Mash strawberries and sprinkle with sugar, let stand for 20 minutes
Meanwhile dissolve jello in hot boiled water in a bowl, set aside
Strain strawberries and add water into the juice that it would make about 1 cup of juice
Mix strawberry juice into jello, and chill in the fridge for 15-20 minutes, a little firm.
Mix milk with dream whip (following the pouch) and whip until fluffy
Place ice cubes into a large bowl and place jello bowl on ice cubes, then whip until fluffy
Add in whipped cream into whipped hello, follows with mashed strawberries, fold to combine
Pour mixture into servings cups, chill until set.