I made this for Amy's celebratory dessert on Saturday night. It was fantastic and so pretty!
Combine berries and sugar and refrigerate until needed. Beat cream cheese with mixer until creamy. Add milk and vanilla pudding; blend until smooth. Stir in 1 1/2 cups Cool Whip until well blended. Spoon half into 2 1/2 quart bowl or trifle dish. Top with cake cubes, then strawberries, then remaining cream cheese mixture. Refrigerate 4 hours. Top with remaining Cool Whip. Melt chocolate in bowl and drizzle over the top. If you want to get fancy, you can even chocolate-coat a strawberry for the top. Enjoy!