Jennifer Lopez’s Beauty Evolution: 25 Years Of Her Most Memorable Looks

In light of J.Lo’s engagement to Alex Rodriguez over the weekend, we take a walk down memory lane to reveal her best (and worst) beauty looks


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The ageless face of Jennifer Lopez.

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1995

Jennifer was never credited for her role as a young Maria in the 1995 Spanish film, My Family, but she still attended the Hollywood premiere. Her light brown lipstick and feather-light eyebrows cemented this beauty look firmly in the 90s.

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1996

Here’s proof that too much concealer can definitely be a bad thing. The Selena actress was a little heavy handed when it came to concealing her under eyes and the bridge of her nose at the film’s press conference in 1996.

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1997

Another quintessential 90s beauty look from the actress-come-singer, Jennifer’s smile was as big as her hair at the 69th Academy Awards in 1997.

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1998

From here on begins J.Lo’s themed approach to her beauty look — pulling out a key colour from her ensemble and mirroring this with her eyeshadow. This time it was a shimmering pewter hue at the 40th Annual Grammy Awards in 1998.

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1999

Jennifer has surf culture to thank for this beach-appropriate look. Appearing as if she just stepped off the sand, her brushed out ringlets possessed all the same texture you’d expect your hair to after a day in the surf.

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2000

The turn of the millennium ushered in a new era for the Latina, and who could forget this iconic sheer, palm printed dress slashed to her navel? Clothing (or lack thereof) aside, it was the half-up, half-down hairstyle that had us sold. It was clearly a favourite of Jennifer’s too, as she’s recycled this style for years (but more on that later).

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2001

Farrah Fawcett called — she wants her look back. Honey highlights and face framing layers flicked out toward her temples were the order of the day when Jennifer attended the 2001 Teen Choice Awards.

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2002

We’re not entirely sure who Jennifer’s inspiration was when she briefed in her hairstylist, but we can only assume she asked for va-va-volume. And that’s certainly what she got — a back-combined coif and teased ringlets secured this look in Shirley Temple territory.

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2003

Figure 2 — Jennifer matching her eyeshadow to her outfit, this time in a shade of pale green. This pallid shade would make most people look incredibly washed out, but a decent dusting of bronzer and taupe colour blush prevented any of that. Jennifer was at the 75th Academy Awards with her then-beau, Ben Affleck.

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2004

Cast your mind back to when visible highlights were all the rage. Jennifer’s mix of caramel, honey and copper highlights are sure to have inspired women everywhere to go armed with pics of her look at the 2004 Golden Globes to their local hairstylist. Choppy bangs optional.

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2005

Proof that we all get it wrong sometimes, Jennifer got it so, so wrong at the CFDA 7th Sale Kick-Off in 2005. The bouffant hair, the one-dimensional skin, the washed-out lip gloss, and don’t even get us started about the block of black eyeshadow. So. Wrong.

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2006

And just that like she redeemed herself. Jennifer’s look at the 2006 MTV Video Music Awards included this shimmering headscarf, which served dual purpose to disguise a bad hair day while distracting with all that glitter.

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2007

There’s a lot going on in this beauty look, but somehow it works. Jennifer wore highly glossed lips, mauve eyeshadow, winged eyeliner, and a whole lot of peach blush to the 2007 Vanity Fair Oscar Party.

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2008

Combine syrupy pink eyeshadow with fluffy mink lashes, flawless skin and a smoothed back topknot and what do you get? A Hollywood star. Jennifer looked the part at the 25th annual Night of Stars in 2008.

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2009

Jennifer switched things up in the hair department the following year — still with a topknot but this time her hair was twisted in a number of different directions to build out quite the impressive bun.

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2010

Now this is volume done well. A centre part of undulating waves and a sultry smoky eye set Jennifer apart from the rest at the 52nd annual Grammy Awards.

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2011

Clearly she’s an early adopter of the hair slide trend (keep your eyes peeled for more on that in this week’s Viva). Jennifer chose a bejewelled hair slide to pin the front sections of her hair back, leaving the mid-lengths and ends free at the 2011 Golden Globe Awards Party.

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2012

This cut-crease style eye look just gets better the more you view it. Winged eyeliner is framed by cream eyeshadow blended up towards the crease of her eyelid, and punctuated by shimmering taupe from the crease up to her brow bone. A round of applause for her makeup artist’s masterful application and steady hand…

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2013

Jennifer nailed the ‘Punk Chaos’ brief at the 2013 Met Gala with this hair-raising look. A wicked dark smoky eye and sky high coif was sure to have us fearing for our lives if we’d come up against her in a dark alleyway

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2014

Remember that hair look from 2000? Well Jennifer brought it back in 2014, and it was just as good then as it was back at the turn of the century. Except this time her highlights were a lot less mince 'n’ cheese.

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2015

The classic ponytail received a grown up treatment at the 87th annual Academy Awards. Slicked down the sides of her head, but then with ends tousled and free, this fuss-free look was chic, chic, chic.

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2016

Her makeup artist is nothing if not daring — case in point fusing this canary yellow eyeshadow with glossy crimson lips. We wonder how long it took Jennifer to perfect the ‘parted lip’ pose she seems to favour so much…

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2017

Millennial pink had its time in the sun, and then lavender stepped up to the mark. Jennifer matched her frothy lavender confection to eyeshadow in the same shade at the 59th Grammy Awards in 2017.

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2018

From short to long to short again, Jennifer debuted a blunt lob slicked behind her ears at the Heavenly Bodies-themed Met Gala in 2017. Peach-hued blush and lipstick warmed up her facial features.

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2019

She hadn’t really dabbled in glamour waves up until this year’s Academy Awards, but we really wish she’d done it sooner. This timeless look was striking enough to draw attention, but not detract from her mosaic-style gown on the red carpet.

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