I went a little outside the box and chose this Elle cover image. (Used with permission.) I love the retro design and that it both offers some imple aspects and some more challenging ones. I have a little knowledge of Illustrator but I'm mostly just learning, so I think this will be a good balance between possible and challenging.
I began building some of the basic shapes with the pen tool.
I continued to add in more details using the various shape tools and by combining shapes.