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The First vs. The Last Red Carpet Dresses of The Biggest Stars

By

Ami Ciccone

, updated on

June 10, 2024

Jennifer Aniston, 1995 vs. 2020

The Friends TV show star we are talking about, Jennifer Aniston, is still stealing our hearts. Her style statement has evolved over the years. Jennifer Aniston first walked the Emmy red carpet in 1995 with her co-star Matthew Perry in a strapless black gown with gloves that looked super elegant.

Likewise, her look from the 2020 SAG Awards was breathtaking. Jen is mostly seen wearing black gowns in the events, but this time, she turned the tables and won our hearts again. Her gown was a white silk vintage Dior in which she looked like an angel. Jennifer kept the look subtle with minimal jewelry.

Sandra Bullock, 1996 vs. 2020

Sandra Bullock made her debut in the film industry three decades ago. The Miss Congeniality star's red carpet looks have changed a lot over the years.

In the 1996 Academy Awards, she wore a burgundy gown with a white choker around her neck, complimenting her full look. But if we compare the 1996 look with 2020, she was looking even more gorgeous. Sandra, being in her 50s, managed to look effortlessly beautiful at Golden Globe Awards in 2020. She chose to wear a subtle honey yellow gown, a hi-low piece of feathers in satin linings. Bullock completed her look with nude makeup, a layered necklace, and tossed hair.

Meryl Streep, 2000 vs. 2020

Meryl Streep is a famous American actress known for her versatility in different accents and is undoubtedly her generation's best actress. Streep's fashion sense has evolved over the years as she has given many red carpet looks.

In 2000, she was seen wearing a textured pantsuit with 90s sunglasses. People in the fashion industry did not appreciate the look much. But Meryl bounced back and looked drop-dead gorgeous at the 2020 Golden Globe Awards. She stole everyone's attention by arriving in Dior Haute Couture's metallic dark green dress with a deep neck-cut and a crystal yellow necklace. It was timeless yet elegant attire for the glam night.

Meghan Markle, 2007 vs. 2021

Meghan Markle is another royal beauty that we shall be talking about here. Before getting into the royal family, she was a hardworking actress with a net worth of $10 million. Over the years, she has transformed her style in an exquisite and classy way. In 2007, Meghan wore a black mini strapless dress with a white bow tied in the front. However, her style is more subtle and sophisticated now.

Meghan Markle celebrated International Women's Day in La Ligne Palm floral dress. She had a family photograph where Markle looked beautiful in her baby bump. The dress was smoked fitted with puffy sleeves, which looked sweet on her.

Beyonce Knowles-Carter, 2016 vs. 2020

Beyonce needs no introduction as Destiny Child was one of the best-selling songs which gave her fame in the 90s. She has always worn head-turning attires on red carpets.

At the Met Gala in 2016, Beyonce wore a skin-toned gown by Givenchy. However, she looked even more bold and beautiful at the Golden Globes Awards in 2020. She and Jay-Z arrived late, but it was truly worth the wait. Beyonce wore a bodycon black dress with oversized golden shoulders and a deep square-cut neck. It was a custom dress by Schiaparelli Haute Couture. She completed her look with large diamond danglers, straight hair, and bronze makeup.

Ariana Grande, 2009 vs. 2020

Ariana Grande is a famous singer and a well-known name in Hollywood. This American sweetheart appeared in a movie premiere wearing a simple dress in 2009.

But recently, Ariana appeared in the 2020 Grammy's Award, taking everyone's breath away. The spotlight on her couldn't be any brighter as Ariana graced the red carpet wearing a Giambattista Valli Haute Couture strapless grey gown with layered tulle skirt along with long satin gloves in the same shade. The second look from the same event was a two-piece outfit in a similar shade. It was a Schiaparelli satin top and a skirt with a big bow tied.

Scarlett Johansson, 2002 vs. 2020

Scarlett Johansson is a famous face of the Marvel Cinematic Universe. True Marvel fans will know her because of the role she played in Black Widow. Additionally, Scarlett was the highest-paid actress for two years in a row (2018-2019).

In 2002, she was seen wearing a black knee-length dress. However, Scarlett stole the show at Oscar Awards on February 9, 2020. She arrived late with Colin Jost, her finance but stunned everyone. Scarlett wore a shimmery silver satin gown by Oscar de la Renta with a mid-length drape falling back. She completed her look with diamond danglers from Forevermark, a shining bracelet, and an enormous engagement ring.

