I have never stopped wearing high wasisted smart skirts, and wasn't aware it was a dated thing. I kept buying mine at higher end stores (on sale, when possible!) because these need to be very well cut and in a material of reasonable quality for it to look right.
Problems you might encounter with high waist skirts that are not well cut:
- Bunching at the waist, in the back
- Bulging tummy
- Heartburns from too much constriction
- Yawning fly
- Unintentional zigzagging hemline from hasty sewing
- Not enough room to walk
- Diagonal folds at the hip level (skirt not wide enough)
- Floatting waistband
- Material that has no stretch whatsoever and then is cut too close to the body, making you feel like a saucisson.
- Too much material, like a puffy midi: you will look like you are wearing a pageant fairy or princess skirt. Not good.
How a well cut high skirt should feel and look:
- Delicately cinched waist that sits slightly above the rounder part of the lower tummy, but not constricting your ribcage.
- Waistband is on the wide side.
- You know you've hit the kackpot when tucked anything on top looks good instantly.
- It's normal to see a little bump where the lower tummy is, highlited in the most discrete way, in harmony with the rest of your shape. Women are supposed to have a tummy! But what is not good is when the skirt actually bunches up right there showcasing something you don't really have. (Unless you strive for that).
- The slit will show a little bit of leg in an elegant way. If you feel any little discomfort and if the slit is too high, then don't buy it, or consider having it taken in a little. I did that and it did change the feel of the skirt slightly.
- With a quality high waist pencil, flats are very flattering, even on short legs like me.
- You will find wearing coats of all kinds look immediately good.
- Boots and heavier footwear instantly look much more wearable and even cool, because the elongated proportion from the higher waist allows for more footwear options.
Your choices above all took terrific!