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Combine sugar, milk and marshmallows in a pot on top of the stove. Bring to a boil and then turn to a low boil for 5 minutes or until mixture reaches the soft ball stage between 235-245 degrees fahrenheit on a candy thermometer. I just cook mine for 5 minutes stirring constantly to dissolve marshmallows.
While sugar mixture is cooking combine butter and chocolate chips in a microwave bowl and microwave on high for 1 minute until almost all melted. Remove and add vanilla extract and stir. Once sugar mixture is ready pour the two together and stir until smooth. Spray an 8 x 8 baking dish with cooking spray or line with foil and pour in fudge mixture. Refrigerate for at least one hour. Makes about 16 pieces depending on size you cut them.