"Leo really loved dresses and dress up just as much as Forrest, but his dad shamed him out of it. He was only repeating what his dad said to him when he sees Forrest."

Idk if this is actual cannon or someone already came up with this headcannon but it makes so much since. Plus he usually got away with it it as a child because people would think he was a pretty girl because like he saids in the house convo in the jp version "people say he has the face of a girl." When he sees Forrest it obviously reminds him of himself as a kid. I really like this head cannon and I would like to see more of cross dressing Leo =v=