To make a chocolate Cinnabon, start by preparing the dough. Combine 3 1/2 cups of all-purpose flour, 1 teaspoon of instant yeast, 1/4 cup granulated sugar, and 1/4 teaspoon salt in a large bowl. Add 1/2 cup softened butter, 1 large egg, 1/2 cup milk, and 1 teaspoon vanilla extract. Mix until a dough forms, then knead for 5-10 minutes until smooth and elastic. Place the dough in a greased bowl, cover, and let it rise in a warm place for 1 hour until doubled in size.
Next, prepare the chocolate filling. In a bowl, mix 1/2 cup softened butter, 1/2 cup granulated sugar, 1/2 cup unsweetened cocoa powder, and 1/2 teaspoon ground cinnamon. Spread this mixture evenly over the rolled-out dough, leaving a 1-inch border around the edges. Sprinkle 1 cup of semi-sweet chocolate chips over the filling for extra chocolatey goodness.
To assemble and bake, roll the dough into a 16×24-inch rectangle. Spread the chocolate filling over the dough, keeping a 1-inch border. Roll the dough tightly into a log and cut it into 12 equal pieces. Place the rolls in a greased 13×9-inch baking dish. Cover and let them rise for another 30-60 minutes. Bake at 350°F for 25-35 minutes until golden brown.
While the rolls are baking, make the chocolate cream cheese frosting. Beat together 2 tablespoons softened cream cheese, 1/2 cup softened butter, 1 cup powdered sugar, 1/4 cup unsweetened cocoa powder, 1 teaspoon vanilla extract, and a pinch of salt until smooth. Spread the frosting over the warm rolls for a delicious finish.
For the best results, use high-quality chocolate and experiment with different types of chocolate and flavor combinations. This will give your chocolate Cinnabons a unique and rich taste. Enjoy your homemade chocolate Cinnabons warm and gooey, fresh out of the oven!