01of 06March 2000: 72nd Academy AwardsBei/REX/ShutterstockJennifer Aniston’s firstOscarsappearance was withthen-boyfriendand fellow actorBrad Pittat the 72nd Academy Awards in 2000. The two stepped out together and instantly became an iconic Hollywood couple. That summer,the two wedin a lavish Malibu ceremony. The coupleseparated in 2005after five years of marriage.
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March 2000: 72nd Academy Awards
Bei/REX/Shutterstock

Jennifer Aniston’s firstOscarsappearance was withthen-boyfriendand fellow actorBrad Pittat the 72nd Academy Awards in 2000. The two stepped out together and instantly became an iconic Hollywood couple. That summer,the two wedin a lavish Malibu ceremony. The coupleseparated in 2005after five years of marriage.
02of 06March 2006: 78th Academy AwardsChris Polk/FilmMagicLess than a year after finalizing herdivorce from Pitt, the actress walked the red carpet solo at the 78th Academy Awards in 2006. TheFriendsstar looked radiant in a black, scoop-neck Rochas gown as she prepared to present the award for Best Costume Design.
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March 2006: 78th Academy Awards
Chris Polk/FilmMagic

Less than a year after finalizing herdivorce from Pitt, the actress walked the red carpet solo at the 78th Academy Awards in 2006. TheFriendsstar looked radiant in a black, scoop-neck Rochas gown as she prepared to present the award for Best Costume Design.
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February 2009: 81st Academy Awards
Chris Carlson/AP/REX/Shutterstock

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February 2013: 85th Academy Awards
Justin Theroux and Jennifer Aniston.Jim Smeal/BEI/REX/Shutterstock

05of 06February 2015: 87th Academy AwardsJustin Theroux and Jennifer Aniston.Jeff Vespa/WireimageAniston and Theroux’s engagement saw them to their next Oscars appearance in 2015 at the 87th Academy Awards, where she presented the award for Best Documentary Feature. Wearing a Versace gown, the actress was all smiles with Theroux. Several months later, the twomarried at their California residence.
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February 2015: 87th Academy Awards
Justin Theroux and Jennifer Aniston.Jeff Vespa/Wireimage

Aniston and Theroux’s engagement saw them to their next Oscars appearance in 2015 at the 87th Academy Awards, where she presented the award for Best Documentary Feature. Wearing a Versace gown, the actress was all smiles with Theroux. Several months later, the twomarried at their California residence.
06of 06February 2017: 89th Academy AwardsAnn Slack/Patrick McMullan/Getty ImagesIn her first Oscar appearance after marrying Theroux, Aniston presented the “In Memoriam” tribute segment. She received plenty of praise for herlow-cut, high-slit black gownand 20-carat Golconda diamond ring, reportedly worth $1.2 million. Aniston and Therouxannounced their separationin February 2018 after two years of marriage.
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February 2017: 89th Academy Awards
Ann Slack/Patrick McMullan/Getty Images

In her first Oscar appearance after marrying Theroux, Aniston presented the “In Memoriam” tribute segment. She received plenty of praise for herlow-cut, high-slit black gownand 20-carat Golconda diamond ring, reportedly worth $1.2 million. Aniston and Therouxannounced their separationin February 2018 after two years of marriage.
source: people.com