Bella Hadid, 2014 vs. 2020

Bella Hadid's actual name is Isabella Khair Hadid. She is a top-rated American model. She was first seen in the Kids Choice Awards, 2014, in a basic animal print jumpsuit. However, with changes in fashion trends, her style has also evolved.

In MTV VMAs Awards in New York City 2020, she boldly gave a twist to a 90s retro look wearing a sheer black top with oversized pants by Nensi Dojaka. In other news, she was also seen in the Paris Fashion Week held on March 1, 2020. And in this event, she wore a double denim coat with baggy jeans and black boots accompanied by messy hair.

Emma Watson, 2001 vs. 2019

Harry Potter actress Emma Watson is a well-known international face. The world has seen her growing up from a little girl to an elegant lady. Emma's style has changed with trends in the fashion industry. In 2000, she wore a grey gown with a purple fur scarf and no makeup at all.

These days, she rarely attends any show and likes to keep a low profile. We last saw her at the W7 summit in Paris, 2019. She wore a Teatum Jones blue pantsuit with a white shirt underneath and black pointed heels. Her blazer had detachable balloon sleeves, which gave power to the look.

Nicole Kidman, 1997 vs. 2021

Nicole Kidman is a sweetheart in Hollywood. While talking about her red carpet looks, she has always stunned everyone.

Back in 1997, Kidman wore a strappy blue dress with white lace around the neck. But if you compare that look with her attire in the 2021 Golden Globe Awards, you will be stunned. Nicole wore a straight black gown of Louis Vuitton, embellished with golden-silver chains in front. She completed the look with 22K Cathy Waterman gold sword earrings and red-lipstick with a watch in hand. Nicole has never disappointed us with her red carpet looks and has always glamoured the vibe with her presence.

Kate Middleton, 2011 vs. 2020/2021

Since Kate Middleton is always followed by paparazzi, she has to look elegant and stylish 24/7. At the Duchess of Cambridge red carpet in 2011, she looked stunning in a lavender gown with a clutch bag and diamond earrings.

Coming to December 11, 2020, she attended a special night at the theater choosing a navy blue dress with white prints. Kate was wearing Alessandra Rich with navy blue pumps, which was a perfect match. However, her most recent look was even more subtle. On February 9, 2021, she wore a recycled Rebecca Taylor jacket and completed the look with small earrings.

Mandy Moore, 1999 vs. 2020

Mandy Moore, a well-known actress and a singer who gained her fame with a solo debut song, Candy, ranked 41 on Billboard's top 100. As a teen star, Moore appeared in a pink turtle neck top with a multi-colored skirt in 1999 at an event. However, comparing the 1999 look with 2020, her style has definitely changed.

Mandy arrived at the 2020 Critics Choice Awards held in Santa Monica, California. She stole hearts wearing Elie Saab's Resort 2020 collection, a black strapless jumpsuit with a chain around the waist. She completed her look with a winged liner, a low french bun, nude lipstick, and a tint of blush on cheeks.

Rihanna, 2005 vs. 2020

Do you need an introduction for her? We don't think so. Rihanna has ruled over the singing industry for 18 years now. Earlier, as a newcomer into the industry, Rihanna always kept her looks simple and sophisticated. But now, she has become a fashion icon in the industry.

Coming to February 22, 2020, at NAACP Awards in California, she was seen in a purple ruffled Givenchy dress with sleek strappy sandals. Her look was accompanied by bold red lipstick and red nails with a 38- carat amethyst diamond ring by Kallati. Well, she never fails to win our hearts again and again.

Adriana Lima, 2006 VS 2020

Adriana Lima is a Brazilian model and actress. She is best known as Victoria's Secret Angel from 1999-2018. Besides, in 2017, she was named the most valuable Victoria's Secret Angel. While appearing on red carpets, she has never failed to impress us.

In the 2006 Fragrance Foundation Awards, Lima arrived wearing an elegant white gown with a crop fur coat. Moving to 2020, she was seen in a white satin gown at Vanity Fair Oscar Party. The gorgeous model wore Ralph & Russo Spring 2020 Couture, and the gown had a slit, one side strapless and the other off shoulders. Adriana embraced the attire with embellished thigh-high boots.

