Shift dresses are one of the most common requests I've gotten since starting the nursing style series. It is admittedly VERY hard to work around a shift while nursing. It takes very specific styling to make it work. Even more frustrating is the fact that shift dresses are among the most flattering styles to post baby bodies! I have two solutions to this problem.
1) Buy a shift that zips down the front. Easier said than done, I know - this is the Lilly Pulitzer Alexa shift, and although you can't tell in the photos at all, it has an invisible zipper in the front detail. It goes realllllly low and really high! Totally adjustable, totally ideal for nursing. This dress has a much higher price point that clothes I usually recommend, but I actually found it half off at my local Lilly signature store (The Pink Magnolia!) and maybe you could do the same? It came in three colors, and there are also a few sellers on eBay that have it new with tags for much less than retail. Word to the wise - size up, it runs small! It's certainly an investment, but in my opinion the sixties silhouette will never really be out of style.
2) Bring a sling with you! I have a habit of wearing shifts more and more lately, because to Claire what is out of sight is out of mind. Now that she's almost one, I'm trying to cut down on her nursing a bit to introduce more solid food, and take some of the pressure off of me. We aren't weaning! Just making a transition to a little bit more freedom for mom and baby. Shift dresses have been a big help with that. Of course, she still has to eat eventually. What I'll do when we're out and about to avoid having to run to the car is throw the sling on like a sash, unzip the dress from the back, and shimmy one arm out, the side that is covered by the sling. I just do that on both sides and usually no one is the wiser. It's especially easy and discreet if you happen to be seated in a corner booth!