Jennifer Love Hewitt's Most '90s Photos
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Carson Daly and Jennifer Love Hewitt
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Among J. Love's many former flames was Carson Daly, a 1990s fixture on MTV. Can you even imagine the '90s without the show Daly hosted, TRL?! The Felicity-era curls Hewitt sported and the goth-inspired dress she rocked at MTV's biggest bash of the year, the Video Music Awards, were totally indicative of the time. (9/10/98)
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Jennifer Love Hewitt
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Speaking of MTV, remember the star-studded spectacle that was Rock N' Jock, when the network would show celebs and pro athletes facing off in a friendly ball game? At the 1995 softball contest, an up-and-coming Hewitt wore a crop top, jeans, and — the most '90s of all shoes — Doc Martens. (4/1/95)
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Jennifer Love Hewitt and Jeremy London
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The actress obviously wanted to look her best for a Party of Five calendar signing with co-star Jeremy London in 1996. She even crimped her hair! (11/1/96)
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Jennifer Love Hewitt and Joey Lawrence
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Going as boyfriend Joey "Nothin' My Love Can't Fix" Lawrence's date for the American Music Awards is seriously '90s. (1/29/96)
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Jennifer Love Hewitt and Joey McIntyre
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Then again, few pictures encompass the decade more than Hewittt hugging Joey McIntyre, a member of one of the decade's biggest boy bands, New Kids on the Block, while embracing the butterfly clip hair trend just as strongly. (1/13/98)
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Jennifer Love Hewitt
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Actually, the entire outfit was a sign of the times! (1/13/98)
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Jennifer Love Hewitt and Katie Holmes
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Hewitt — decked out in an of-the-moment sherling coat and curly tresses — bonded with Katie Holmes, the star of another iconic '90s TV show, Dawson's Creek, at a New Year's Eve bash thrown by MTV. (12/31/98)
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Jennifer Love Hewitt and Will Fredele
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Hewitt appeared on Boy Meets World, a show that's inspired so much nostalgia, it's come back in a new form! At the time, she was dating one of the cast members, Will Friedle, pictured here. (2/27/98)
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Jennifer Love Hewitt
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Chokers were all the rage when Hewitt wore one with a bright tube mini dress and black leggings at the L.A. premiere of the teen flick Can't Hardly Wait. She's so much prettier than Gwyneth in this picture, right? (6/2/98)
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Jennifer Love Hewitt and Kirsten Dunst
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Let us count the ways this photo is an awesome representation of the '90s: 1. Hewitt's chunky shoes. 2. The presence of then-starlet Kirsten Dunst (especially huge then thanks to movies such as Jumanji and Interview With a Vampire). 3. Dunst's choker. 4. It was taken at the launch party for the now defunct Teen People magazine. (1/13/98)
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Jennifer Love Hewitt and Melissa Joan Hart
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Obviously, Hewitt popped a pose with fellow teen star Melissa Joan Hart at the same soiree. Who wouldn't want her photo taken with Clarissa/Sabrina? (1/13/98)
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Jennifer Love Hewitt
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When Hewitt hosted Saturday Night Live several years into her Party of Five run and just as she was taking the movie world by storm (I Know What You Did Last Summer and Can't Hardly Wait), she was part of a sketch featuring some of the show's most legendary characters, the Spartan Cheerleaders. (11/21/98)
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Natalie Imbruglia And Jennifer Love Hewitt
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The actress/singer happily encountered "Torn" songstress Natalie Imbruglia (and her ultra '90s look) on the red carpet at the 1999 Grammys. (2/24/99)
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Jennifer Love Hewitt and Puff Daddy
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At another Grammy fete, Hewitt rubbed elbows with fashionable "I'll Be Missing You" rapper Puff Daddy, who, of course, looked dapper as always! (9/9/99)
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Jennifer Love Hewitt
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Hewitt wore a strapless dress in a sweet shade of neon green when she scooped up the trophy for favorite actress in a horror movie for her starring role in I Still Know What You Did Last Summer at the Blockbuster Entertainment Awards in 1999. (5/25/99)
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Jennifer Love Hewitt and Tommy Hilfiger
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Designer Tommy Hilfiger — who's often oversized flag logo was ubiquitous at the time — escorted the brunette beauty to the Met Gala in one of his own designs. Even in the '90s, though, the look wasn't considered a fashion win. Talking head Ben Stein told People it looked like "she's borrowed Santa Claus's beard and sewn it into a skirt." (12/6/99)
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Jennifer Love Hewitt and Verne Troyer
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At the first ever Teen Choice Awards back in 1999, the Party of Five actress won the title of Choice Actress in a movie. (She was also nominated for her work on the show.) Backstage, the belle of the ball mingled with Verne Troyer, who had a star-making turn in Austin Powers: The Spy Who Shagged Me just three months earlier. (9/10/99)
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Jennifer Love Hewitt
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Like many of us, J. Love gave her crimping iron a serious workout back in the day! However, she kept at it even after the frenzy about it died down. Around the time everyone was freaking out about Y2K, she proudly sported crimped tresses with another choker, a floral mini dress, and the ever popular knee-high boots at a party. (11/7/99)
WireImageParty of Five, one of the best teen dramas of the '90s, is no longer a teenager. The Fox hit turns 20 on Sept. 12. Aside from a rockin' theme song ("Closer to Free" by the BoDeans) and future Scream heroine Neve Campbell, the show also gave audiences the pretty and perky Jennifer Love Hewitt. Check out some of the brunette beauty's most awesome photos from way back when to mark the occasion.