Well I tried the Ivy Plugin and I have to say I'm pleased with the results. I was just wondering if there was a way of modifying the leaf models, that are used in the plugin, so that they are just an outline of a leaf. That way they they might cast a leaf shaped shadow. They are now just square shaped polygons, with a leaf textures, that cast a square shaped shadow. I tried to modify the models within the "textures" folder so the the lines of the polygon followed the leaf texture's outline( simplifying the contours as much as possible) , but it didn't seem to work.
I feel like and idiot, asking you guys this question, cause you guys have helped me so much. My model is now at a stage such that I can make it function in my portfolio as I intended it to. There are enough light patches between the shadows to demonstrate my concept.
PS. TIG, Thank you for all your help. I really appreciate it, and that you cared enough to make an example model. Unfortunately I needed to cast shadows with something much more complicated than a fence. I was using the fence as an example. But, perhaps your plugin may still be helpful for tidying up the vines( not sure yet, gotta see how I may be able to refine the cast shadow more).