how to wear a dress in winter

Spring/Summer Dress + Fall/Winter Dress

how to wear a dress in winter

How to wear a dress in winter: pair it with high waisted fleece lined leggings, knee high boots, and a felt hat. Finish the look with a wool coat.

*Will this outfit work on your body type? All my outfits emphasize flattering an apple shape -wider shoulders/narrow hips. In this picture I am 5’1″ 143lbs. I am petite and also have a high waist and short torso.

How to wear a dress in winter

First, choose the right kind of dress. I love black floral dresses. They make the transition from the warm months to the cool months easy. In the summer and spring, it’s easy to wear them with a straw hat and wedges. In the fall and winter, since black is the backdrop of the floral, black leggings, knee high boots, and a felt hat are practical pairings. All you need is a black wool coat and you’re set to brave the chill.

Where you can get items similar to what I’m wearing

If you’re looking for a black felt hat, here’s one similar to what I’m wearing. I like the crown not too high and the band not to thick.

When you wear fleece lined leggings, always choose high waisted so they don’t shimmy down every five minutes.

And all my knee high boots as of right now are from Naturalizer because they are so comfortable. I wore this pair working eight hour make up artist shifts and walking around all day.

Here are some other black floral dress options similar to what I’m wearing:


MidoriLei wears a basic fedora and black floral dress, target clothes, target style,woman in dress, fedora

How to wear a dress in spring/summer: strappy straw wedges + a straw fedora

I’ve featured this dress before in the summer. You can check out the post here. 

*This fashion and beauty blog is for apple shaped budget conscious women. Would you like tips and fashion inspiration for your specific body type? Fill out your email address below to get your free capsule wardrobe and my exclusive monthly newsletter–

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  • 12 pieces = 35 outfits
  • tips for choosing each piece specific to flattering your shape
  • picture of author wearing each outfit so you can visualize the items on an apple shape
  • item links for budget conscious women

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