Line an 8-in. square dish with plastic wrap; set aside. In a microwave-safe bowl, combine caramels, milk chocolate chips and cream. Microwave, uncovered, on high for 1 minute; stir. Microwave 1 minute longer, stirring every 15 seconds or until caramels are melted and mixture is smooth. Spread into prepared dish; refrigerate for 1 hour or until firm.
Using plastic wrap, lift candy out of pan. Cut into 30 pieces; roll each piece into a 1-in. ball. Cover and refrigerate until firm, about 1 hour. Insert lollipop sticks into truffles. Press the end of a small wooden spoon into the upper portion of each truffle to create an indentation. Return to refrigerator until firm.
In separate microwave-safe bowls, melt the black and white candy disks; stir every 30 seconds until smooth. Tint white candy with black candy, adding 1 teaspoon at a time until desired color of gray is achieved; reserve remaining melted black candy. Dip caramels in gray candy, allowing excess to drip off; let stand until set. Tint remaining gray candy slightly darker with reserved black candy. Place in piping bag fitted with small #1 round tip; pipe onto truffles to resemble Death Star. Refrigerate until firm.
Test Kitchen tip
Keep truffles upright and secure after dipping by placing end of lollipop stick
into a Styrofoam block or bowl filled with uncooked rice.