Dress Your Rogue in Halloween Costumes with D&D TRICK OR TREATER ROGUE SUBCLASS
There are some fantastic unofficial supplements for Dungeons & Dragons on the DMs Guild. One such treat that I recently found is the Trick or Treater Rogue Subclass by Matthew Gravelyn. This is a fantastic subclass. It gives you bonuses for different types of costumes. Eventually, you can automatically attack someone if you fail a Charisma check on them or vice versa. I absolutely love this class, and suddenly I want to do a Halloween-themed one-shot.
You can purchase Trick or Treater Rogue Subclass from DMs Guild for any price you deem fit.