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Preheat oven to 350 degrees. In a large cast iron or oven proof skillet, pour half brownie batter and spread to cover bottom of pan. Add a layer of oreos and top with remaining brownie batter. Dollop spoonfuls of vanilla frosting and, using a toothpick, drag the tip through the frosting and batter to create swirl. Top with half the crushed oreo and bake until cooked through and a toothpick comes out with only a few moist crumbs, 22 to 24 minutes. Let cool 10 minutes, then top with vanilla ice cream, hot fudge, and remaining crushed oreos. Serve immediately (preferably with spoons)
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