Shailene Woodley Hottest Photos: The ‘Big Little Lies’ Actress’ Best Looks

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Shailene Woodley’s Sexiest Photos

Shailene Woodley’s Sexiest Photos — Shailene Woodley may be the laid-back type, but that doesn’t mean she’s a stranger to glamour. The California girl, who was born No 15, 1991 , had to get comfortable on the red carpet quickly, rising to fame in her teens with the ‘The Secret Life of the American Teenager’, premiering in 2008. Ever since, she’s been a style stand-out, making more than a few best-dressed lists over the years. The brunette beauty has range too, able to go for sleek, modern silhouettes, sexy, retro attire, and everything in between.

Here, Shailene Woodley is impeccably chic in a sheer, black, polka dot Christian Dior number at the premiere of ‘Big Little Lies’ season two on May 29, 2019. The dress revealed tons of cleavage and a leotard underneath. Amping up the glamour, she added a smokey eye and half-up hairdo.

Want to see more of Shailene’s hottest red carpet looks here? Scroll through the gallery to see her sexiest outfits.

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Shailene Woodley Films ‘Three Women’

Shailene Woodley Films ‘Three Women’ — Shailene Woodley wears a red mini skirt and matching pumps filming ‘Three Women’ in New York City in Apr. 2022. Sexy, sheer stockings and a boxy jacket completed the look.

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Shailene Woodley At Giambattista Valli

Shailene Woodley At Giambattista Valli — Shailene Woodley arrives for the Giambattista Valli fashion show during Paris Fashion Week on Mar. 2, 2020. The pink tweed look was very classic.

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Shailene Woodley At The 2020 Golden Globes

Shailene Woodley At The 2020 Golden Globes — Shailene Woodley glitters is custom Balmain at the 77th Annual Golden Globe Awards, which were held on Jan. 5, 2020. A smokey eye and statement heel completed the look.

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Shailene Woodley At TIFF

Shailene Woodley At TIFF — Shailene Woodley dons an elegantly embroidered Dior dress to the Hollywood Foreign Press Association x The Hollywood Reporter party at Toronto International Film Festival on Sep. 7, 2019. She kept her hair in a toussled style for effortless elegance.

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Shailene Woodley At Harper’s Bazaar ICONS Party

Shailene Woodley At Harper’s Bazaar ICONS Party — Shailene Woodley wows in black and white Balmain at the 2020 Harper’s Bazaar ICONS party on Sep. 6, 2019. Making a style statement, she added a large hat.

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Shailene Woodley At Christian Dior

Shailene Woodley At Christian Dior — Shailene Woodley is stunning in a faded teal tuxedo dress with a pleated cape as she heads to sit in the front row at Christian Dior’s Fall-Winter 2019 show during Paris Haute Couture Fashion Week on Jul. 1, 2019. She added glam gold accessories to match her frock’s buttons.

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Shailene Woodley At The 2019 CFDA Fashion Awards

Shailene Woodley At The 2019 CFDA Fashion Awards — Shailene Woodley is fashion-forward in a black Jonathan Simkhai blazer dress during the 2019 CFDA Fashion Awards at the Brooklyn Museum on Jun. 3 of that year. The mismatched sleeves and neon eyeshadow were quite the look.

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Shailene Woodley At The Premiere Of ‘Big Little Lies’ Season 2

Shailene Woodley At The Premiere Of ‘Big Little Lies’ Season 2 — A-Dior-able! Shailene Woodley strikes a pose in sheer Dior at the season two premiere of ‘Big Little Lies’ on May 29, 2019.

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Shailene Woodley At Cannes 2019

Shailene Woodley At Cannes 2019 — Shailene Woodley stuns in gold sequined Michael Kors during the Charles Finch Filmmakers Dinner at the 72nd Cannes Film Festival on May 17, 2019. The dress had a poof of black feathers for a fun touch.

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Shailene Woodley At The 2019 Vanity Fair Oscar Party

Shailene Woodley At The 2019 Vanity Fair Oscar Party — Shailene Woodley wows in sheer Dior during the 2019 Vanity Fair Oscar Party. Her brunette tresses were worn down long and smooth and she added classic gold hoops.

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Shailene Woodley In 2019

Shailene Woodley In 2019 — Shailene Woodley turns up the heat in red during an event celebrating Virgin Voyages’ ‘Scarlet Night’ with Sir Richard Branson and Mark Ronson. Red was the perfect look for the event, which took place on Feb. 14, 2019.

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Shailene Woodley At The Hollywood Film Awards

Shailene Woodley At The Hollywood Film Awards — Shailene Woodley shines in metallic Ralph & Russo as she arrives for the 22nd annual Hollywood Film Awards in Beverly Hills on Nov. 4, 2018. Her ultra-girly dress featured a midriff-baring keyhole to showcase her abs. Christian Louboutin shoes, a Calvin Klein clutch, Yvan Tufenkjan earrings, Neil lane rings, and a Beladora ring completed the ensemble.

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Shailene Woodley At The Premiere Of ‘Adrift’

Shailene Woodley At The Premiere Of ‘Adrift’ — Shailene Woodley shines in a silver gown during the premiere of the film ‘Adrift’ in LA on May. 23, 2018. Her hair was styled in waves, with blunt bangs.

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Shailene Woodley At The Art Of Elysium 2018

Shailene Woodley At The Art Of Elysium 2018 — Shailene Woodley is glam in Elie Saab. at the 2018 The Art of Elysium gala in LA. That year’s event was themed ‘HEAVEN’.

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Shailene Woodley At The 2017 Hollywood Film Awards

Shailene Woodley At The 2017 Hollywood Film Awards — Shailene Woodley is so sexy in black and white Balmain during the 2017 Hollywood Film Awards on Nov. 5. Her hair was blonde, making the bombshell look all the more sultry.

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Shailene Woodley At The 2017 Emmys

Shailene Woodley At The 2017 Emmys — Shailene Woodley stuns in emerald green custom Ralph Lauren gown with Alexis Bittar jewels and Stuart Weitzman shoes as she arrives at the 69th Primetime Emmy Awards on Sep. 17, 2017. She tied her hair into a low ponytail for the evening.

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Shailene Woodley At The Premiere Of ‘Big Little Lies’

Shailene Woodley At The Premiere Of ‘Big Little Lies’ — Shailene Woodley dons Elie Saab to the premiere of ‘Big Little Lies’ on Feb. 7 2017. So chic.

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Shailene Woodley At The European Premiere Of ‘Snowden’

Shailene Woodley At The European Premiere Of ‘Snowden’ — Shailene Woodley is beautiful in embroidered Valentino during the premiere of ‘Snowden’ at the 64th San Sebastian Film Festival in Spain on Sep. 22, 2016. She slicked her hair back and kept her skin dewy for the event.

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Shailene Woodley At The New York Premiere Of ‘Snowden’

Shailene Woodley At The New York Premiere Of ‘Snowden’ — Shailene Woodley embraces her curves in teal Prabal Gurung during the New York premiere of ‘Snowden’ on Sep. 13, 2016. The dress had a small keyhole under the chest and a fed delicate buttons down the skirt.

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Shailene Woodley Screens ‘Snowden’ At TIFF

Shailene Woodley Screens ‘Snowden’ At TIFF — Shailene Woodley is beautiful in a beaded, green Elie Saab design as she hits the red carpet ahead of a screening of ‘Snowden’ during the Toronto International Film Festival on Sep. 9, 2016. Her arms and shoulders were toned and tan.

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