How to Wear a Denim Skirt Despite Being Over 40 Years Old

by Tanaya

Katie Holmes wearing a denim skirt modestly in a pretty way/fadedyouthblog

Katie Holmes wearing a denim skirt modestly in a pretty way/fadedyouthblog

Any suggestions how and what to wear a dark denim skirt without looking like a soccer mom nor a kid?

I'm a 40 something mom, size 12 not a 14 like I thought. The look I'm after is casual but chic.

The skirt is just above the knee and is dark denim.

My shoulders/chest appears larger in some shirts. I stand 5'6 and wear 12/14 jeans. Slight baby belly still. When did this size become established as a plus size?

Any advice would be appreciated.. Don't want to toss out another cute skirt.

I'm glad you still want to wear a right above the knee length denim skirt despite all the myths that say that anyone older than 35 can't wear shorter hems and resort to those really outdated ankle denim skirts (calf-to ankle length skirts tend to make average and short women look dowdy).

Now I believe you can pull off a knee length denim skirt by wearing something modest (not conservative, but more classy) on top and on your feet.

So what is the shape? Is it a pencil (it tapers in towards the knee), straight or A-line? A straight and pencil shaped skirt tend to make a figure curvy and wider compared to an A-line (it flares) which helps draw attention away from your belly and give you a leaner body frame, which is important as you get older to avoid looking frumpy.

A-line shaped skirts are also great for making your shoulders and chest appear smaller. So keep this in mind the next time you're shopping for skirts that flatter your figure and age.

Learn more about how to select the best fashion skirts for your body figure

A good thing about the skirt you've got there is that it's dark colored so it is a slimming color in itself. Dark denim is also the nicest and most versatile to wear with various colors - you'll get more out of your money with it!

So how can you wear the denim skirt without looking like you're trying to look younger?

Well, I think it's all about what you pair it with on top. There really is no reason for you to give up a piece you like just because of your age - you might just want to wear it differently.

However at your age you should show less skin and go for simple and classy tops, especially if you're going to wear a short skirt (I'm talking from my personal perspective - my mom is in her 50s). Instead, pair it with something a bit more demure, but still pretty and classy.

Let me show you some chic ways to wear a denim skirt:

How to wear a denim skirt if you're over 40

Look #1
Here I created a Spring-Summer outfit for you. You can wear a basic black tee or camisole with a classy cardigan, along with a statement necklace for a pop of color and intrigue. Top it off with black gladiator sandals with sturdy 1-2inch heels to compliment your age and figure.

You could also switch the sandals with sophisticated pumps (just like the outfit Katie Holmes is wearing) but not necessarily with high heels - low heels (1-1/2inch) look chic too.

I think you'll look great with a dress shirt (perhaps in black or white/or light blue with stripes to slim down your chest and shoulders) and a nice statement (or just a bright colored ) necklace as well - creating a sophisticated and trendy look.

Note: Accessories like shoes, jewelry and scarves are essentials to giving life to basic outfit and add instant chicness to it.

Look #2
This one is more of a Fall/Winter outfit with black tights, brown knee high boots ('Frye' from, deep purple turtleneck sweater and a flowy open knit vest. The black vest is superb for hiding a belly.

Make sure the sweater is fitted, but not tight - with a slight drape from just below your bust or from the thinnest part of your waist.

Look #3
You could do a more classier and feminine take with a fitted v-neck sweater and preppy-looking flat ballerina shoes. Here I added a silk-jersey wrap front sweater - the ruched wrap details disguises your belly (ruching aroung the thie thinnest part of your waist help camouflage your belly in a flattering way).

You can also wear a cardigan on top of the sweater and even add a pair of tights.

Look #4
For a more relaxed look, you can wear a flowy tunic blouse ( with black tights and mid calf black boots. For summer you can skip the tights and boots and pair the outfit with strappy sandals as pictured in look 1. A belt wrapped around this top would also look nice with this.

Did I give you any ideas? :-)

PS: I don't know when size 14 got established as a plus size, but it has been for a very long time. Size 14 and great are considered to be plus size.

Hope this helps.

