The pleated midi skirt is swooshy and comfortable, especially when it has an elastic waist. Some pleated skirts are more streamlined than others. If you’re concerned with too much pouf, choose a silhouette with a less voluminous and flatter pleat, and wear tops over the skirts instead of tucking them. 

I like the relaxed, less conventional, more playful vibe of these pleated midi looks because it makes the skirt versatile. You could work from home in these looks with your version of indoor footwear. It’s a big nod to fashion’s creative and liberating theme that almost anything goes, and I LOVE that.

Choose any colour palette as you put together these looks.

1. Charming Matchy-Matchy Slouch

Combine a pleated midi with a slouchy pullover. A welted pullover will add some structure. The model has layered a blouse under the pullover, but that’s not essential. A scarf is a good substitute. Finish off the look with flat mid-calf boots, and socks that peek out from the top if you like. Here, the blouse, boots and trim on the hat match, but that’s optional. Also, the skirt and pullover are high contrast thereby creating horizontal integrity. Low contrast separates will create vertical integrity.

Scotch & Soda Pleated Midi Skirt

2. Hooded Comfort

Combine a hoody with a pleated midi. A short boxy hoody, or a longer welted one will create proportions that are just flattering enough. The low contrast between the top and skirt elongates the outfit, much like a column of colour. Add sneakers, hi-tops or casual mid-calf boots. The socks here look a little like leg warmers, and could be a fun addition. But if they feel too juvenile, leave them off. The flat floral boots in outfit #1 would look fab with this outfit.

Uniqlo Ultra Stretch Dry Sweat Long Sleeve Hoodie

3. Elegantly ‘90s

Combine a pleated midi with a black top and flat black mid-calf boots. The top here is tucked, but you can semi-tuck or leave it untucked. A black hoody would look good too. Add black sheer or opaque hosiery and a short black moto, aviator or puffer jacket for warmth.

MM6 MAISON MARGIELA Pleated Crepe Midi Skirt

4. Sporty Pretty

This is my favourite of the lot, because I like the practical but pretty components in the crisp light palette. Yet you can choose any palette. Combine a pleated midi with a slightly fluid sweater. Wear it tucked or untucked. Add a short puffer jacket and sneakers or hi-tops to complete the Sporty Luxe vibe. Add accessories as desired.

Violeta Hidden Hood Quilted Anorak