Here are a few recent skirt and dress outfits. I am using some of Angie's suggestions to stay warm enough. I also tried to vary my silhouettes, but I have few warm pieces so it is harder to get variety.
1: Warm knit/Winter Fabrications/ Knee high boots: Alpaca sweater dress with knee high boots. Fluid silhouette.
2: With Thermal undergarments. Fitted over fitted silhouette. I have a silk long sleeved tee under the shirt and bike shorts length layer and slip under the skirt. Do you think the top and bottom are too high contrast here for my height?
3: Jacket under a coat. Fitted over volume silhouette.
4/5: Jacket under a coat/Warm knitwear. The last photo is of the wool tee layered under the jacket. The skirt is a pleated knit wool blend. Volume over volume silhouette. Too much volume on me? I look at the photo and feel fat.
I welcome your comments and suggestions for improvement and other styling ideas.
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