Gal Gadot, 2009 vs. 2021

Gal Gadot has ruled our hearts right from the time she was seen playing Wonder Woman from DC. Gal won the Miss Israel title in 2004 at the age of 18. She is breathtakingly beautiful, and her red carpets looks are always chic. They truly serve a WOW moment!

Gal has always worn pricey but simple dresses at events. Recently on March 13, she attended Nickelodeon's Kids Choice Awards in Santa Monica, California. This wonder woman was stealing the show in a radiant yellow dress. It was from Stella McCartney's Pre-Fall collection 2021. She completed this stunning look with a pair of flat sandals from Drie Van Noten Doona.

Jessica Alba, 2005 vs. 2021

Jessica Alba has been ruling the industry for many years now. Jessica's fashion sense has evolved in years, and we can see a change in her red carpet appearances as well. At a movie premiere in 2005, Jessica wore a strapless black dress with a bracelet in one hand and studs in the ears.

Jumping to 2021, at the Create & Cultivate, she wore Jonathan Cohen Fall 2020 pantsuit. The color was unique so was her style. The blazer and parallel cut pants were in the same color with a ribbon on the blazer. Wearing red lipstick gave a dramatic look to the whole attire.

Gabrielle Union, 2000 vs. 2021

Gabrielle Union is an American actress, voice artist, and author. If we talk about Union's fashion appearance, she is seen playing with different colors and styles according to the trends in fashion.

In 2000, Union arrived in a white top and blue denim and aced the entire look. However, coming to 2021, Gabrielle wore a Valentino Spring 2021, a black printed floral shirt with collar, and Bermuda net shorts. She braided her hair and wore neon yellow sandals, which completed the whole look and added a pop of color to the black attire. This whole attire was worn by a guy on a fashion show runway of Valentino.

Miley Cyrus, 2006 vs. 2020

Miley Cyrus, who we have seen growing up, entered the industry when she was merely a teenage girl. Miley starred in a show called Hannah Montana, becoming everyone's favorite girl. Back in 2006, she was seen wearing denim shorts and a white net top and a smile that goes a long way. However, Miley has transformed her fashion sense in a much classy way.

In MTV VMAs 2020, she wore a jaw-dropping stunning sheer dress from Mugler's Fall Collection 2020. It was a black, strapless embroidered dress with high-length gloves. Miley's accessories were a golden choker, big hoops, and sleek silhouettes.

Eva Longoria, 2002 vs. 2020

Eva Longoria is famous in Hollywood due to her role in Desperate Housewives. Her fashion trends have changed according to the trends in the industry. While in 2002, Eva wore a pink gown, diamond jewelry, with a white purse that looked back then.

But Eva didn't do so great in the 2020 Producers Guild Awards. At the event, her outfit wasn't much appreciated. Apart from her makeup and hair, Eva's dress wasn't a hit this time. She wore a Teresa Helbig gold gown with ruffles and a buckle belt around the waist. We hope Eva will come in again in a more glamorous way.

Britney Spears, 1999 vs. 2019

The queen of pop music needs no introduction. Britney Spears has ruled many hearts worldwide with her music. As amazing as her songs are, Spears has managed to look glamorous on red carpets.

At the Country Music Awards,1999, she wore a white strappy dress that looked beautiful with curly hair and a tiara on her head. These days she is a little out of the spotlight and rarely seen in any shows. But looking back in 2019, Brintey arrived in a black, off-shoulder mini dress with her boyfriend, Sam Asghari, at GLAAD Media Awards. We all can agree Britney has maintained her fashion sense, even after staying low profile.

Kendall Jenner, 2009 vs. 2020

Kendall Jenner is truly one of the most fashionable personalities. Her fame rose from a reality TV show Keeping up with the Kardashians. Looking at her red carpet outfits, she has never really disappointed us. Back in 2009, at an event, Jenner looked absolutely pretty in a white and teal striped dress.

Checking her out in the 2020 Box BRIT Awards, Jenner looked even more classy. She wore a Saks Potts glitter long sleeve top with the same pants and transparent and crystal embeds Amina Muaddi heels. Jenner complemented the look with a metallic silver bag, nude makeup, and a high ponytail. From 2009 to 2020, Kendall's style has definitely evolved.

