In a small bowl, whisk warmed milk and 1 teaspoon sugar, then sprinkle yeast on top. Let stand 5–10 minutes until foamy.

In a large bowl, combine remaining sugar, eggs, vanilla, orange zest and orange juice. Stir in yeast mixture.

Gradually mix in 3 cups flour and salt until a soft dough forms. Add butter and incorporate more flour until dough pulls away from sides.

Knead on a floured surface for 5–7 minutes until smooth. Place in greased bowl, cover, and let rise 1–1½ hours until doubled.

Punch down dough; shape into 12 pieces (8 rounds + 4 “bones”). Place on parchment, cover, and let rise 45 minutes.

Preheat oven to 350°F (175°C). Brush loaves with beaten egg, arrange “bones,” and bake 30–35 minutes until golden.

Brush warm loaves with orange–powdered sugar glaze and sprinkle granulated sugar. Serve warm.