Although I don't see men wearing them too often, I think wellingtons are unisex boots.
It looks like he is wearing a pair of hunters, these come in mens and womens cuts. They are field boots, for farming, dog walking, shooting etc...you arent likely to see many guys wearing them around town.
That may be NYC but I know from first hand experience that in the Upper Midwest 99% of the wearers are male farmers. If I based my perception of them on purely on what I've seen first hand I'd consider them to be completely unfashionable farmer's boots.