My first satin skirt came from a cheap high street rail, cost about fifteen pounds, and clung to every static tight in a way that meant I spent an entire evening tugging it off my own legs. What it taught me is that satin has opinions about tights, and you need to pick a side before you leave the house.
Once you've sorted that, a satin skirt is a reasonable piece to build around rather than a tricky one. It sits well under a plain jumper in the colder months, the kind with a close rib that doesn't fight the shine, and it looks just as sensible under a denim jacket on a warmer evening when you want something that isn't jeans again. A fine knit top tucked in works better than anything heavy, because bulk at the waist kills the line the fabric is meant to give you. Boots ground it in autumn, flat sandals do the same job in summer, and either way the skirt is doing more of the talking than anything else you've put with it, so the rest of the outfit can afford to be quiet. The weather side is worth being honest about too: satin in a downpour is miserable, it marks with water and clings in the wrong way, so it's really a fair weather or indoors fabric rather than something to trust on a commute with no umbrella.
The difference between a good one and a bad one is mostly in the hand feel and the seams. Cheap satin is thin, almost papery, and it creases the second you sit down and stays creased. A better version has some weight to it, drapes rather than clings, and the seams are finished flat with no puckering where the fabric has been stretched to fit the machine. Check the waistband construction too, a good one has proper interfacing so it doesn't roll or collapse by lunchtime, and look at the zip, metal or a decent plastic tooth rather than one that catches the fabric as you do it up. Hold it up to the light in the shop if you can, because that's when you see whether the weave is dense enough to hide your underwear or whether it's basically see through under anything brighter than a lamp. Run a hand down it too, a quality satin feels cool and slightly heavy, not slippery and weightless.
The mistake to avoid is buying it a size up thinking satin is forgiving. It isn't. Every extra inch shows as a pucker or a pull, so fit it properly or it will look like it belongs to someone else.