How to Wear a Short Dress Safely for Ages 40, 50+

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Have you ever seen a cute dress and wanted to buy it but it just seems a little too short for you? Sometimes there are ways to circumvent this problem. Here’s what I did with mine and also a few styling tips on how to wear a short dress over 40, 50+

Let me start by saying that skirt length is a personal choice. I am not here to say that as a mature woman you should or should not wear short dresses. The days of judgment and “age-appropriate dressing” are over. Now style is what makes you feel confident and this usually comes from wearing something that suits your personality, figure and lifestyle.

Myself, I’m pretty conservative and generally like my dresses to come above my knees, but there are odd times when I feel like wearing a dress that’s more comfortable, fun, and sassy. In that case, I might get a shorter skirt as long as I can find a way to feel comfortable in it.

Take this cute green dress, E.g.

I fell in love with the clean, modern look of this gorgeous Blouson style. stretch jersey dress. It’s easy to wear, it’s soft and super comfortable, and it’s casual, although you can dress it up if you want. Yes, it’s on the short side, but that brings me to the first point I want to make for styling a short over 40 dress.

1. Consider the Overall Dress

This dress may be a little short, but it also has a high neckline (I love that stunning boat neck!) and long sleeves so it’s not that revealing. If this dress had a V or round neckline, or sleeveless or short sleeves, it would have felt too bare and I wouldn’t have bought it. Makes the overall styling work. Add to that my legs are still one of my best features, so why not have some fun?

There are several ways to make a short dress work at 40, 50+.

2. Wear Opaque or Semi Opaque Tights

Short dresses are a little easier to wear in the fall and winter because you can create the illusion of a longer hemline by wearing dark, opaque or semi-opaque tights. My dress is dark green, my tights are black, and you don’t notice the hem as much as when I’m wearing bare legs or sheer stockings.

3. Wear Flat Shoes or Boots

The higher the skirt, the shorter your heel should be. Flat or low-heeled shoes or boots will help your short dress look less short. This works even better when your shoes and tights are the same color. I paired low-heeled black boots with black tights. No color breakouts to draw attention to my legs or short hemline. My dress is a dark color which also helps.

4. Wear Tights with a Short Dress

If your short dress is a plain shirt dress, tunic style or flowy, you can usually wear it with leggings. (See examples here). In this case, tights don’t work very well because the bottom of my dress is a little too thin. You want your dress to look like a long top over tights, not a short dress over tights. One type of dress that always looks great with leggings is a short sweater dress. (Here are some examples)

5. Layer a Long Cardigan with a Short Dress

Another thing you can do to balance the shorter one is to wear a long cardigan over a short dress. Cardigans are traditional and soften the sexy look of a short dress. It also creates the illusion of height when you wear a cardigan that is slightly longer than your dress. Note: Too much length difference will accentuate how short your dress is, especially if your cardigan is a contrasting color to your dress like this red!

look out

Finding a way to wear a short dress over 40, 50+ takes some trial and error but sometimes it can work. If you have a short dress in your closet that you’ve given up or a short dress you’d like to buy, play with these ideas and see what you think. You may just be surprised at the results. Now go rock that short dress!

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