The skater dress gets dismissed as a bit teenage, a bit prom afterparty, and I get why. That flared skirt sitting off a fitted bodice was everywhere a decade ago on nights out that didn't end well for anyone's feet. But I think the reputation is out of date. Worn right, it's one of the most forgiving shapes going, nipping in at the waist and skimming over everything below it rather than clinging, which is exactly what a lot of us want from a dress most days of the week.
Where it genuinely isn't the answer is anything that needs a long, lean line. If you're after something elegant for a formal do, the skater shape will always read slightly younger and slightly more casual than a bias cut or a shift, no matter how good the fabric is. It's also not kind to very short frames, because the flare can swallow you and shorten your legs rather than lengthen them. The difference between a skater dress that feels like a proper piece of clothing and one that feels like it's heading to a school disco is almost entirely in the fabric. A scuba or thick ponte holds its shape and skims rather than sticks, while a thin jersey will cling in the wrong places and go see through under shop lighting, which you won't notice until you're stood under a brighter light somewhere else. Check the seam where the bodice meets the skirt too, that's the part doing the structural work, and on a cheaper dress it's often just a flat seam rather than a proper waist panel, so it loses its shape within a few washes.
Before you buy, stretch the fabric gently across the stomach panel to see if it springs back or stays baggy, and check the zip, because a lot of these dresses rely on a side zip rather than stretch alone, and a short or sticky one is a nightmare getting out of in a hurry. Look at the hem too, a skater skirt that's cut on the bias will swing properly, one that isn't will just sit there looking stiff. As for what to avoid pairing it with, skip anything with its own volume on top, a puff sleeve or a ruffled neckline fights the fullness of the skirt and the whole thing stops looking like a dress and starts looking like a costume.
Reach for a skater dress when you want to feel put together without having to think about what your stomach is doing that day, for work when it's paired with tights and boots, or for anything where you'll be sitting, standing and dancing in the same few hours and need the shape to keep up with you.