13 vintage outfit ideas you need to update your fall wardrobe


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Not only does thinking about the best vintage outfits of the past reiterate how trends are boomeranging, but it reinforces the idea that when it comes to shopping, it’s best to invest in classic pieces. keys. Over the years, both on the catwalks and on the streets, some of fashion’s most memorable moments have been anchored with styles that are just as relevant today as they were then.

The 1970s gave birth to heroic pieces like leather blazers and bootcut pants. When you think of the ’80s, chances are Madonna’s biker shorts, shoulder pads and iconic leather motorcycle jacket come to mind. The same can be said about most of the previous decades – in fact, the popularity of women’s bags dates back to the 1940s and 1950s.

Rather than browsing photo galleries of your favorite celebrities and catwalks over the years, we’ve handpicked a list of well-curated pieces to inspire you, along with a plethora of vintage pieces available for purchase to help you out. to complete the look in a way that feels fresh for fall 2020.

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Bianca Jagger, 1977

Take inspiration from Bianca Jagger’s style and try replacing your classic blazer with a structured velvet version layered over a collared blouse. Complete the look with raised accessories and well-fitting pants.


Long-sleeved coat jacket


Chanel’s double-breasted velvet jacket is a doppelganger of the style Jagger wore in the ’70s.


Twiggy, 1968

A leather trench coat is a staple in any well-dressed woman’s fall wardrobe. Styles that go well below the knee, like Twiggy’s, also double as a dress when worn with tights.


Leather trench coat


This vintage Burberry trench coat is designed for a long cut that is as chic as it is functional.


Amii Stewart, 1979

American disco singer Amii Stewart is revered for her opulent outfits, and her butterfly top shown here is as relevant today as it was in the late ’70s. Update the look with pointed toe boots and straight jeans.


Blackout butterfly

Notorious fly

This skin-effect butterfly top from Notorious Fly is a take on ’70s styles. For a more modest approach, layer it over a fitted turtleneck top


Madonna, 1985

Whether pared down with jeans or dressed in a nightie, Madonna’s iconic ’80s leather jacket is key for the cooler months.


1980s studded jacket

ANGELO Vintage Cult

Select a vintage style with burnished hardware and a slim fit to capture an effortless chic feel.


Julia roberts, 1989

Try upgrading your biker shorts with an oversized blazer and a pair of vintage loafers. Mimic Julia Roberts’ laid back look by opting for a crew neck top underneath.


Kelly pattern loafers


These vintage Kelly moccasins from Hermès feature the same gold key lock design of the brand’s iconic tote bag.


Celine Dion, 1996

One of the easiest ways to wear a maxi skirt in 2020 is to pair it with a fitted tee to manage the proportions. For a more casual approach, dress up the look with sneakers.


Long pleated beige silk skirt

Giorgio Armani

A versatile addition to any wardrobe, Giorgio Armani’s maxi skirt has the potential to be worn for a multitude of occasions.


Audrey Hepburn, 1953

A style icon for many, Audrey Hepburn and her classic way of dressing are worth recreating for the new season. The key investment? A feminine bag with a structured silhouette and double top handles.


1994 Top Handle Tote


This 90s Hermès handbag epitomizes the classic Hepburn look, whatever the outfit.


Christy Turlington, 1994

With instantly recognizable designs and house logos on the rise, the key to embracing the somewhat splashy trend is to keep outfit accents minimal. Try imitating the look of Christy Turlington with printed mini tights and denier.


Nova checked wool skirt


Tone down the classic Burberry print with a solid sweater and over the knee boots to copy the look.


Chanel Fall / Winter Show, 1985

Leather blazers are having a big time right now, and very few are making bespoke pieces like Chanel. If you’re not ready to invest in a structured tailored jacket, go for the jacket only, which will work extra hours in your wardrobe, every season.


Vintage single-breasted leather jacket


The suede patches of Chanel’s single-breasted jacket give it a multidimensional appeal that is both versatile and chic.


Farrah Fawcett, 1977

Farrah Fawcett’s plush collared top and shirt coat prove that layering is key to a polished look. Finish the look with a pair of chrome aviators to embody its vintage vibe.


Vintage Stellaire 1 Sunglasses


For those who aren’t fans of aviator-style glasses, opt for a pair of vintage square-frame sunglasses as an alternative.


Naomi Campbell, 1992

Let Naomi Campbell transform the snapback cap into a stylish accessory for a night out. Follow the model’s lead and select a style in a bright color that will make the look stand out.


Atlanta Crackers 1939 Vintage Cap


Find a style with a simple yet colorful design on the front and let the cap speak for itself.


Princess Diana, 1997

Princess Diana was known for her well-tailored skirt suits. To recreate her signature look for modern times, opt for a standout color that doubles as a neutral.


Royal blue skirt suit

Oluchi Vintage

One of the best-selling sets from the Oluchi Vintage brand owned by Black will help you adopt the timeless princess style.


Yves Saint Laurent Fall-Winter 1983

Arguably one of the best parts of fall is being able to wear knee-length pleated skirts with high boots and tights. Take inspiration from looks from the YSL ’80s runway show and find a style adorned with a wallpaper print.


1970s floral-print pleated skirt

Yves Saint Laurent

Dating back to the 70s, YSL’s floral-print pleated skirt will pair perfectly with an oversized sweater for the cooler months.

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