"Hey little guy, it's O.K. if you have to cry!"
—Weepy, Death screen
Weepy is a large anthropomorphic onion with blushing cheeks and a round purple nose.
Weepy is shown to cry uncontrollably while fighting Cuphead and Mugman, which means he is either really scared, or just really upset. He might not even be trying to hurt the brothers at all, considering that he only cries, but doesn't try to attack them. He is also the only boss besides Grim Matchstick that does not outright mock the duo or talk about their own strengths or egos in a game over.
After Moe Tato is defeated, Weepy will rise out of the soil in the middle of the area and shakes the dirt off from his nose. Upon looking around the area with a worried expression, he will begin to wail.
Unlike Psycarrot, players can inadvertently be damaged if they touch him. Weepy's only attack is to cry out water streams on both sides, which rain down tears randomly across the area. Some of those tears can be parried.
Upon defeated, Weepy constantly start pushing his cheeks with both hands with several strips of his onion skin peeled down while sinking to the ground.
In Simple mode, Weepy doesn't appear to fight.
- Weepy's name and appearance is a reference to the fact that onions release chemicals into the air when cut open that can sometimes cause people to tear up.
- Weepy seems to have similarities to Jerome "Curly" Howard of the Three Stooges mostly because of how child-like Weepy is
- Unused code shows Radish would come out after Weepy being bashful. It would start spinning and chasing the play like Sally Stageplay's Parasol in the final phase. The Radish has 250 HP.