Why am I even surprised that DS clearly doesn't match when DH dresses him? In fact, by looking at DS's outfit right now (we're going out, I'll be changing him in a minute), I'm surprised DH manages to dress himself in matching clothes. He's wearing brown/orange plaid shorts and a red shirt (which does have brown sleeves, but that doesn't mean it matches).
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Re: When DH dresses DS
My DF is the same way. When it was that awkward winter-spring time earlier in the year, DF would always put short-sleeves on DS when it was too cold, and long-sleeves on when it was too hot... Anyone ever hear of a sweater? =P
My son has a blue/black/white plaid overalls and one day my DF put that on him... with a terrible striped shirt... Yet, DF manages to dress himself nicely every day...
SIGH!! I feel your pain.
me too!! If DH is going to get the kids dressed, I leave the outfits laid out with mathching socks. Otherwise anything is fair game that he can find in the closet. Even with me matching the things up when I put them away does not alway ensure the kids will be matching.