Kind regards,

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Comments for How to Wear a Denim Skirt Despite Being Over 40 Years Old

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Aug 07, 2015
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Jul 29, 2015
Maternity Jeans : because you deserve to look your best NEW
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If you worry about fit I would look for over-the-bump jeans that have an adjustable elastic band in them. You adjust them with buttons like you do with kids' trousers. I have a pair and they're great.
The jeans I have sit on the bump with a little panel around the top which I think will be comfortable until I am about five months pregnant. Then it's over-the-bump jeans with jersey panels for me. They are so comfy with the added bonus that they keep your belly warm!

You can always check this catalog of flare maternity jeans and choose from the widest variety of jeans for the maternity period.

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Mar 18, 2011
for Enid
by: Anonymous

This is for Enid, who's waited a long time for an answer! Denim skirts are great for hiding tummys, no matter what your age.
You can wear any height of shoes, flat or heels are both ok. Personally I love to wear my skirt with a grey ballet flat. Pick random colors for shoes, not necessarily matchy-matchy. Play dress up!

Mar 18, 2011
by: Anonymous

I'm over 50 and have worn variations of both no. 1 & 2 to work on casual Fridays and received many compliments. The looks are up-to-date and classic. Thanks for the ideas!

Sep 23, 2010
Thank you!
by: Anna Villaruel

Hi vanebiomusica, hehe thanks for the feedback and support! I like the outfits myself even though I I'm way younger than both of you ;-) I think Anonymous was right about how a style depends on the person. So personally, for my age I would spruce them up a bit more with trendier shoes and jewelry. Take care and I hope to hear from you again here on the site :-)

Sep 23, 2010
It depends on the person
by: Anna Villaruel

Dear Anonymous, thanks for your honest feedback. Yes you're right, it completely depends on the style, personality and not least the body type of the person. Since you still have the size and body as when you were 15 then maybe prints, ruffles, more accessories and funkier colors would suit your taste?

The thing here is that a lot of the women here ask very general questions about what to wear. There are very few who inform me about their lifestyle, body type, problem areas and personality when asking for advice, so quite frankly, it makes it difficult for me to really 'style' an outfit accurately for that person. So I just create something basic for the average woman (average size) and leave the rest (accessorizing and color combinations) for that person.

The lady who asked the question was over 40 and asked me how to wear a denim skirt without looking like a soccer mom or a kid in college. Almost every 40 and 50 year old woman I know (that includes my mother) have an average body and doesn't want to dress inappropriately for their age, if you know what I mean. This age group tends to like classic, basic clothing styles. However, if they have a great body and a young personality to go with, then that story would be different -- they'll naturally prefer friskier-looking clothes and clothing combinations.

.. But how can I know that if a person doesn't inform me about it? I can't always please everyone in one single post. We all have different preferences. So if someone asks a general question I always go for the classic and 'customizable' style, hence the 'chic' in my website url :)

All the best,

Sep 16, 2010
great ideas & nasty feedback!
by: vanebiomusica

Like Anonymous I am 36 years old but unlike her I find the outfits very fitting and flattering. Thank you Anna for those very good ideas with photos and I am looking forward to finding similar pieces for my wardrobe.
Anonymous will get to her 60's a very nasty woman with that attitude! She is the boring one as she hasn't even tried on any of the outfits. I liked the way I dressed when I was 15 and I also like the way I dress today. Very different. It's called EVOLUTION sista!

Aug 27, 2010
denim skirts
by: Anonymous

i am 36 and would never wear anything like this. It would make me look about 60! This is crazy that people think when you get to a certain age you have to dress a certain way. i am the same size as i was when i was 15 and these outfits would ridiculous on me. i think you haveto look at the individual. None of my friends would wear anything as boring as those outfits

Jul 09, 2010
Compliments and a Qestion
by: Enid

Thought that very good advice for the questioner. i wonder if I could wear 1(the striped shirt which I already have) and 3? How long should I wear my new slightly A line blue denim skirt? How long should I wear my other new denim skirt (in indigo)- this one is almost to my ankles and is also Aline but with several panels and top=stitching. I am a size 12, top and bottom, and quite petite except for a bit of a tummy! I am 5'3" tall and am 83 years of age. I have a great, soft, light-weight jacket that would look good with the blue denim. What kind of shoes? Have several flattish sandals and some smart, heeled shoes, not too high. What colour should the footwear be? What would I wear for a top if not the shirt? Can anyone help please? I would be highly satisfied if I could have such a helpful reply as the previous lady got.

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