Most Helpful Guy
Outer-clothing yeah. Most people always wear the same hat, if you wear a hat generally you either wear it as a "statement", a means of expression, in which case you wear hats in a certain vein or the same hat, or else you wear them for warmth, and then you wear whatever. Depends on your temperament. Wearing the same jacket every day is pretty much regular too. Like bikers or travellers, you know, comes out of nomadic tradition, I'm sure. I wear the same boots, jacket and sunglasses every day.
As long as he changes his shirt, jeans, whatever else, he's like, not doing anything out of the blue or unordinary. If he doesn't change those, then, well... To be honest even that's not abnormal, so long as he cleans them, hahaha.
Lads outerclothing isn't like ladies outerclothing. They're more sturdy and versatile, they can work in more weathers and work with more outfits. That's why I wear male jackets and boots, despite wearing mostly female clothes otherwise.