Preheat the oven to 350 degrees F. Pour the berries into the baking pan and sprinkle the sugar over. Bake for 8 minutes, then gently mash the berries with a fork. Set aside to cool.
Pour the heavy cream and sweetened condensed milk into a stand mixer and beat until stiff peaks form.
Pour one third of the whipped cream into a 9 x 5 loaf pan. Layer one third of the berries and cubed Twinkies. Repeat the layers twice. Place the ice cream in the freezer and freeze until firm.
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