Roosevelt's parents were rich landowners---they could have bought new boy's clothes for their son every month and had a barber cut his hair short!My father was born in 1945, he went on to be a bad ass in the military in ways I did not know until he died and a cousin served under a commander in Iraq who knew my dad. I have discussed him once or twice here.
He was dressed like this as a baby. They were handme downs that were comfortable and easy for a mother to put on. Head hole and arm holes. Mary Jane shoes are easier than shoelaces. Don't put modern day homo stuff on the past. People were practical back then, they didn't go shopping at the mall when they had a new baby.