I have I think around 10-15 pairs of shoes, a dedicated 6 or so are in my rotation and I just ordered another pair yesterday, though their on backorder.
Lets See
I have The Converse Black/Black Monochrome ones
Nike Air Force Ones Black and Gray
Adidas Hemp Black and Beige Superstars (I love these, however they always makes my socks roll down under my feet...)
Adidas Skate shoes (I cant find the name but they are blue, yellow, white)
New Balance 574, you know the one with the huge reflective N that everyone seems to have a pair of, (http://www.bayareakicks.com/wp-content/uploads/2007/11/new-balance-576-canvas-purple.jpg)--I need to wash them, I havent worn them since I had to help at a park which was filled with mud and such

)
Blue Crocs Beach (mad comfy and I love wearing them to class)
Vans Classic Slip On Black (their nice, I just think that I got a size too big, cause they look too big, I shoulda got the size 8, stupid lack of half sizes)
Heelys Sleak (their comfy, I just cant seem to get a grip on the rolling part, http://www.zappos.com/images/748/7483628/10942-780759-d.jpg)
And:
I just ordered the Crocs Mammoth, their basically the same as the Crocs Beach, except for a higher heel, a fur lined sock is on the interior, etc, gonna be great for the end of winter and spring)