I put out clothes for DS each night, to make things run a bit more smoothly in the mornings. Sometimes DH comes in wearing almost the same thing, before I have dressed DS(so he has no idea). This morning I just started laughing when DH came out in a striped thermal T from Old Navy. I guess it is inevitable at some point, because we buy a lot of their clothes there, but it is still funny!
My husband and my son look practically identical so when they wear something even somewhat similar they look like they did it on purpose. I think it's funny. Plus, DH has a really good sense of style and loves to dress my son so of course he comes out every morning just like DH!
My 4 yo loves to dress like DH. It may not be exact, but if DH has on cargo pants/shorts DS wants them too. If DH has on a football shirt DD needs one on too.