Pajama dressing has been a sleeper trend for years now, but it always felt a little out of my comfort zone. I decided to give it a shot when I came across this floral top, which has the classic pajama piping at the seams but isn't immediately recognizable as sleepwear. To style it, I made sure to choose bottoms that are clearly a daytime pant, since a slouchy trouser or cotton pant could easily make it look like I rolled out of bed and onto the street. I further added some structure to the relaxed outfit with a sculptural bag for an end result that feels effortlessly sweet.