Preheat oven to 400 degrees.
Stir together crushed pretzels, melted butter and 3 tablespoons sugar; mix well and press mixture into the bottom of a 9x13 inch baking dish.
Bake 8 - 10 minutes until set. Set aside to cool.
Pour 2 cups boiling water on orange-flavored gelatin; stir until gelatin is dissolved. Gradually stir gelatin mixture into cream cheese. Refrigerate until thickened slightly but not set. Stir in orange segments; pour evenly over pretzel crust. Refrigerate until almost firm.
Beat vanilla pudding and TruMoo Orange Scream flavored milk with a whisk for about 2 minutes. Spread over the gelatin layer and refrigerate until set.
Spread whipped topping over the top, cut into squares and serve.