Mix the pudding as directed on the package. Refrigerate.
Cream the cream cheese. When the pudding has set, mix with the cream cheese.
Fold in the Cool Whip so the mixture is entirely brown. Refrigerate while crushing the Oreo cookies.
In the glasses, alternate layers of pudding with layers of crushed cookies, ending with crushed cookies on top.
Insert a silk flower in the pot. Cut gummy worms in half, placing half on each side of the pot so it appears a worm is in the "dirt."
Notes
Makes approximately 24 9 oz cups.Use cheaper chocolate sandwich cookies; they aren't as rich.When making a half recipe, use chocolate fudge pudding. It makes darker dirt.