black maxi dress with flowers Juliet Dress, in Charm Peony Taffeta, Size: Small | Show Me Your Mumu Hang Or Line Dry Petal and Pup Women's Wrap

Accessories like leather boots and minimalist glasses replaced some of the early, overtly ironic touches

12 Baker Boy Hat Getty Images I find the rest of Britney's outfit to be...um...intriguing (we really loved a flouncy tunic top back then), but she's totally pulling off that hat

Fall in love with this elegantly designed A line wedding dress

I also love the exposed zip closure on the back of this dressit elevates it just enough to set it apart from your typical black shift dress

Such an upscale style for under $150, this midi semi-formal dress is a figure-flattering choice whether you are attending graduation, a rehearsal dinner, or another fancy get-together