Angelina Jolie's Classic Pregnancy Style

From the red carpet to city streets, Jolie has worked her signature style. Get the inside scoop from her stylist! By Katherine Kluznik and Melissa Liebling-Goldberg

01 of 22

JANUARY 7

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Ramey

Wearing a figure-disguising Loro Piano trench coat to the Critics’ Choice Awards set the gossip mill going, but the estimated four-months-pregnant Jolie was still months away from confirming any rumors.

02 of 22

JANUARY 27

JANUARY 27
Kevin Mazur/WireImage

Accompanied by partner Brad Pitt, Jolie walks the SAG Awards red carpet in a flowing vintage Hermès ombré dress that leaves everything to the imagination.

03 of 22

FEBRUARY 5

FEBRUARY 5
Matrix

The always-chic star doesn’t let second-trimester pregnancy hamper her style – or her sense of adventure. The black-clad actress stops over in London’s Heathrow airport before catching a connecting flight to the Middle East.

04 of 22

FEBRUARY 12

FEBRUARY 12
JC/Flynet

Brangelina is in full-force for the Santa Barbara International Film Festival, arriving arm-in-arm in complementary black and white ensembles – brightened by the touch of pink on her Malo dress. Her stylist Jen Rade says that, in pregnancy, the actress “has definitely been open to colors” – rose, blue, prints and yellow.

05 of 22

FEBRUARY 15

FEBRUARY 15
Banks/Beetham/Chapple/Splash News Online

The mom of four hits California’s Mammoth Mountain slopes with Pitt and the kids in a monochromatic ski suit made chic with a knit cap and those signature aviators.

06 of 22

FEBRUARY 19

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Barnsley/Buhl/Pacific Coast News

The Oscar winner ventures out in L.A. to catch an afternoon flick with first son Maddox – in a white trench that’s suspiciously sans belt.

07 of 22

FEBRUARY 23

FEBRUARY 23
Jeff Vespa/WireImage

Just two days after finalizing the adoption of her second son, Pax, Jolie lets her bump do the talking in a body-hugging Western Costume gown that highlights her growing shape at the Film Independent’s Spirit Awards.

08 of 22

MARCH 4

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Matei H-Dean M/Bauer-Griffin

With Maddox on one arm and her Anya Hindmarch tote on the other, the actress catches an early morning flight in Austin while keeping comfy in her ground-grazing Gerard Darel dress.

09 of 22

MARCH 10

MARCH 10
INF

After dropping off Maddox at school, Jolie takes a little time out to shop for books at Barnes & Noble in Austin, wearing comfy black jersey separates and practical ballet flats.

10 of 22

MARCH 16

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Varley/SIPA

Always the activist, Jolie joins the ranks of 600 other volunteers in New Orleans to help clean up a Katrina-devastated community. And her flowy dress epitomizes her second-pregnancy style, which, says her stylist, is “soft, sexy, and romantic.”

11 of 22

MARCH 16

MARCH 16
Drummond-Young/Splash News Online

Jolie, keeping comfortable in her Rachel Palley jersey maxidress, takes the kids on a neighborhood excursion to the corner store in New Orleans.

12 of 22

MARCH 31

MARCH 31
Fame

After a weekend media storm of Brangelina nuptial rumors, the still-unmarried star takes to the streets in Houston in a fitted Isabella Oliver dress and those ever-present aviators.

13 of 22

APRIL 7

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Chris Wright/Vital Voices

Only two days before finally confirming her pregnancy, Jolie looks chic and relaxed at the Vital Voices Global Leadership Awards in an empire waist Reem Acra dress. “Angie’s style shows that you can be comfortable yet still feminine and sexy! You don’t have to sacrifice comfort for style,” says her stylist. And those Cole Haan pumps are one of her secrets – they incorporate Nike Air technology!

14 of 22

APRIL 24

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Cousart-Ramirez-Rios/ JFX

The mom-to-be is spring-loaded in her yellow Catherine Malandrino dress and ivory Anya Hindmarch bag as she steps out to lunch in L.A.

15 of 22

MAY 11

SHOPPING SPREE
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With babies five and six on the way, the mom celebrates Mother’s Day by shopping with her two daughters, Zahara, 3, and Shiloh, almost 2.

16 of 22

MAY 12

FLOAT ON
Goff/INF

Jolie is ship-shape in her mauve Gerard Darel maxidress as she takes a yacht ride around Monaco with Pitt and sons Maddox and Pax.

17 of 22

MAY 14

MAY 14
Lydie/SIPA

Sticking to her maxidresses, Jolie heads into the Cannes International Film Festival in a floaty mint green number on the day that she confirms that she’s expecting twins!

18 of 22

MAY 15

ANGELINA JOLIE
KCSPresse/Splash News Online

The actress is radiant in a bold floral-printed white Thomas Wylde dress while promoting Kung Fu Panda at Cannes.

19 of 22

MAY 15

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Doug Peters/PA/Retna

Angelina lights up the Kung Fu Panda premiere at Cannes in a custom Max Azria Atelier gown.

20 of 22

MAY 19

MAY 19
KCSPresse/Splash News Online

Date night! Jolie, in a mosaic-print Nicole Miller gown, only has eyes for partner Brad Pitt as they head to dinner in Cannes.

21 of 22

MAY 20

SUITED UP
David Silpa/UPI/Landov

Leaving the gowns behind, Jolie is classic in a custom Dolce & Gabbana tuxedo at the Cannes photo call for The Changeling.

22 of 22

MAY 20

MAY 20
Doug Peters/PA/Landov

The mom-to-be combines style and comfort in her beaded Reem Acra caftan at the festival premiere of The Changeling.

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