Tell hIm he can't, or isn't allowed to??
yup try that with just about everything with him i tell ya he is stubborn

We had the same problems, until I got ds a pair of those rubbery sandals everyone raves about atm. I got them from Pumpkin Patch and ds loves them. he wears them round the house!!

With a hat, we let him choose his own at the shop (he chose a Wiggles cap) and because he chose it he likes wearing it.
he won't even look at a hat.. I have tried this too,,

Have you tried to give him the choice between two pairs of shoes. ie " you have to wear shoes.. which pair do you want". He feels like he has had some choice and when he cracks it you can tell him he chose them.
Yup done this too I might try this one again though.. It seems to work with his clothes when he starts having issues about what clothes I pick for him.. mainly Pj's. odd odd child