Vision: In men’s dreams: seeing a beautiful skirt means winning the favor of a charming woman. Seeing a very short, tight skirt: you will meet a frivolous woman. Seeing a wide skirt: you are having an affair with a woman and the wheels of gossip are turning. In women’s dreams: seeing a wide skirt: you are going to be faced with an embarrassing situation. Seeing a short, tight skirt: a man will make improper advances—but through no fault of your own. Seeing a worn-out skirt: right now you are not having much luck with the opposite sex—get ready for a disappointment. Seeing a beautiful skin: good luck with the opposite sex. See Clothes, Pants.
Depth Psychology: A skirt, like pants, is a sign of your erotic desires and needs—a slip would be even more so: you clearly are ready for romance.... Dreamers Dictionary
To dream that you are wearing a skirt, represents the signals that you are conveying or sending out. Consider the condition of the skirt and you’ll get a clue to the impression you are making on others.... My Dream Interpretation