Whew, it’s almost time for a New Year! Only a few months away from 2020! Can you believe it Fashion Bombers and Bombshells!? We at Fashion Bomb Daily are taking this time to give you the best recap of fashion in the most popular categories according to what was trending throughout the year! We gave you our nominees for most fashionable couples, our next cool category includes the most stylish movies of all time!

Continue reading below to find out our editors picks on the most stylish movies, and save the date of Friday, December 13th, if you will be in the New York area, make sure you RSVP for the Faby’s, which will be our first ever annual end of the year award ceremony! We will acknowledge the best in the fashion and beauty business from Stylist of the year to Fashion Bombshell of the Year and more! Leave your nominations for categories in the comments and RSVP for our event here.

Without further ado: please find our most fashionable movies ever list below!

In no particular order:

  1. Clueless
Clueless. 1995, starring: Alicia Sliverstone, Stacey Dash & Brittany Murphy

The fashion & style in the unforgettable movie Clueless was a game changer. Cher & Donnie were a match made in style heaven!

Cher a match maker herself, lead an iconic role in the movie full of epic ’90s fashions, like plaid skirt suits, knee-high socks, and babydoll dresses.

Teen movies & high school dress codes were never the same, adopting the upscale, and what we now call “bad and boujee” swag as a must in many teenybopper character roles good and bad, and even crossing social status.

2. The Devil Wears Prada

The Devil Wears Prada. 2006, starring Meryl Streep, Anne Hathaway & Emily Blunt

The Devil Wears Prada’s take on the fashion industry was not only eye opening, but also had women young & old wanting to update at least one piece in their wardrobe in honor of this classic & bold comedy/ drama on work, life, love and passion for fashion.

The wardrobe budget for this movie was one of the highest in movie history ($1 million.) It also dealt with the undeniable necessity of balance & the simple things, taking the love of style to another level. Andy’s style makeover in all Chanel was another iconic style movie moment.

And Miranda Priestly and those coats? Iconic.

3. Sex and the City Movie

Sex and the City. 2008, starring Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon, & Chris Noth

The Divas of Sex and the City explored fashion sense from various grown gal perspectives with much accuracy from within the last decade in the city of style aka New York, with an entire movie and it worked like a charm.

This spin off from the amazingly popular show took theaters by storm. We can never get enough of Carrie, Samantha, Charlotte or Miranda, and our love for Manolo Blahnik heels.

4. Breakfast at Tiffany’s

Breakfast at Tiffany’s. 1961, starring Audrey Hepburn and George Peppard

Not many movies can compare with the level of legendary style in Breakfast at Tiffany’s. Debuting in 1961, this is one of the most well known old Hollywood movies for fashion. Breakfast at Tiffany’s stars a fashion icon herself, Audrey Hepburn.

The unforgettable costume designs by Givenchy, Hepburn’s real-life BFF, have become the protype of little black dresses worldwide and no doubt endless Halloween costumes.” Need we say more?

5. Mahogony

Mahogany. 1975, starring Diana Ross & Billy D. Williams

Queen Diana Ross took her talents and fashion sense to the big screen with the help of genius Barry Gordy. The creation was priceless and the end result, the movie Mahogany during the 70’s, changed the fashion game.

Fitted maxi dresses, afro-centric headpieces, hats, big hair, shades, colorful gowns & much more thrust African American style to the forefront of fashion.

6. Oceans 8

Oceans 8. 2018, starring Sarah Paulson, Sandra Bullock Rihanna, Cate Blanchett

Each character in Ocean’s 8 had their own signature & significant style. The costume designer wanted to represent each woman intensely through their wardrobe. One of these leading ladies had up to 65 wardrobe changes for the movie.

It definitely screams “year of the woman.” If you want a glimpse of today’s modern boss chick, from all backgrounds & cultures & the future of female strength, watch this movie.

7. Pretty Woman

Pretty Woman. 1990, starring Julia Roberts and Richard Gere

A movie with Richard Gere and Julia Roberts, how much more fashionable can you get? This new age Cinderella tale was as witty and charming as the style choices.

The best part of the film is watching Julia’s fashion transformation from around the way girl to gal about town. Every lady loves a great style & image makeover every once in a while. And the fellas like Richard, love the outcome too, which made this movie a classic to watch over and over.

8. Boomerang

Boomerang. 1992, starring Eddie Murphy, Robin Givens & Halle Berry

This unforgettable golden area of the 90’s movie introduced the world into a glimpse of real life upscale, professional African American attire.

The business suits, dresses and amazing hair, including Halle’s signature hair cut and fashionably well groomed motivated team of testy individuals, kept you laughing and at the same time seriously captivated.

Legendary Grace Jones, iconic style queen Eartha Kitt, even John Witherspoon took to the screen with unforgettable fashion scenes as well. Women wanted to dress like Robin & Halle. Men wanted their suit game to match Eddie.

Want to relive the fantasy? Get your Boomerang t-shirt here.

9. Shaft

Shaft. 1971, starring Richard Roundtree, Moses Gunn, Charles Cioffi, Christopher St. John, & Lawrence Pressman

The 70’s took a progressive but sobering turn for African Americans and our nation with the strides made by the Civil Rights movement coupled with the loss of great leaders like Malcolm X & Martin Luther King. We expressed ourselves and our emotions through the arts, and a new era of fashion, music, style and culture emerged.

Movies like Foxy Brown & Shaft expressed the change incorporating black leather and Afros, and the signature styles of the Black Panthers. Platforms and widelegs, colorful jumpsuits also came into style as part of the cultural freedom. Richard Roundtree became a movie stylish “superhero” in his own right, making the movie Shaft and its fashion sense unmatched and unforgettable.

10. The Way We Were

The Way We Were. 1973, starring Robert Redford & Barbara Streisand

Some movies capture a time in history with it all. The music, the culture, the style & fashion. The Way We Were is one of those movies. Robert Redford & Barabra Streisand are A list actors not only in their craft, but style icons as well. They made way for other stylish on screen couples like Richard & Julia, Brad & Angelina.

Debuting in 1973, the movie immpecably tells a love story, with the costume design to match. Baby Boomers still consider this one of their favorite movies of all time. Every style statement in the scenes are undeniable but also intricatly tedious.

Redford’s military uniforms were perfection. Even the color of Barbara Streisand’s long finger nails were (painted red purposely) as a symbol of her revolutionary tendencies. The imagery & classic lines in this all star cast’s wardrobe are still mimicked today and make the magic of movies and their fashion & style so important in culture & lifestyle.

Here’s to even more fashionable moments in 2020 and beyond!

What is the most fashionable movie ever?!

Vote on your favorites below:

We will be revealing all of our categories later this week!

Be sure to RSVP to The Fabys on December 13th from 7-10pm at TheFabys.eventbrite.com.

[Images & essay info from biography.com, amazon.com, clothesonfilm.com, bestproducts.com, instyle.com, vanityfair.com, Pinterest.com, nme.com, eonline.com, imdb.com, anothermag.com]