In the bowl of an electric mixer, using the paddle attachment, mix the Crisco All-vegetable shortening and clear vanilla extract on medium speed for about a minute. Scrape down the sides of the bowl.
Add the icing sugar and milk, cover the bowl with a large tea towel, and mix on low speed until the icing sugar is incorporated into the shortening. Take the tea towel away and mix until smooth.
Once your cupcakes are cool, ice them with a butter knife or large piping bag and tip of your choice. (I used Ateco #855, #856 and Wilton 1M).