I'm not even sure where to begin. Like Kari, Tara, and LeahJanes, my guy is always wearing a graphic tee (most of which are many years old, too many of which are starting to get holes in them), khaki shorts or jeans, and chucks or pumas. He has ONE black hoodie that he wears when it's cold. Before that he had a black hoodie for 2.5 years, and it took a lot to get him to buy a new one when the old one had too many holes in it. He did go to boarding school for 8 years, so he knows how to dress up when the occasion calls for it. But somewhere in between casual and formal is completely foreign to him and his wardrobe. He also hates spending money on clothes and very rarely goes shopping, but hopefully now that he has found a job we will be able to remedy that a little.
Oh, and he's bad at tossing socks once they get holes. His whole heel can be sticking through a pair and he'll still wear it. In the past he would replace them when his mom bought him new socks (I know...), but his mom doesn't buy his socks anymore so I'm not sure how we're going to overcome this one.
And sometimes he wears trucker hats.
And he refuses to pay to have his hair cut, so I cut it for him (though not often enough). It has been 5.5 years since a professional cut his hair.
And I love him like crazy!