My favorite maxi skirts/dresses (I own these):
Splendid skirt/dress | $88 at Shopbop – straight
Rachel Pally maxi dress | $233 at Shopbop – this is similar to a style I have, I stalk Hautelook, Rue La La & Gilt for Rachel Pally at around $100…
James Perse | $59 at Last Call, fitted but flowy
Lanston racer-back maxi dress | $138 at Shopbop
I tend to collect mostly James Perse maxi skirts/dresses and they all generally fit the same: fitted at the top and flared at the bottom. I like this style a lot, but I have other styles in my maxi dress/skirt wardrobe: straight (Splendid), flowy (Etoile Isabel Marant), and dresses that are cinched at the waist and float nicely over the hips (Ella Moss, Joie…). I wear maxi skirts/dresses mostly in warm weather, because I generally feel like I need to show some skin, or at least that I have a shape, when I wear long skirts. Otherwise, I can look swallowed up by fabric. That’s the trick, I think, for us shorties to wearing long lengths: balancing top & bottom. Sometimes I do it well, sometimes not! (and sometimes I just don’t care…)
One of my very favorite skirts is by Etoile Isabel Marant from last year (sold out). I love it because it’s different from everything else I have; it’s gauzy, layered (seen here), and so, so easy. I love ALL things Rachel Pally – the fabric is wonderful and it drapes beautifully (perfect to skim over imperfections – my latest dress here), Ella Moss (last seen here), and Joie (dress last seen here).
Just for fun, I put together a retrospective of my favorite maxi skirt/dress looks spanning the last couple of years. I’ve been wearing them for many more years than that, if you’re adventurous, look through the Outfits archive for lots more!