I have tried a whole bunch of different shoes in my time skating. I have seemed to settle on high tops/ mid tops. I have skated the lakai telford for 2 pairs, then I skated the nike sb dunks. The telford is a high top and the sb dunks were mids, but they were basically the same exact thing except the strap. Those shoes have been my favorites. I love the support of the higher shoes. I'll skate anything of that basic shape as long as I am not paying more than $50. I just got a new pair of the telfords that I cant wait to start skating in tomorrow, weather permitting. I highly recommend the telford.
http://www.rise-worldwide.com/wp/wp-con ... /lakai.jpgI to hate breaking in shoes, or well anything for that matter. I have find the transition between shoes to be less frustrating if I keep ridding the same make.