11988: Ruched Dresses With Giant Sleeves
Getty ImagesBrooke Shields wore this polka-dot number with a ruched bodice back when the style was *so* in. And, of course, it wouldn't be the '80s without statement puffy sleeves AND hair.
21989: Spandex Bike Shorts
Getty ImagesMadonna proved that you can wear bike shorts even if you don't happen to be cycling. (The trend is making a comeback thanks to the Kardashians.) The Material Girl dressed up hers with a back tank top, black loafers, and gold jewellery at a concert in Los Angeles.
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31990: Satin Colour-Blocked Dresses
Getty ImagesEveryone had a dress like this in 1990. Whether it was blue or green or pink, it was always colour-blocked and satin. Model Jerry Hall paired her slightly off-the-shoulder version with a black bag and sheer tights.
41991: Leather Jackets
Getty ImagesCher showed us what it meant to be motorcycle chic in this leather biker jacket, which she paired with a sheer top and light-wash jeans. Nirvana released their infamous album Nevermind the same year, and the band's grunge influence also made waves on the fashion scene.
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51992: Button-Down Shirts Tied Around the Waist
Getty ImagesEven supermodels like Naomi Campbell weren't immune to button-downs, often choosing to tie them around their waists. Naomi wore hers with a knitted black crochet beanie to an awards ceremony in New York City.
61993: Denim Jackets
Getty ImagesDrew Barrymore proved that a party look doesn't necessarily have to be dressy. Here, she rocked a denim jacket with contrast stitching — and a plush Mickey Mouse backpack, no less — to a premiere in Westwood, California.
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71994: Sheer Dresses
Getty ImagesA delicate, sheer dress covered by a just-as-sheer shirt was the lewk for '94, demonstrated by none other than fashionable It girl Sarah Jessica Parker. Although Sex and the City didn't premiere until four years later, she totally channeled Carrie Bradshaw with this look, which she completed with a black bag and block-heel sandals.
81995: Super Strappy Bra Tops
Getty ImagesUnderwear as outerwear was the party look of '95. Bonus points if it was strappy and crocheted, like Jada Pinkett Smith's turquoise two-piece ensemble, which she wore to the Devil in a Blue Dress movie premiere in Beverly Hills.
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91996: Babydoll Dresses
Getty ImagesBabydoll dresses with a square neckline, like Mariah Carey's, were a staple in everyone's "going out" wardrobe in the mid-'90s — ESPECIALLY if they featured a tiny belt that wrapped right under your boobs.
101997: Tube Dresses
Getty ImagesIn '97 it was all about simplicity — an outfit you could simply pull over your head with no straps and no zippers was key. And, of course, it absolutely had to match your shoes, like Tyra's red tube dress and red heels.
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111998: Spaghetti-Strap Tops
Getty ImagesAnything with spaghetti straps was definitely on trend in '98, and Gwyneth Paltrow modeled the look at a Beck concert in New York City with her grey-blue top. Her sandals and bag handle also featured thin straps, really driving home the popularity of the style.
121999: Metallic Overload
Getty ImagesFrom her cropped copper bomber jacket to the silver metallic snakeskin patterned pants, Britney Spears' look was perfect for hitting the town — or, in her case, the MTV Video Music Awards.
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132000: Head-to-Toe Pink
Getty ImagesWith the new millennium came the groundbreaking trend of all-pink party outfits, like Mary J. Blige's matching leather ensemble featuring a crop top, vest, knee-high boots, and even pink highlights. The look is so bright it's like staring straight at the sun – except it's hot pink.
142001: Handkerchief Crop Tops
Getty ImagesHandkerchief tops really swept the party scene in 2001, and Christina Aguilera was the queen of the trend. They were always cropped and paired with low-rise jeans, although you could also use a bandana to create the same effect. A newsboy cap to accessorize was optional but definitely encouraged.
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152002: Rhinestone Dresses
Getty ImagesParis Hilton's 21st birthday dress is probably the party look to end all party looks. She wore this rhinestone-covered halter dress with a huge rhinestone choker to her big bash in London, along with a little tiara and very of-the-time butterfly clips. TBH, we wouldn't expect anything less from the heiress.
162003: Drapey Necklines
Getty ImagesAnother Hilton, another party look. Nicky Hilton wore this pale blue dress with a draped neckline to a party in Las Vegas, complete with a matching blue watch, metallic heels, and a flawless pink mani/pedi. The dress also featured a strap across the front that can only be described as seatbelt-esque.
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172004: Halterneck Tops and Boot-Leg Jeans
Getty ImagesGabrielle Union showed up to Teen Vogue's Young Hollywood party in this baby-blue halter neck top and boot-leg jeans. Every girl had an outfit like this in her closet in the early aughts, right down to the silver sandals and brown leather bag.
182005: Dropwaist Dresses
Getty ImagesNicole Richie wore this patterned dropwaist dress with a blue belt and silver heels on the pink carpet at a T-Mobile Sidekick and Juicy Couture event.
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192006: Leggings and Babydoll Tops
Getty ImagesOutfits like Ashley Tisdale's long babydoll top, worn over knee-length leggings, were commonplace on a night out in 2006. And the best part? You really could dress your whole look up or down depending on the length of your leggings.
202007: Sequin Minis
Getty ImagesLindsay Lohan (a.k.a. LiLo) practically invented the sequin mini party dress. Avid partygoer that she was, her sparkly number (and matching silver Mary Jane shoes) was the going-out look of 2007.
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