Preheat the oven to 325 degrees
Beat the butter on high for 30 seconds. Add sugar, beat until combined, scraping down sides of bowl. Beat in milk and vanilla. Gradually add flour.
Remove 1 cup of dough and set aside. Mix red food coloring in the remaining dough.
Make a one 1-inch ball and five 1/2-inch balls from the red dough.
From the plain dough, make a 3/4-inch ball and four 1/4-inch.
Attach them by pushing the dough together, like picture shows.
Add the chocolate chips for the eyes and three buttons.
After the Santas are assembled on a cookie sheet, bake them for 12-15 minutes. Let cool for 2 minutes.