Gisele Bundchen, 2006 vs. 2019

Gisele Bundchen is a supermodel in the fashion industry, modeling for 20 years. At present, Bundchen is super happy with her family. As a model, her style has evolved over the years. In 2006 Bundchen wore pink silk down with half-tied hair.

Jumping on to where Gisele Bundchen attended the Dior Skincare Scientific Summit in Shanghai on October 29, 2019. She kept the look casual and looked chic in a Dior green blazer with an ivory silk blouse and wide denim jeans. The attire was completed with Dior black pointed heels, a CD leather belt, and minimal jewelry from Dior.

Adele, 2009 vs. 2020

Adele is a famous English singer with a net worth of $190 million. Adele's fashion has never let us down, and she has always appeared in classy outfits. Surprisingly at the 2009 Oscars' afterparty, Adele was unrecognizable, where she wore a leopard print dress and minimal makeup.

Compared with her recent appearance, Adele hosted SNL on October 24, 2020, where she looked charismatic and relaxed as it was her first time hosting. She wore a Brock Collection's off-shoulder jacket from the Fall 2020 collection. Gorgeously looking, Adele wore slim-fit pants, a pair of silhouettes, and wore her hair on the one side of her shoulder, completely revealing her danglers.

Zoe Kravitz, 2007 vs. 2020

Zoe has gained a lot of popularity since the beginning of her career. Even Her looks have changed a lot since then. Zoe's red carpet look from 2007 was entirely different from the recent look of 2020.

On February 25, 2020, Zoe and Lenny sat in the front row at Saint Laurent Fall 2020 runway show during Paris Fashion Week. Zoe was seen wearing a silver chainmail top from Saint Laurent teamed with baggy jeans. The look she carried was lowkey but stunning as she wore strappy black sandals from the Resort 2020 collection and rose gold earrings from Anita Ko.

Salma Hayek 2013 vs. 2021

Salma Hayek is Mexican beauty who now has a $200 Million net worth. Coming from the Mexican film industry, Salma has fit herself in the Hollywood glamour. In the 2013 Golden Globe Awards, she arrived wearing a strapless shimmering gown that hugged her body with danglers and a diamond bracelet with peachy pink lipstick.

Fast forward to the 2021 Golden Globe Awards, Hayek stunned everyone on the red carpet in an Alexander McQueen gown. The floor-length red gown was a perfect fit for the glamorous event with a high collar and single shoulder cut. The collar had a silver brooch, matching with her Harry Winston Jewellery.

Halle Berry, 2000 vs. 2021

Halle Berry has been gracing the red carpets since the 90s, and we all have seen how graciously she changes her style according to fashion trends.

Back in 2000, Halle dazzled the red carpet by wearing a pink wrap dress at Creative Arts Awards. Recently due to the pandemic, she made a red carpet moment in her home itself. Halle wore a Christian Siriano design, who pointed out that she is the first to wear a new pre-fall recycled collection. The dress she wore was a full tulle skirt with a black sheer crop top embellished with butterflies. Hallee Berry looked like a Disney princess at the age of 54.

Pamela Anderson, 1991 vs. 2020

Pamela Anderson has been in our lives since the 90s with her role in Baywatch. Since then, the actress has shown tremendous changes in her fashion sense. In 1991, she was seen in a white midi-dress looking perfectly beautiful. But now, Pamela has changed her fashion quotient and is killing us with more bold looks.

Coming onto her recent appearance in May 2020, Pamela posed for vegan handbags, her own line with French company Ashoka Paris. She was seen wearing a black sequin mid dress, peach pink lipstick, and nude makeup. She posed with a pink rose holding in her mouth, which gave her whole look a fantastic touch.

Heidi Klum, 2000 vs. 2021

Heidi Klum is a German-American model with a net worth of $160 million. She has been on red carpets since the 90s, and most often, Heidi has impressed us. Back in 2000, at the VH1 Fashion Awards, she was seen wearing a tight V-neck sparkly jumpsuit. People didn't much appreciate the whole look.

Heidi has struck many hearts at Germany's Next Top Model show on February 4, 2021. Klum wore Iris van Herpen and Vintage Thierry Mugler Haute Couture. The straight purple gown was appealing with fitted circles. She wore mid-size hoops and nude makeup, which gave a center attraction to the dress.

