This year leather on leather was all over the runways. Leather is tricky, especially, when you wear leather on leather. While younger women can get away with the biker chick style, at 40+, motorcycle leather pants with a motorcycle jacket may look past your prime unless you are sitting on your Harley Davidson with your helmet on. This post empowers you to wear the trend when you want to.
Contents
- Leather-on-Leather Is a Big Trend
- How to Wear Two Leather Items in One Look
- Easy to Follow Styling Tips
- How to Make Leather-on-Leather Your Statement
- Leather on Leather Outfit Ideas
- Don’t Trust the Mirror – Take a Selfie
- Chic Looks with Mixed Leather or Outerwear
- Office Outfit with Leather Pencil Skirt
- Styling Leather Outerwear
- Final Remarks on How to Wear Leather on Leather
Updated: 1/2/2022
Disclosure: There are affiliate links in this post.
Leather-on-Leather Is a Big Trend
Now how can we – over 50 – wear this double-leather trend? Unless you ride a bike, we 40+ women are often told not to wear leather at all! Who hasn’t seen on Pinterest the quote of Edith Head
Only Roy Rogers and Marlene Dietrich should be allowed to wear leather trousers.
Think about it! Both of them are known for their great style and taste. For my money, the quote means you really need to pay attention to get it right and to not look like Miss Whiplash’s auntie. Now when it comes to two leather items in an outfit, you will have to be even more alert on that you don’t look like trying to hard or not trying at all. Both is never in style!
When you are already following the blog for a while, you know that leather is part of my signature style. As I pointed out in my post on looking posh in leather over 40, tailoring is key. The leather items should have a classic tailored cut, and it should not be the original motorcycle pants or jacket cut. The same applies to bomber jackets unless you are actually a pilot.
How to Wear Two Leather Items in One Look
When you followed Fashion Week leather-on-leather is full on trend. When wearing this trend, it is important to style it in a way that it does not look like you are disguising as a motorcycle chick.
Different colors work well. Take inspiration from how you usually style an outfit with different colors. In the example below, the idea is red plus white makes pink, sort of. 😉 A primary color with its lightened up version plus white is a fool proof combination. The oblong floral scarf adds interest and ties the white skirt, red pumps and pink leather jacket into an outfit.

The example shown above works because of the unexpected colors of white and pink nappa. These colors give the look a feminine touch. The classic cut of a pencil skirt and tailored jacket steer clear out of rocker and biker territory and rather read casual posh.
Another fool-proof way is to wear a nappa top or jacket underneath a leather coat. Unless you wear the coat open, the doubling is invisible. Even when the coat is open, it is more forgivable. Many people do not consider outerwear as an outfit that needs styling. However, I am a strong believer that one should style the outerwear and consider outerwear as an outfit as well.
When pairing black pieces, go for a pencil skirt or dress plus jacket, i.e., at least one piece that you can’t wear on a bike.


When doubling the hides combining suede with plain leather is the safest way because of the different textures (see examples below with skirt and top, or blazer with pants).
Easy-to-Follow Styling Tips
Here are my tips to wear leather-on-leather without looking like a rocker chic.
- The easiest way is to stay away from all black.
- Try a leather dress over leather pants.
- When you do not dare to take on the trend to its fullest, you can wear the trend by choosing one of the pieces in suede. So chic and easy because of the matte vs. glossy contrast.
- Use two different colors.
- Wear a leather jacket and add a skirt to the outfit. A fake skirt suit, so to say.
- Using classic tailored feminine cuts is another important aspect to make this look work.
- Wear a leather trench coat over a straight leather skirt. Then the trend is only visible when you wear the coat open.
When you like these tips please tweet your friends See I found these awesome tips to pull off the leather on leather trend. #leatherlady #leatheronleather Click To Tweet
How to Make Leather-on-Leather Your Statement
When styling a leather-on-leather outfit pick classic items in high quality, i.e. know what to look for when shopping for leather clothes. Go for neutral colors like black, blush, tan, gray, cream or white. Red and oxblood/marsala/burgundy are great options for the more daring 40+ woman (e.g. me). However, only wear colors that flatter you. Make double hides the statement of your outfit, i.e. let it be the star, and let the accessories play a supporting role.
Leather-on-Leather Outfit Ideas




When you liked these tips why not sharing it by tweeting to your friends I just found this cool post on how to wear leather-on-leather. #effortlesslychic Click To Tweet
Don’t Trust the Mirror – Take a Selfie
Try out the leather items you want to wear together and make a couple of photos with your cell phone. Best, have someone take them. Then have a look at the outfit photos and pick the look that looks the most flattering, i.e. the one that looks the best “wrong.” 😉
Never trust the mirror, take a selfie. #styleadvice #clothesshopping Click To Tweet
Chic Looks with Mixed Leather or Outerwear
Here are additional examples of the “two leather items in one outfit trend” that I wore to work.


Office Outfit with Leather Pencil Skirt
Chinook (see glossary for definition) often brings a couple of warm days here in the Interior of Alaska. Therefore, I was able to wear comfortably this summery outfit of my white leather pencil skirt, and pink cashmere short sleeve sweater. I paired these pink and white pieces with my red pumps.
The idea is red plus white makes pink, sort of. 😉
A primary color with its lightened up version plus white is a fool proof combination. A primary color with its lightened up version plus white is a fool proof combination. #timelessstyle #colorcombinations Click To Tweet The statement necklace adds some interest. Yes, you can wear leather in spring and summer.

Styling Leather Outerwear
In summer, a leather jacket with an oblong floral scarf for some interest makes a great outerwear look. In the example look below, the scarf picks up the white, red and pink of the outfit. Leather-on-leather is full on trend. When wearing this trend, it is important to style it in a way that it does not look like you are disguising as a motorcycle chick. The look shown here works because of the unexpected colors of white and pink leather. These colors give the look a feminine touch. The classic cut of a pencil skirt and tailored jacket steer clear out of rocker and biker territory and rather read casual posh.

For more stunning looks with this pink leather jacket see the post at the link.
Final Remarks on How to Wear Leather on Leather
This trend is risky. However, when you always have worn clothing in this material, experiment with the pieces you already own. When you are new to it, go for a suit. This way you can wear the blazer and skirt/trousers as separates later. And remember great style has no age limit.
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Do you wear leather clothes? How do you wear them? Have you ever tried to double them up in one outfit? Tell me your styling problems by email so I can help you with a post.
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Photos: G. Kramm
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