Cool Girl Over 40 Style Borrowed From the Boys

It’s easier than you think to achieve a cool girl over 40 style. I’m an over-40 fashion blogger. These are 3 borrowed from the boys closet essentials that I’m wearing and so is my mom! The most stylish women I know are confident and comfortable in their skin and in their clothes. Classic wardrobe staples that never go out of style, like a bomber jacket, cargo pants, and Converse sneakers look good on women of all ages and naturally have a relaxed esthetic.


Bomber Jackets For Women

Bomber jackets for women are the bomb! If you know what that means then you are at least as old as I am. I remember wearing my Dad’s leather bomber jacket to school as a fashion statement. Now, I have several bomber jackets of my own, and I’m still making a fashion statement when I wear them. This time, hopefully it looks a lot less like I’m trying. It’s all about what you wear with a women’s bomber jacket and how you style it so that you look cool, but not like your trying.

My two favorite ways to wear a women’s bomber is back to an athleisure outfit or to add an unexpected “casual” vibe to a “dressy” look.

Last fall I got this bomber jacket under $40 from Walmart. I wore it over leather shorts and a blouse during the holidays. This summer I styled it for an athleisure event in LA. This oversized black satin style is sold out but you get this year’s version for only $32 here. The Nordstrom 6 chose this oversized satin style under $100 for our Nordstrom 6 August Drop.

Bomber Jackets For Women Over 40 That Are Under $100

A nylon bomber jacket in ivory, silver, tan, or olive green is a great lightweight layer you can use right now. I have all these under $100 and they’re great! See them on me during this episode of Coffee In My Closet On Instagram.

Under $100

Bomber Jacket and Shoe Set

At these prices, you can afford to make yourself multiple mini “sets” with a bomber jacket and matching shoes.

Converse Sneakers For Women

My 75-year-old mom looks great and knows how to rock her Converse sneakers There is just something utterly cool about classic Converse. They are ageless and effortlessly complete any outfit.

Converse Sneakers & Jeans

My European Travel Capsule includes a pair of sneakers and cargo pants. This combination high-low outfit idea from the lookbook includes my favorite MOTHER jean style, black high-top Converse sneakers, $20 Amazon lady jacket, and a raffia bag and hat.

Right now my favorite jeans and sneakers combo includes these wide-leg crop jeans from MOTHER that also come in petite lengths, my black high-top Converse sneakers, and my favorite black Veronica Beard blazer with silver buttons.

Everyone looks good in jeans and Converse sneakers. I love cropped wide-leg jeans and high-top Converse. Unlike regular sneakers, which can be a bit bulky with wide-leg jeans, Converse sneakers are flattering with cropped jeans because they have an almond-shaped toe and are fitted to your foot.

Sneakers and Dresses

One of the best ways to wear a borrowed from the boys wardrobe staple is with something super feminine.

Now You Get It

The Farm Rio Dress is on Sale I wore with white Converse high-top sneakers is on Sale for $84 from $210.

There are just a few our our striped sundresses left but a striped dress and classic converse is always a good idea.


Cargo Pants For Women

These stylish utility pants are fabulous for everyone. Cargo pants can be casual, dressy, and even a little sexy. This fall you’ll see a variety of styles from joggers to wide-legs. I wore these cool All Saints cargo-style joggers during Coffee in My Closet. However, wide-leg styles will be the easiest to incorporate because they will work with all the same tops and shoes your new wide-leg jeans do.

Options at Every Price


Fall Wardrobe Workshop

Cargo pants, a bomber jacket, and sneakers are all part of a short list of familiar pieces I used to make over my entire fall wardrobe this year. Update or add all my VIPS to your closet too.