Learn how to draw Eeyore from the Winnie the Pooh book series. 1. Draw a circle for Eeyore's face and add in his ears. 2. Draw his body as almost an egg shape and add in his front legs as cylinders. 3. Add in his back legs and tail and add details to Eeyore's face. 4. Add eyes and mane and start to add color to his body. 5. Continue to color Eeyore and finally add shade.