the most ridiculously over-marketed kids there ever were, the Dionne quints

kids with a couple of pedal cars and a wagon about 100 years ago

The Abernathy kids, Bud and Me

Gilbert Klecan of San Diego, won the national soap box derby in 1946, and looked like he just went 200 laps at Indy, but that’s graphite, not race grime.

Boy posing in soap box derby racer or go-cart, surrounded by other boys, during the 1908 New York to Paris Race. I can't believe I've never seen this, or even heard of it, before

Colson Fairy Sports Racer built around 1932

the most amazing stroller ever?

1940 Tribike tricycle.... what in the world did it need a 4th tire for? Well, pretend it's a 2 wheeler with training wheels and it changes everything

1949 American Metalcraft streamlined Autowagon (Thanks Robert!)