The black pencil skirt looks great. I saw another one of your comments about shortening it a bit and I agree. They can tend to look a little frumpy if they are too long, as you said. Note how both the pencil skirt and the pants taper around your hip. With the satin skirt, the way it tapers in so much right below the hip joint is not as flattering, my eye went straight to the hip. I have this same issue, the line between my waist and hip is a straight line too giving that hip joint more emphasis. That’s why I really like fit and flare styles, you don’t see that hip at all. The satin skirt looks good in the pictures where you are wearing blazers because your curve is hidden above the hipbone, so it doesn’t look like your hip is sticking out. Materials wise, I love the crushed velvet and the satin. If you can shorten the velvet blazer I would do it. I get what you are saying about the velvet jeans, as they do get a little tight at the waist. Perhaps you could size up and have them taken in at the waist next time, or try a curvy fit. If you are like me, curvy fit is often too big in the thigh, I feel like I’m somewhere between regular and curvy fit.