Melt chocolate in a heat proof bowl over a small saucepan with about an inch of simmering water.
Place the chocolate cookies in a food processor and blitz to coarse crumbs resembling dirt.
Cut the head and tail off of each of the gummy worms about 1½ inches long. Poke a hole close to the top of the berry with widest end of a chopstick or similar tool. Insert one of the gummy worm pieces in the hole.
Dip the berry and worm in the melted chocolate. Gently shake off any excess chocolate and then immediately dip in the cookie crumbs. Place the dipped berry on a parchment lined baking sheet to cool/harden completely.