I use the words “shove-it-on-and-go” because the slip dress has always functioned as a sort of low-effort shortcut into cool: in part because the design was originally intended to be worn as a boudoir-ish undergarment.

From vintage treasures to a surprising high-street hit, these are the styles I want to live in this autumn. Here, see the very best slip dresses to invest in.

Holmes walked around her Manhattan neighborhood in an outfit that could have come from her Dawson's Creek days. It couldn't have been more minimal (for her): a '90s black slip dress with spaghetti straps and an exposed raspberry bra peeking out from underneath her dress.

Katie Holmes kicked off her jeans for a slouchy summer dress this week, as temperatures reached the 80s in New York City. And this week, she pulled a style cue from the mid-’00s, nonchalantly layering an easy black slipdress over a red and pink tank—their spaghetti straps clashing and twisting in a way only Holmes could pull off as cool.