Many boys like the caps, for example beanies. Most boys like it. So if you observe carefully, you will find that you can see the beanies in every occasion.
Many cap styles have definitive usages. The peaked cap, for instance, is worn when dressing up in America. The baseball cap was a play style. Other caps had more varied usage such as the flat cap. The beanie was definitely a play cap. All the images we have found show boys wearing beanies with casual clothes at play or pick up games-usually baseball.. Usually the boys are wearing knickers. We have noted some boys wearing beanies to school, but play was much more common.
The beanie is best known as a popular headwear style for Anerican boys in the early 20th century. In addition to this basic usage, we notice a variety os specilized beanie styles. We note several specialized styles of beanies. The best known thanks to Cecil and Beany is the propeller beanie. This was not a beanie commonly worn by American children, but has taken on iconic status. Another specialized type of beanie is the Moskaears beanie. They were first worn by the Disney Mousksteers during the 1950s. I don't think that they were any where as popular as coon-skin caps, but the younger children loved them, both boys and girls. And of course the millions of children who have visited the various Disneyland theme parks. Beanies were also worn at American colleges, often by the incoming freshmen.
Thus it can be seen, the beanies are very popular. So if you want to buy a hat for your son, you should choose the beanie, believe he will like it.