Do you prefer to latch baby or pump out milk when you are outside and why? I am referring to staying outside like half a day out shopping with baby.

If possible, Latch. It is very convenient. Anytime, anywhere. If you are comfortable u can do it while baby wearing , or with a nursing cover else find a nursing room if not so comfortable. Pumping while out with baby is inconvenient as u will need to bring lots of pumping stuff.