denim dresses at old navy Navy's Super-Cute New Dress 'Understood the Assignment' 59 and wear sizes s (4) Old Navy Women's Short-Sleeve Denim

There will be a few times throughout your breastfeeding journey where you need to dress up a bit (maybe for a graduation ceremony, a wedding, a friends baby shower, etc.), and the Chloe Dress from Tuckernuck or this Harper dress from Abbey Glass will be your best friend

Manolo Blahnik BB Pumps, $595 at Manolo Blahnik

Black Pants with Brown Oxford Sneakers Oxfords are an admirable footwear choice if you want to wear brown dress shoes with black pants

Perfect for more formal evenings (although a party flat will take it into loucher territory), this commanding dress features a weightless silk overlay that covers the solid slip, with a signature weighty fringe trim that ensures it'll move beautifully with every stride