever he thought about it and he always thought that drinking would make the pain go away when it actually can make it worse... Which was exactly what he was doing tonight. He kept drinking the flask while thinking about that day and the more he did, the more pissed off he got. He gripped the flask bottle in his hand as hard as he could to the point it made some indents then he threw it on the ground, putting his head in his hands and started sobbing, upset and angry. You heard his sobs from inside and ran out there to find him. Soon, you found him and looked at him, seeing his state, which was not good...

You: "Cups...?" You said, trying to get his attention.

Cuphead: "It's my fault... It's all my fault... I failed... I failed as a brother... I failed as a protector... I-I failed at.... everything...!" He choked out, voice cracking.

You: "What are you talking about...? You didn't fail at anything... Come on, talk to me..." You requested, hoping he would give in. He looked at you, breathing pretty quick but the way you calmly looked at him helped him calm down. He took a deep breath and calmed himself a little.

Cuphead: "I've been thinking about the day I gambled mine and Mugsy's souls away when we were kids... I was... reckless and acting stupid! I don't understand how I didn't see the signs that there was something bad gonna happen, I DIDN'T-" He stopped himself, realizing that he was lashing out while talking to you.

Cuphead: "Sorry, I-I didn't mean to... I'm just... stressed..." He said, tired and calm