I think its cute!
But you know, all guys are like that. Take a look at my husband, for example. He wore nothing but Airwalks for the longest time (since highschool). Well, unfortunately they sold their name to Payless Shoes awhile back and now they are crappy.
Did you know that I spent an entire day with him looking for new shoes when his old ones had finally worn to the point of no return? OMG! We had to have gone to at least 20 different stores at two different malls that were across town from each other. He finally settled on these Nike street shoes that looked similar to classic Airwalks. Oh crap! I'm rambling!
LOL! Well, anyway, my point is that guys like the wear what's comfortable... it doesn't matter if its expensive or inexpensive.