populate

Imagine we have a few boxes and rectangules. each of them are little diferent in size.
i want to make a column, for example, with them, and with grasshopper i want to controll how many of each one we use, and use random order, or whatever.
what would be the steps?
is it about orienting or vb?

pd.this is my goal, to understand how to get into this     http://www.livearchitecture.net/archives/3752
Thanks