Good Children Wear Hats

I have an uncanny love for hats! However, I can not “pull” off a hat. I do have a large collection of women’s vintage hats from the 40’s and 50’s that makes me dream about the stories of the women who wore them.

Iris, our 7 year old used to wear hats all of the time. Nana made her gorgeous hats. In the past year, Iris’s love of hats has waned and now you can only see her wearing a tiara during dress-up or to the grocery store last week.


A painting I did of Iris when she was 4 years old in 2009

Cesar, our almost 2 year old hates hats. Even during the winter months with my threat of, “You better wear this hat or your ears will freeze and fall off,” did nothing to motivate him to keep them on.


A painting of Cesar I did of the last time he wore a hat in 2011

Now Bency, the 5 year old LOVES hats! He does not wear them for a purpose or because I make him; he just genuinely loves them. He wears them 24 hours a day…even when he sleeps.

His collection of hats include a captain’s hat, a Daniel Boone raccoon tail, a derby hat (man size), a Pittsburgh Steelers winter hat and many more.

This spring I picked up an equestrian riding hat at a garage sale for 25 cents. I thought it would make a cool decoration. Bency immediately claimed it as his and began wearing it all the time…even when he slept. Now, if you’ve never seen an equestrian riding hat, these things are HEAVY! They are lined on the inside and velvet on the outside. Bency wore this hat everywhere…the park, grocery store, library and restaurants. As the spring weather got warmer you could see Bency wearing this hat with beads of sweat dripping down his face and his hair was completely wet. I told him it was time to put the “horse hat” away and get something more appropriate for summer.


A painting I did last night of Bency wearing his equestrian riding helmet

Bency began wearing the 1980’s bike racing hat the elderly neighbor lady gave him for Christmas. It is made of light material, has a brim to keep the sun out and according to Bency very comfortable to sleep in.

There’s something about a child wearing a hat that makes it hard to scold them. It evokes innocence, magic and a reminder that they have not hit the age where they think “they can’t pull off a hat.”

Cesar is about to enter that age where kids get sassy, selfish and think they rule the world. I wish I could convince him that if he just wore a hat it would save him a lot of “corner time” and “time outs.”