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Dress Like Audrey: The Timeless Style Secrets Every Woman Needs Now

Audrey Hepburn never needed a packed closet to look stunning. Her entire approach to fashion rested on one idea: simplicity is elegance. She stuck to clean lines, neutral colors, and well-fitted pieces — and it worked every single time. These are the style rules she lived by, and they still hold up today.

Sometimes, a simple dress is all you need. You can let your natural features steal the attention.
Sometimes, a simple dress is all you need. You can let your natural features steal the attention.

The Little Black Dress is Hepburn’s most famous fashion contribution. She wore it in high-quality fabrics like wool or heavy silk so it draped cleanly on the body. The dress itself stays simple so the woman wearing it becomes the focal point. No ruffles, no excess — just a sharp, classic silhouette that never dates.

Gloves add a touch of sophistication to any outfit. Hepburn's cutesy look was elevated by her immaculate white gloves.
Gloves add a touch of sophistication to any outfit. Hepburn’s cutesy look was elevated by her immaculate white gloves.

Tailoring was Hepburn’s real secret weapon. She worked closely with designer Hubert de Givenchy to make sure every garment followed the lines of her body precisely. Even an expensive piece looks cheap if it doesn’t fit right. Small adjustments — shortening a sleeve to show the wrist, taking in a waist — create a custom look that off-the-rack clothing simply can’t deliver.

Always accessorize and protect your face with a stylish woven hat — even if you're just cleaning the pool.
Always accessorize and protect your face with a stylish woven hat — even if you’re just cleaning the pool.

Hepburn was a trained dancer, so comfort in footwear mattered deeply to her. She helped make ballet flats a fashion staple, proving that high heels aren’t required to look polished. A pointed-toe flat adds elegance while letting a woman walk with full confidence and ease.

Striped t-shirts and cropped haircuts can still look super feminine. Hepburn's confidence made this boyish look shine.
Striped t-shirts and cropped haircuts can still look super feminine. Hepburn’s confidence made this boyish look shine.

Her “uniform” approach kept getting dressed simple and stress-free. Slim black cigarette pants paired with a white button-down or a fitted turtleneck formed the core of her everyday look. Neutral colors — black, white, and beige — meant everything in her wardrobe worked together without effort.

Wearing a cozy nightgown is completely acceptable. You don't always have to wear skimpy things to bed — comfort takes precedence!
Wearing a cozy nightgown is completely acceptable. You don’t always have to wear skimpy things to bed — comfort takes precedence!
A belt cinched in the middle of a dress creates a lovely shape. Hepburn amped up her plaid dress with a tight belt and an awesome beret.
A belt cinched in the middle of a dress creates a lovely shape. Hepburn amped up her plaid dress with a tight belt and an awesome beret.

Accessories were never an afterthought for Hepburn. A cinched belt defined her waist and transformed even a simple dress into something structured. She used accessories strategically — a beret, a scarf, a pair of gloves — to elevate a basic outfit without overloading it.

You can wear a crown, even if you're not royalty. Hepburn knew that every woman should be treated like a princess.
You can wear a crown, even if you’re not royalty. Hepburn knew that every woman should be treated like a princess.

Hepburn wasn’t afraid to step outside conventional fashion boundaries. She wore menswear — bow ties, suits, loafers — and made it look entirely her own. Heavy eyeliner and a bold lip kept her looks feminine even when the clothes leaned masculine.

Don't be afraid to rock a bow tie and a suit. Hepburn wore menswear to a T. Her heavy eyeliner and lipstick kept things sexy.
Don’t be afraid to rock a bow tie and a suit. Hepburn wore menswear to a T. Her heavy eyeliner and lipstick kept things sexy.
Collared shirts never go out of style. Furthermore, collared shirts and striped capris make for a great daytime look.
Collared shirts never go out of style. Furthermore, collared shirts and striped capris make for a great daytime look.

Classic separates were central to her wardrobe. A collared shirt paired with striped capris, or a simple turtleneck with tailored trousers — these combinations required no trend-chasing. By building around timeless shapes, Hepburn avoided the trap of a closet full of clothes that feel outdated within a season.

Your bangs don't always have to be worn straight across your forehead. Hepburn played around with her's for an edgy, asymmetrical, cut-up look.
Your bangs don’t always have to be worn straight across your forehead. Hepburn played around with her’s for an edgy, asymmetrical, cut-up look.

Makeup was a deliberate tool in Hepburn’s style kit. She used dark eyeliner to soften her short haircuts and kept her look ultra-feminine regardless of how androgynous her clothing choices were. A bold red lip was one of her go-to moves — confident, precise, and impossible to overlook.

You can never go wrong with a bold red lip. Hepburn knew this essential trick of the trade. (We also can't get over her amazing gold armband!)
You can never go wrong with a bold red lip. Hepburn knew this essential trick of the trade. (We also can’t get over her amazing gold armband!)
Simple color blocking creates a classic look. Just add some fun, chunky sandals and eye-catching earrings, like Hepburn did.
Simple color blocking creates a classic look. Just add some fun, chunky sandals and eye-catching earrings, like Hepburn did.

Color blocking was another tool Hepburn used to create visual interest without complexity. Two solid, contrasting colors worn together — finished with chunky sandals and statement earrings — produced a look that felt put-together and intentional with minimal effort.

