The Most Iconic Award Show Looks of All Time

As we officially enter award season, it’s easy to get drawn into the glamor and excitement that surrounds each awards night. While the actual ceremonies themselves are hours long, filled with both commercial breaks and awkward banter from often-second rate hosts, the one aspect of award shows that remains exciting year after year is the red-carpet arrivals. It’s thrilling to see what people are wearing — even the most boring presenter can be elevated to star status depending on their sartorial choices.

There have been some amazing red carpet looks already this year. See for yourself whether they match up to some of the most iconic award show looks of all time.

1. Cher at the 1986 Academy Awards

Cher’s unbelievably iconic look at the 1986 Academy Awards was designed for her by legendary designer Bob Mackie. She made such a bold choice in an effort to stand out, and stray from the casual wardrobe that she had been wearing in her recent films. She also hoped to attract some attention to make up for the fact that she felt snubbed when her film Mask failed to be nominated for an award that year.

The elaborate plumed headdress was matched with a sequined net top and a low-slung skirt, leaving her midriff entirely bare. Her arms were covered with a long, silky cloak.

2. Jennifer Lopez at the 2000 Grammy Award

Jennifer Lopez’s green silk chiffon dress with the plunging neckline quickly became a sensation as soon as she stepped on to the 2000 Grammy Awards red carpet. It was designed by Donatella Versace and was considered her first big triumph for the Versace brand after the death of her brother Gianni.

Now, Versace and Lopez are inextricably bound together because of that dress, duplicates of which are currently on display in the Fashion Museum of Bath, and at The Grammy Museum. Lopez owns the original and has worn many gowns reminiscent of it since 2000.

3. Angelina Jolie at the 2012 Academy Awards

There’s no doubt that Angelina Jolie has amazing legs, and loves to show them off. Her most iconic red-carpet look featuring her legs (or rather, one leg) came in 2012, when she wore a black, off-the-shoulder Atelier Versace gown with a thigh-high slit.

Photos of her leg-baring strut, combined with a sassy hand on her hip cemented her as the most talked-about celeb of the year. An account that was attributed to her right leg attracted a remarkable 15,000 followers on Twitter within the space of a few days.

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