09 leather jacket shorts

What To Wear With A Leather Jacket: 10 Inspiring Looks

Wondering what to wear with a leather jacket? Well, how about something like this:

leather jacket fantasy styling Flare December 2011
Flare Magazine, December 2011; photo via fashionindustryarchive.com

OK, just kidding. While this type of editorial looks are oh-so-pretty in the pages of magazines, things are not that simple in real life. The truth is, there are countless ways to wear a leather jacket, depending on its style, color and shape, but also on the occasion.

You probably have a pretty clear idea about how to wear your leather jacket. But it’s easy to get stuck in a rut, so it might be time to try out something new. Here’s some inspiration to get you going: 10 out of the box looks, all of which involve a leather jacket. Enjoy:

01. Pair your leather jacket with.. jeans

01 leather jacket boyfriend jeans hat

This is the perfect look for the weekend, when you don’t feel like getting too dressed up, but going out looking frumpy isn’t an option either. The boyfriend jeans and the leather jacket look almost feminine when paired with a hat and some low heels, right?

02. Pair your leather jacket with… a short skirt

02 leather jacket short skirt

A simple and chic look that is easy to throw on and go, any day of the week. All you need is a bouncy skirt, a simple tee and a leather jacket and you’re good to go.

03. Pair your leather jacket with… a midi skirt and heels for a date night

03 leather jacket long flowy skirt

Dare to make an excellent first impression with a look that is neither too romantic, nor too boyish. The leather jacket will look softened up next to that delicate skirt – and his heart might do the same!

04. Pair your leather jacket with… a long skirt for daily wear

04 leather jacket long skirt daily wear

For this look, the key is pairing a maxi skirt with a distressed leather jacket. Perfect for running errands around town.

05. Pair your leather jacket with… a pencil skirt for a day at the office

05 leather jacket day at the office pencil skirt

Who said only blazers can pave your way to success? A leather jacket can look just as tough if chosen wisely. Go for a more ladylike style and pair it with a pencil skirt for a powerful office-ready look.

06. Pair your leather jacket with… a lace pencil skirt for dinner with the parents

06 leather jacket lace pencil skirt

This is a tricky one… keep it soft and feminine with a lace pencil skirt in a sweet color in order to balance out that leather jacket. Everyone around you will be smitten!

07. Pair your leather jacket with… sequins, for a special occasion

07 leather jacket sequins special occasion Ashley Madekwe

Add a whimsical touch to your look by wearing a sequin skirt with that leather jacket of yours. Just keep the rest of your look as simple as possible – you certainty don’t want to overdo it!

08. Pair your leather jacket with… a LBD for a formal occasion

08 leather jacket special occasion lbd

Looking clean, polished and on trend has never been easier. Choose a sleek little black dress and wear it with your regular leather jacket. For a pop of color, add red accessories and a red lip.

09. Pair your leather jacket with… shorts for Sunday brunch

09 leather jacket shorts

An easy and cool look that is perfect for the first part of the day. Plus, you’ll appreciate that it’s comfortable – nothing will ruin your disposition while swapping stories about the night before…

10. Pair your leather jacket with… a soft dress and boots for a gallery opening

10 leather jacket soft dress boots

This cool and edgy look would fit right in with the vibe of a newly opened gallery – but that’s not to say you couldn’t also wear it to the after-party! For the perfect mix of high and low, pair some wild booties with your otherwise delicate dress and step into the night.

Here’s one more suggestion on what to wear with a leather jacket, for when you feel like being extra fabulous. Because… why not?!

11 leather jacket red tulle