Maxi length trouser skirts seem to be having a bit of a moment as we continue to see trends from the 90s and early 00s creep have a strong sartorial presence. Unlike low rise jeans or platforms shoes – been there, done that – this is one “trend” I’ll happily get on board with. The reason being that it doesn’t stray too far from my comfort zone.
Wearing DISSH tee*; DISSH maxi skirt*; Lemaire croissant bag; More Joy cap; Gucci crystal slingback heels
The cut, silhouette, and suiting style fabric have a tendency to make these types of skirts feel quite formal. So, I thought I’d break down a recent outfit which blends formal and casual elements to create a look that feels balanced for day-to-day.
First, the skirt. Elevated with a hint of structure, there’s an air of formality to it. My feeling was the simplest way to dial things down a notch was to add a top with some slouch to it; enter the humble t-shirt. This is in a soft off-white, so while there is some contrast here, it doesn’t feel stark. It’s eased out, in a gentle oversized silhouette that has a slightly longer sleeve length. Worth noting here that the skirt is very modest, and I leaned into that with the tee. To do anything else would be to dress this up for the evening, and I wasn’t wanting to go there (at least not while running errands in the city).
Next on the styling agenda was to add in some glitz and glamour. Sparkly shoes fit the bill, but with a barely there kitten heel, these are low-key enough that I don’t categorise them as solely special occasionwear. In line with the styling of the skirt, you’ll note that my lower half feels fancy, while my top half is dressed down. Slinging on my crossbody croissant bag and finishing off the outfit with a cap to swing the pendulum back into casual territory.
Such a wearable way to style one of these skirts that doesn’t feel like a rerun of the 90s. No tie dye or baby tees in sight. For winter, I like the idea of reaching for either a thin merino knit or chunky oversized sweater, and some fitted knee high boots with a chunky heel. A stiletto feels a little too expected, whereas something with a Cuban heel (like these boots that I love) have an element of modernity while still being reasonably classic and easy to style.
