Celebs Who Rocked Tuxedos Over Dresses On The Red Carpet

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9. Diane Keaton — 2004 Academy Awards

Diane Keaton is known for her menswear-inspired red carpet looks and this one in particular created a standout fashion moment. She incorporated all aspects of the tuxedo, from the underlying vest to the polished tie and finished the look off with charcoal gloves and a structured top hat. To ensure the look still had feminine detailing, the blazer she wore had a long line shape that cinched in her waist and she opted for shoes with a delicate pointed toe to elongate her legs.

Source: Shutterstock

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8. Dakota Johnson — 2015 InStyle Awards

Fifty Shades of Grey star Dakota Johnson rocked an empowering tuxedo suit to the InStyle awards in 2015 that was perfectly tailored to her body! We love the double-breasted detailing of the blazer and the v-neckline which adds a delicate and feminine shape to the piece. She topped the look off with a simple diamond necklace, muted mauve pout and pointed strappy heels. The ensemble was chic, polished and the ultimate power suit.

Photo by Broadimage/REX Shutterstock

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7. Julia Roberts — 2011 Premiere of Larry Crowne

Actress Julia Roberts is known for her practical, simple and timeless wardrobe! She isn’t shy to rock pants over dresses and often does so! She kept her look airy and light by wearing her suit in a softer navy color rather than a formal black. The satin texture of the ensemble also adds a feminine quality that a typical tuxedo lacks. She topped the pantsuit off with a beaded necklace in a vivid shade of green and swept her hair into a low, polished updo.

Photo by Stewart Cook / Rex Features

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6. Angelina Jolie — 2014 British Academy Film Awards

All eyes were on Angelina Jolie when she stepped out on the arm of her then fiancee Brad Pitt rocking matching tuxedos back in 2014. The brunette beauty took a more casual approach to the classic look by keeping her over piece unbuttoned, slouching up the sleeves of her jacket and allowing the ends of her bowtie to hang loose. Her trousers had a silk detail trailing along the side of her leg which tied in perfectly with the lapel detailing of her blazer. The star looked perfectly undone but still polished as she pulled off the tuxedo look flawlessly!

Photo by David Fisher/REX

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5. Zendaya — 2016 Grammy Awards

Zendaya rocked an elegant black tuxedo look at the Grammy Awards last year that had everyone talking! The satin detailing on the lapels and buttons made the look appear super chic and her long, slender legs were super highlighted with this straight-leg trouser and peep-toe pump. Although we do love Zendaya’s take on androgynous fashion with this tailored power suit, she definitely could have passed up on this awkward choppy haircut!

Photo By: Charlie Williams/Everett Collection

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4. Miley Cyrus — 2013 American Music Awards

In 2013, Miley Cyrus took on the tuxedo trend and added her own personal feminine and demure touch to the look! Rather than the classic black suit look, Cyrus opted for a crisp white pantsuit that featured pin detailing along the hemlines of each piece. To keep the look appearing elevated and less masculine, she buttoned up one single button in the center of her torso which showed the perfect amount of skin with the low neckline. Although 2013 may not have been Cyrus’ classiest year, this look definitely was!

Source: Shutterstock

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3. Anna Kendrick — 2015 Grammy Awards

Anna Kendrick took her own captivating approach to the classic tuxedo by featuring a plunging neckline! The look is super streamlined and sleek looking with the all-black color palette which makes the revealing neckline that much more effective. She left her hair wavy and tousled to soften the look slightly and added a timeless black pointed toe pump to complete the look.

Photo by Broadimage/REX

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2. Amber Heard — 2015 The Danish Girl Premiere

Amber Heard amped up the classic tuxedo with this printed suit combo! The textured print adds visual interest and an unexpected twist onto the black suit that we typically see with a look like this. The floral design adds a feminine quality onto a menswear piece that is super trendy and chic. Although we are in love with this elevated and refined outfit, her messy updo definitely could use some work to make her entire look appear a little more put together.

Source: Shutterstock

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1. Jennifer Aniston — 2015 Critics’ Choice Movie Awards

Jennifer Aniston’s take on the classic tuxedo is absolutely fabulous! We love how she opted for a bold colour like this burnt orange instead of the typical neutral that we often see. The super low neckline is ultra chic and, to add something extra, she opted for body jewelry instead of a typical necklace! Jennifer Aniston can do no wrong when it comes to her red carpet looks, but this particular one is definitely a shining star!

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Elizabeth Goodenough/Everett Collection

Olivia Di Pede

Olivia loves all things fashion, beauty, and entertainment. In her free time, she can be found taking yoga classes, reading thriller novels, and styling outfits on Instagram.