This is the type of imagination you need for tessellations! To see the man in the moon. To see dogs and puffy sheep in the clouds. To see all sorts of people and animals in the outlines of countries. This is exactly what Zackabier has done in the video below: Europe according to creative people.
He’s also posted a few other videos for other region of the globe. If you can do something similar with random shapes, you are on your way to creating great tessellations.