Shapes and Sizes

This morning as I was shaving, I found myself staring at the too many objects on my basin, instead of on shelves: toothpaste; toothbrush; brush; ointment; a second razer; shaving cream; a toothbrush holder; and, more. I realized that these different things would make an interesting lesson on different shapes. Students could first draw the different objects. They could then compare and contrast them. Would one object work as well for one item as for another. For example, would a sqaure work as a toothpaste holder instead of a rectangle? What about a circle? What's the point of having different shapes?
A question for my technologically oriented friends: How could we incorporate technology into this lesson?