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Prepare your grill, getting the heat to at least 400 degrees. While you're waiting, brush your mushrooms with a little olive oil and salt and pepper.
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Once the heat is ready, place your mushrooms top side down, the stem pointing up. Let that grill for a bit, like 10 or so minutes. Mushrooms take some time to cook down.
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Then flip the mushroom to stem side down and add a tomato slice to the top. Close the lid and let this grill for another 10 or so minutes. You can then form the mushroom and test it's tenderness.
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If it's almost to your liking, add the swiss cheese on top of the tomato. Let that grill and melt that yummy yummy cheese.
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Now it's ready for slicing.