How To Style A Cropped Jacket Outfit For Women Over 50 High And Low

You may have noticed, the cropped look is everywhere! You’ve seen it in stores, on TV, online and on 20-somethings. They are wearing cropped tops and baring their midriffs. No, women over 50 cannot and do not want to wear them. We all remember short and cropped looks from our past and don’t think we should go there again. However now that pants and jeans are higher waisted and wider legged, why not give it a try? I was inspired by Lauren’s fabulous find, a cropped trench jacket for only $20! I love the look, and decided to put together a high-end cropped jacket outfit for women over 50. And if you don’t want to invest a lot into this look, I also styled a look-alike low priced outfit.

Cropped Jacket Outfit for Women Over 50

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The Cropped Trench Jacket

Start with this amazing Alice + Olivia Hayley Cropped Trench Coat for $695. It has the classic trench coat color and styling. It is fitted and has a sash that can be tied in the front or back. (See Lauren’s styling tip). However you can give the trend a try with this similar (but more boxy) Xiaoxuemeng Womens Cropped Trench Coat from Amazon for only $39.99.


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High Waisted Wide Leg Jeans

If you don’t already own a pair, you need a pair of high waist wide leg jeans now! Yes they are a blast from the past (think Farrah Fawcett) but didn’t you love them? And now they include elastin providing a little bit of stretch, so they are much more comfortable. Invest in these Joe’s Jeans The Mia High Rise Wide Leg Jeans (with 2% elastin) for $198, or get these Gap High Rise Stride Wide-Leg Jeans (with only 1% elastin) for $63.

The Black T-Shirt

A long fitted black t-shirt is an ideal base under a cropped jacket. It will tuck in smoothly under the high waisted jeans. This Theory Johnna Pima Cotton Tee is perfection for $75. However, you can pick up this H&M Fitted Microfiber T-shirt for a mere $12.99.

Wedge Espadrille Sandals

To give your look a longer and leggier look, try a pair of high wedge espadrille sandals. These drool-worthy LOEWE + Paula’s Ibiza Leather Espadrille Wedge Sandals are $1,100. But you can pay 1/3 the price and get these high quality Vince Women’s Belisa Square Toe Espadrille Platform Sandals for $330.

The Plaid Tote

This cropped version of a trench coat begs for a classic plaid bag. Get the real deal, and purchase this Burberry Small Leather-trimmed Checked Cotton-canvas Tote for $1,790. You will carry it for years to come. But if plaid is not really your bag (pun intended) this Waiyqju Plaid Canvas Women’s Tote offers a fun oversized plaid and it’s only $32.99


Crop Jacket Outfit Styling Tips

  1. Wear high waisted pants, jeans, skirt or fitted dress with a cropped jacket. Especially like this jacket, when it is slightly oversized, you need to balance it off with something slimmer around your waistline. Avoid bottoms with gathers or pleats at the waist.
  2. Wear a fitted top such as a tank or t-shirt, and make sure it is long enough to tuck in. This keeps the volume down around the waistline and a thinner fabric will stay smoother under your pants or skirt.
  3. Balance out your silhouette with flare or wide leg pants and flowy skirts or dresses. You can try slimmer fitting pants or skirts but most women over 50 will feel more comfortable with loser bottoms.
  4. Give the cropped jacket trend a try! You may find yourself reaching for this silhouette just as much as your trusty blazer. This one piece can give your entire wardrobe new life this season.

Shop The Crop Jacket Outfit High and Low


Alice + Olivia Hayley Cropped Trench Coat, $695

Joe’s Jeans The Mia High Rise Wide Leg Jeans, $198

Theory Johnna Pima Cotton Tee, $75

LOEWE + Paula’s Ibiza Leather Espadrille Wedge Sandals, $1,100

Burberry Small Leather-trimmed Checked Cotton-canvas Tote, $1,790

Total High-End Outfit: $3858


Xiaoxuemeng Womens Cropped Bike Jacket Casual Double Breasted Trench Coat with Belt, $39.99

Gap High Rise Stride Wide-Leg Jeans, $63

H&M Fitted Microfiber T-shirt, $12.99

Vince Women’s Belisa Square Toe Espadrille Platform Sandals, $330

Waiyqju Plaid Canvas Women’s Tote, $32.99

Total Low-Priced Outfit: $478.97

Will you try a cropped jacket this season? How would you wear it? Would you style it high, low or a mix of high-low fashion?

Carol Calacci

You may also like to read Resort Wear Outfit Ideas: 6 Ways To Wear One Pair Of Floral Print Beach Pants and The Most Comfortable Spring Shoes for Women Over 50.

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how to wear a cropped jacket outfit for women over 50 fountainof30
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