I made these bears to go with this flannel board. They took almost no time to make and my daughter loves them. You can turn this activity into a game by putting pictures of the different outfits on cards (or just having colored cards in a container) and having your child put the outfit/color that matches the card they drew on their bear. Turn the dress into a skirt by cutting it in half.
Patterns for these bears are available as free downloads here. The faces on my bears were drawn on using a regular gel pen; a sharpie would work as well.