Claudean's Perfect Cherry Jello

1 large box red jello
2 cups boiling water
1 (21 oz.) can cherry pie filling
1 (20 oz.) can crushed pineapple, not drained
2 cups heavy whipping cream
1 cup milk
1 small box instant vanilla pie filling

1. Boil water, dissolve jello. Pour in 9 x 13 glass casserole dish. Add pie filling and pineapple. Mix well.
2. Let set in refrigerator at least 2 hours to set firmly.
3. Whip cream in large bowl until stiff peaks form. In a separate bowl,  whisk milk and pudding until well blended. Gently, fold pudding mixture into whipping cream.
4. Spread over jello mixture and return to the refrigerator to set.

Serve