I'm running out of ideas hhh so here have this:

Head-Canon Pumpkin carvings:

<<Dear Evan Hansen>>
Evan: A tree

Connor: Would just smash his pumpkin

Jared: a circle. . . It's a bath bomb

Zoe: Stars throughout the pumpkin and around it

Alana: Generic smiley face

<<Newsies>>

Jack: Would paint over the pumpkin instead

Crutchie: Would feel guilty stabbing it

Dave: Would give his pumpkin to Les

<<Be More Chill>>

Jeremy: A pawprint

Michael: Too focused on Jer carving his pumpkin

Rich: Would try to make a silly face but totally demolished the pumpkin instead

Jake: Calmed down an upset Rich after his pumpkin got demolished

Christine: A skull— and then held it up and recited Shakespeare

Jenna: Got it on video

Brooke: Just put a wig on hers before removing it and now just carries it around

Chloe: Put makeup all over the front of it