Outerwear should be something that you are happy to be seen in all day should the weather or climate be cold. It should enhance what you are wearing. You should be proud to put it on and feel good when wearing it. Outerwear is not just for warmth.
Pants are tricky, they should enhance your natural lines. Don't follow trends if they don't fit your proportion. Pants should be feminine, soft, or shape forming. Short women should not wear wide pant legs.
Classic style coats and jackets with a twist. The lines should be in proportion to the body height and weight. The length can be adjusted using higher or lower heels. These coats and jackets are timeless, it's what you wear them with that dates them.
Fall colors should be subtle and pull from the colors that are found in nature in the Fall season. The weather can be unpredictable so layer to go either way. Scarves will enhance any look. Often, scarves can replace heavy coats if worn with layered sweater
Skirt length should be in proportion with the body height and weight. Longer skirts need higher heels or longer legs. Shorter skirts need well proportioned legs. Stockings and heels are a great way to help cheat. Be careful not to look cheap in short skirts