A black leather jacket has been a staple of my wardrobe since my late twenties. Two decades later, I still wear one ALL the time to add a little edge to just about anything in my closet. These are all the ways I style a leather jacket.
When I first bought one it was pretty cheap (all I could afford) and didn’t last very long. Over time I’ve learned the motto: less, but better. I try my best to only invest in pieces that are high quality, classics that will last me forever (rather than buying trendy one-offs that only work for a season).
The key to investment pieces is knowing (before you buy them) a bunch of different ways they’ll work within your closet. If you’re curious, here is a collection of how I style a leather jacket… its an ever-evolving collection
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2024/02/Blog-Post-Journal-CTA-copy-2.jpg?resize=800%2C300&quality=89&ssl=1)
1 // Leather Jacket + Graphic T-Shirt is my go-to!
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-234-of-503.jpg?resize=900%2C601&quality=89&ssl=1)
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-225-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
I style a leather jacket with denim, cute sneakers and a graphic t-shirt all the time. It’s probably the outfit I’ve worn more than any other in life– perfect for cool spring days and early fall. When it gets a little cooler I’ll pop on a beanie and/or a great scarf with some boots.
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/jeans-and-black-leather-jacket-1.jpg?resize=900%2C1350&quality=89&ssl=1)
2 // Zip up your jacket, add a blanket scarf and pair with skinnies or a great skirt
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-240-of-503.jpg?resize=900%2C601&quality=89&ssl=1)
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-241-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
3 // Black Leather Jacket and a maxi dress is so very chic — I love to pair it with a statement earring and a low chignon
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/black-leather-jacket-maxi-dress.jpg?resize=900%2C1600&quality=89&ssl=1)
4 // All black, everything! Pair it with black jeans, black turtleneck, and black boots for a sort of sexy Steve Jobs situation
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-247-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-251-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
5 // Leather Jacket with workout clothes? Heck yeah girl, jazz up your loungewear — running errands never looked so good.
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-373-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
![Rachel Hollis style, Rachel Hollis black leather jacket, Rachel Hollis style guide, how to wear a black leather jacket, black leather jacket style guide, fashion tips, fashion advice](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2020/01/Rachel_Dec19-370-of-503.jpg?resize=900%2C1349&quality=89&ssl=1)
I’m ALL about the black leather jacket with loungewear– it looks fantastic with form fitting leggings and even better as a way to make a slouchy look feel more pulled-together.
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/athleaisure-black-leather-jacket.jpg?resize=900%2C1350&quality=89&ssl=1)
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/black-leather-jacket-with-workout-pants.jpg?resize=900%2C1350&quality=89&ssl=1)
5 // Leather Jacket with a wide brim hat — Admittedly, I think this look works better when my hair is shorter but when it is, I rock it all the time.
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/felt-hat-black-leather-jacket.jpg?resize=900%2C1200&quality=89&ssl=1)
![](https://i0.wp.com/msrachelhollis.com/wp-content/uploads/2023/10/black-leather-jacket-with-hat-Large.jpeg?resize=900%2C1200&quality=89&ssl=1)