I was recently part of a conversation with other mothers about whether or not to let your children choose their own outfits. Most people agreed that if they saw a child wearing a strange outfit they just assumed they chose it themselves and thought it was cute. But when it came to letting their own kids go around like that, they worried about people judging them as a mother. One brought up a good point that her son has no sense of what goes together and frankly doesn't care, but she guides what he wears to avoid one more reason for kids in his class to make fun of him.
My three-year-old loves picking her own outfits. Her whole life is a game of dress up. I think her philosophy is that if she likes it, it goes with anything else she likes. And an outfit like the one below draws smiles now, but I probably would discourage something like this in a few years when she's going to school.
The conversation made me think about how little my daughters know about fashion because of how little I know. I thought they weren't influenced by me because I had no fashion to influence on them. And then my Kindergartener chose her tie dye school shirt and wanted to tie it up with a hair elastic. All she's missing is stirrup pants. (And to be super cool, she should be wearing two different socks on each foot.) I've heard the 80s are happening again (or happened, am I too late?).