Maybe he's being overprotective because of the shift in parenting babies again. It's hard to make that shift and feel comfortable when your older ones make those first steps into the big world.
Lately we have been pushing J to take on more responsibilities, to learn to be more independent beyond home and family. I gave him a brief "how to" on riding the city bus system, handed him a bus pass and showed him the site to look up the time table..it's beyond time for him to learn this. Considering he will be driving soon, he's gotta figure out how to get one place to another.. and we've learned riding a bus and walking the streets are the best way.
Dump us in Mpls, E and I would find our way home thanks to our carless life in the early years of marriage.
St paul.. not so much

Always manage to forget the street names.