I have never been one to wear a shoulder bag. I try, but it often drives me crazy, even before having a kid. Having your hands free gives you more accessibility to do things with-out distraction from a bag. I have two styles to suggest, which I personally like to wear together when I’m with my daughter. The backpack, which keeps all her snacks, toys and necessities. With or with-out a backpack, I will always have a small cross body on which holds my wallet/cards, lip balm, keys and phone. I have easy access to grab the little things I frequently need with out taking the backpack off. Great combo, looks cool and happens to be practical.