Line a baking sheet with parchment paper and set aside. Gently wash and thoroughly dry strawberries with paper towels so they are clean. Set aside.
12 large strawberries
Melt candy melts in a microwave safe bowl by heating for 20 seconds at a time in the microwave, stirring between each burst of heat, until melted and smooth.
1 1/2 cups orange candy melts
Carefully pull back the strawberry leaves and dip each strawberry into the melted orange candy melts one at a time. Tap or shake off the excess melted chocolate so it doesn't puddle underneath the strawberries, then arrange them on the prepared baking sheet.
Transfer leftover melted chocolate to a piping bag and snip a small hole in the end of the piping bag. Pipe horizontal lines of melted chocolate back and forth over the strawberries to finish the strawberry carrots.
Let the candy melts set up before serving. This will happen in less than half an hour at room temperature, but you can speed up the process by sticking the strawberry carrots in the fridge, although they have their best flavor at room temperature and can be stored on the counter for 1 day.
While the carrot strawberries set up, vigorously whisk the chocolate pudding mix and milk in a large bowl for 2 minutes.
1 large box instant chocolate pudding mix, 3 cups cold milk
Fill individual clear cups with 2 tablespoons Oreo crumbs, then divide the chocolate pudding between them and sprinkle with more Oreo crumbs on top. The same thing can be done family style in a pie plate, trifle dish, or other baking dish to create a dirt pudding. Arrange the set strawberry carrots on top of the Oreo "dirt". Refrigerate until ready to serve.
Crushed Oreo cookie crumbs