Take off your heels to play sports. But you can keep on that practical yet adorable summer dress...
Take off your heels to play sports. But you can keep on that practical yet adorable summer dress…
Fun, bold prints are always a go. Hepburn's feminine makeup and wide-brimmed hat helped to balance out the strong pattern on this dress.
Fun, bold prints are always a go. Hepburn’s feminine makeup and wide-brimmed hat helped to balance out the strong pattern on this dress.

When Hepburn did wear a bold print, she balanced it out carefully. A wide-brimmed hat and soft, feminine makeup kept a strong pattern from feeling overwhelming. The rule: let one statement piece lead, then build everything else around it in a supporting role.

Women can wear loafers just as well as men. Hepburn's penny loafers looked adorable paired with her anorak and head scarf.
Women can wear loafers just as well as men. Hepburn’s penny loafers looked adorable paired with her anorak and head scarf.
Sunglasses work with literally any outfit — even formal ones. In this infamous picture, Hepburn exuded "cool" by pairing Wayfarer-style shades with her jeweled-out LBD.
Sunglasses work with literally any outfit — even formal ones. In this infamous picture, Hepburn exuded “cool” by pairing Wayfarer-style shades with her jeweled-out LBD.

Sunglasses were a signature Hepburn accessory. She famously paired Wayfarer-style shades with a jeweled Little Black Dress, a combination that defined the cool, effortless look she became known for. Sunglasses, in her hands, worked with everything — casual or formal.

Take a fashion risk, and wear that unique item. If Hepburn was anything, she was definitely an individual. Case in point: this peculiar hat. We think it worked!
Take a fashion risk, and wear that unique item. If Hepburn was anything, she was definitely an individual. Case in point: this peculiar hat. We think it worked!

Hepburn took calculated fashion risks. A peculiar hat, an unexpected accessory — she wore pieces that could have looked strange on anyone less confident, and made them work through sheer conviction. Individual style, she showed, comes from owning your choices completely.

Find a classic and practical bag. Hepburn's simple tweed purse can be worn everyday with a wide variety of outfits.
Find a classic and practical bag. Hepburn’s simple tweed purse can be worn everyday with a wide variety of outfits.
In order to really stand out, opt for a different take on your wedding dress. Hepburn chose to wear a short white dress and her signature head scarf at her wedding to Andrew Dotti. Opting out of the traditional gown reflected her unique style.
In order to really stand out, opt for a different take on your wedding dress. Hepburn chose to wear a short white dress and her signature head scarf at her wedding to Andrew Dotti. Opting out of the traditional gown reflected her unique style.

Even on her wedding day, Hepburn stayed true to her own aesthetic. At her marriage to Andrea Dotti, she wore a short white dress and her signature head scarf instead of a traditional gown. A practical tweed purse, worn daily across countless outfits, reflected the same philosophy: choose pieces that serve you, not the other way around.

Skip the bikini, and wear a bright one-piece bathing suit. You'll turn more heads in this often over-looked bathing suit choice.
Skip the bikini, and wear a bright one-piece bathing suit. You’ll turn more heads in this often over-looked bathing suit choice.
Expertly placed dark eyeliner can soften up a short haircut. Hepburn's face always looked ultra feminine because she knew how to harness the power of great eye makeup.
Expertly placed dark eyeliner can soften up a short haircut. Hepburn’s face always looked ultra feminine because she knew how to harness the power of great eye makeup.

Eye makeup was Hepburn’s most consistent beauty tool. Dark, precise eyeliner softened her cropped haircuts and kept her face looking unmistakably feminine. She applied it with the same intention she gave to every other element of her look — nothing was accidental.

Babydoll dresses still look great as you mature. Just make sure you don't pick a dress that's too juvenile-looking, but rather one that is tastefully youthful — like Hepburn's classy flowered gown.
Babydoll dresses still look great as you mature. Just make sure you don’t pick a dress that’s too juvenile-looking, but rather one that is tastefully youthful — like Hepburn’s classy flowered gown.
Long lashes look ravishing on older women. Think you're getting too old to flaunt mascara? Think again. Hepburn proved that age is just a number with her beautiful lashes.
Long lashes look ravishing on older women. Think you’re getting too old to flaunt mascara? Think again. Hepburn proved that age is just a number with her beautiful lashes.

Hepburn’s style didn’t age out — it matured. She embraced babydoll silhouettes that were tastefully youthful rather than juvenile, and she continued to wear bold mascara and statement lashes well into her later years. Intricate jewelry, she showed, lands better on a woman with confidence earned over time.

Your senior years are the perfect time to break out the intricate jewelry. While it can sometimes look a little overdone on younger women, flashy earrings and necklaces add spark to a sophisticated lady's ensemble. (As Holly Golightly put it, "It's tacky to wear diamonds before you're 40.")
Your senior years are the perfect time to break out the intricate jewelry. While it can sometimes look a little overdone on younger women, flashy earrings and necklaces add spark to a sophisticated lady’s ensemble. (As Holly Golightly put it, “It’s tacky to wear diamonds before you’re 40.”)
The final and most important lesson: Wear clothes you can be yourself in.
The final and most important lesson: Wear clothes you can be yourself in.
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Written by Heather Brown

Heather Brown is a writer and historian with a passion for all things vintage. She shares her knowledge of the past through her blog, with a particular focus on historical photos and the stories they tell.

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