Set aside 1 tablespoon crushed candies. Fold remaining crushed candies into whipped topping; set aside 1/2 cup plus 2 tablespoons topping mixture. Spoon half of remaining whipped topping mixture evenly into 5 parfait glasses.
Prepare pudding mix according to package directions, using fat-free milk. Layer half of pudding evenly over topping mixture in glasses. Repeat layers.
Top each parfait with 2 tablespoons reserved topping mixture; sprinkle evenly with 1 tablespoon crushed candies.