Gwen Stefani, 1996 vs. 2020

Gwen Stefani has been a popular singer since the 90s. We all had an aww moment when she posted a picture with her fiance Blake Shelton recently on Instagram. Gwen's style has taken glamorous turns over the years. She wore retro-punk yellow leather pants with black zippers and a white tank top on her stage show in 1996.

But now, it seems like her wardrobe has shaped a lot. Stefani wore David Koma to the Global Citizen Prize Awards on December 19, 2020. She wore a jacket and a skirt which was embellished with small stars. With that, she revealed her fishnets with a black bra underneath.

Penelope Cruz, 2007 vs. 2021

Penelope Cruz has always been an elegant, timeless presence on the red carpet. This Spanish actress has dazzled the industry with her beauty. Moreover, her fashion sense and outfits have always given an epitome of beauty. Traveling back in 2007 at Academy Awards, she glazed the red carpet with a baby pink Atelier Versace gown. However, Cruz still manages to steal our hearts with her subtle yet pretty attires.

Penelope Cruz wore Chanel to The 2021 Goya Awards. The floor-length black gown had a strapless and embroidered bodice. The dramatic eye makeup and nude lipstick showed how elegant she looked with straight hair and bangs.

Angelina Jolie, 1999 vs. 2018

Does this iconic lady need an introduction? Well, no. Angelina is a beautiful and famous face of Hollywood. The actress has always stunned us with her red carpet appearances.

Going back to 1999, she wore a Randolph Duke silver embellished floor-length gown with a deep round neck. These days she has kept a low profile, but last was seen in the 2018 Golden Globe Awards. Comparing the 1999 look, Jolie walked the red carpet wearing a Versace gown with a featured bodice and sheer sleeves with feathers at the cuffs. She embraced the look with nude makeup and diamond drop earrings from Forevermark.

Kaley Cuoco 2002 vs. 2021

Kaley Cuoco had her big break in the TV sitcom 8 Simple Rules and had a lead role in another TV show, The Big Bang Theory. Her style has evolved with her success. In 2002 at a holiday party, Kaley wore a midriff shirt with black pants and a long sleeve coat with a fur collar.

Comparing that look to the 2021 Golden Globe Awards, it is safe to say Kaley's style is becoming more mesmerizing. Well, the actress gave a jaw-dropping virtual moment wearing an Oscar de la Renta gown, looking like Cinderella came to life. The gown was strapless grey tagged along with embellishments all over the dress.

 Christina Hendricks, 2010 vs. 2020

Christina Hendricks has given us some major red carpet moments. She is a prominent actress in Hollywood with a net worth of $10 million. Just like a successful career, she has a glamorous style statement. For years, Hendricks' never failed to impress us. At Golden Globe Awards 2010, she wore a ruffled peach Christian Siriano gown with sleek danglers.

Recently in the 2020 People's Choice Awards, Mad Men star Christina Hendricks indulged in a little bit of glamour for the evening. She was spotted wearing a sparkling silver dress by Marchesa and teamed it with matching silver sandals, a silver clutch, and Hollywood-inspired waves.

Jennifer Lopez, 1997 vs. 2020

Jennifer Lopez often wears a pullover with a pair of denim jeans. Therefore, it's no surprise that this vogue star does not wait to glamour herself up once it involves events. For the premiere of Anaconda (1997), she wore a full sleeve brown gown with a slit opening till thigh and deep-cut neck. However, comparing this look with the 2020 red carpet look is highly difficult.

For the SAG Awards in 2020, Jennifer wore a classy black gown from Georges Hobeika. She completed the look with two bracelets on each wrist, a neck shining with a diamond necklace, and a pair of matching earrings from Harry Winston.

Kate Upton, 2014 vs. 2019

Kate Upton has always glamoured the red carpet looks. She has been one of the other faces of Hollywood with a net worth of $20 million. In 2014, she arrived at the premiere of The Other Woman in California. Kate wore a mid strapless dress, silver embellished, and off-white pumps.

Jumping to the 2019 look of the red carpet, she wore a Twinset black wrap gown with a high slit, which looked like a bombshell in the outfit. Kate wore embellished Jimmy Choos sandals and Bulgari jewels. She completed the attire with dark peach lipstick and dramatic eyes, which was super glamorous.

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