Pentagons cannot tile the plane as they leave gaps. However, you can produce very complex tilings that tile the plane with an irregular pattern. To do this you will need to use Logo to make the pieces that you need and then import them into Paint.
You will need to make the pieces at different angles and use rotation and reflection operations upon them.
There are a huge number of pentagonal tilings with varying amounts of local symmetry.

repeat 5 [fd 100 rt 72]

repeat 5 [fd :size lt 72 fd :size rt 144]