Prepare the Milkshake:
Combine the chocolate ice cream, milk, and creamy peanut butter in a blender. Blend until smooth.

Decorate the Glasses:
Spread chocolate frosting on the outside of your milkshake glasses, covering 2-3 inches from the top.
Press chopped Oreos, miniature peanut butter cups, and chopped peanuts into the frosting

Add Chocolate Syrup:
Drizzle chocolate syrup down the inside of the glasses in streaks.

Assemble the Milkshake:
Pour the milkshake into the prepared glasses.
Top with a thick layer of whipped cream.

Add Toppings:
Skewer the cupcakes through straws and place them on top of the whipped cream (optional) Decorate with additional goodies like more peanuts, cookies, peanut butter cups, and a final drizzle of chocolate syrup.