On my “No Items” Playthrough, me and the Jester was at the last weight stage (Because the jester mentioned me ‘cheating’ after I won so I wanted to see if I can beat it with no items to see if there’s any unique dialogue), and the Jester pulled a Joker card at the last round, which lands at both of us gaining weight.
It wasn’t intentional on my behalf, but at least it worked. 😆