Today we finish with my 50 of the Most ICONIC Red Carpet Looks EVER list. I did my research. The looks in this list are all based on looks that stars wore on red carpets all over the world. Now while some might think of Audrey Hepburn, Marilyn Monroe, Grace Kelly, Katherine Hepburn, Rita Hayworth, and Twiggy when they think of iconic fashion moments. That is true, but you won’t find any of them on these lists. If you’re ready to ask me why I have an answer. Mostly their iconic fashion moments all were created for them by the costume designers contracted by the studios they worked for. I wanted to include only the looks that weren’t planned in conjunction with the studio for their impact. They might have been pulled together by high paid stylist, but not in a way that a studio would craft a look for their star based on the image they wanted them to have. Now this look is only ranked from the oldest to the newest and not based on how iconic I think that the look is. So let’s get into it.
46) Nicole Kidman in Calvin Klein by Appointment at the 2017 Cannes Film Festival: Between 2007 and 2017 Nicole Kidman feel out of love with fashion and then started to fall back in love with it. I fell in love with it too seeing it was look number 4 on my Best Dressed of 2017 list. I feel like this black and white Calvin Klein by Appointment bondage meets ballerina tea length tutu was the culmination of her falling back in love with fashion. This look took inspiration of Rudi Gernreich’s 1964 ‘Topless Swimsuit’ with a major ballerina skirt. In the CK by Appointment ad campaign this Raf Simons design was even show bare chested. For Nicole he of course modified the design to have the bustier bodice. It was a super enchanting moment for me. Modern yet classic glamour all rolled into one look. 
47) Elle Fanning in Valentino Couture at the 2018 Berlin Film Festival: 2018 was a major year for fashion and the first major look of the year came when Elle Fanning attended the Opening Ceremony of the Berlin International Film Festival giving us 60’s glamour wearing this bold Valentino Couture ensemble. It is still my favorite Elle Fanning red carpet moment ever and one of the best Valentino by Pierpaolo Piccioli looks ever delivered on the red carpet. I never would have expected Elle to wear a look like this. When I saw the look on the runway I honestly would have expected it to overwhelm Elle’s frame, but she wore it with effortless elegance. 
48) Lady Gaga in Valentino Couture at the 2018 Venice Film Festival: Each time I’ve featured Lady Gaga in this list it has corresponded with a new wave in her career. Her third and final look featured on this list comes from the frothy pink feathered Valentino Couture gown that she wore for the Venice Film Festival premiere of A Star Is Born. I SCREAMED when I saw this look. I loved this gown on the runway, but really felt like it was destined just to be an editorial look. So when Gaga showed up giving us full movie star drama wearing this gown in Venice I my heart skipped several beats. As I said earlier 2018 was a really strong year fashion wise but ultimately Lady Gaga in this gown topped my Best Dressed of the Year list, but honestly all of the first 4 looks could have easily tied for first it was so hard to cut down the list and rank everything. I will always rank this among Lady Gaga’s best red carpet moments ever. 
49) Billy Porter in Christian Siriano at the 2019 Academy Awards: The 2019 Oscars red carpet was kind of a let down. I was overall disappointed in all the nominees and presenters. Billy Porter though, who was there to host the red carpet for ABC, served us up a MAJOR fashion moment wearing a custom Christian Siriano tuxedo meets ballgown. It was a major moment for queer fashion on the red carpet. This is the ONLY men’s look I’m adding to this list because of how ground breaking it was. I feel like everything about this look screams ICONIC. While I don’t think it shattered boundaries for men on the red carpet I do think it put some major cracks in what we expect to see men wear on the red carpet. 
50) Elle Fanning in Christian Dior Couture at the 2019 Cannes Film Festival: The final look on the list is this major Elle Fanning moment in Cannes. In 2019 as she was making her rounds at the festival as a member of the jury she stepped out for one of the premieres wearing this major Christian Dior Couture by Maria Grazia Chiuri look. This is a new take on the iconic Christian Dior “New Look.” It was amazing tribute that felt very glamorous without feeling costume-y. It was an unexpected yet elegant moment which is a lot more casual than what I would have expected from Elle, but that is part of what made it amazing. The custom Steven Jones hat really made this look. It wouldn’t have been the same without it.
So there you have it my full list of the 50 of the Most ICONIC Red Carpet Looks EVER. Who are you surprised to see included? Who do you think should have made the cut? What do you think didn’t quite live up to iconic status?
Read Part 1 here, Part 2 here, Part 3 here, Part 4 here, Part 5 here, Part 6 here, Part 7 here, Part 8 here, and Part 9 here. Hope you have enjoyed.
41) Sonam Kapoor in Ralph & Russo Couture at the 2016 Cannes Film Festival: The Cannes Film Festival is a place where cultures come to be celebrated and collide. So it makes sense that we often see stars wearing looks that pay homage to their heritage. Sonam Kapoor has long been one of the biggest fashionista’s to come out of India and usually pays homage to Indian culture in one or another on the red carpets in Cannes when she attends. In 2016 she brought the drama giving us east meets west glam with this white custom Ralph & Russo Couture asymmetrical caped gown. She commanded the red carpet wearing this gown which finds its Indian inspiration in the hand done embroidery. She always owns Cannes but making sure she delivered the requisite Cannes “Go Big or Go Home” drama while still paying homage to her roots definitely made this look ICONIC to me. 
42) Michelle Obama in Atelier at the 2016 Italian White House State Dinner: Over the course of her time in the White House Michelle Obama delivered plenty of major fashion moments. Most of her eight years was spent championing emerging and established American designers, but 2016 she threw some major couture into the mix with looks from Gucci, Givenchy, & Atelier Versace. In 2016 I was working as a campaign organizer on Hillary Clinton’s Presidential Campaign. I will never forget sitting in my campaign office making voter contact calls while on a quick mental health break I was scrolling through Instagram and I saw a grainy video showing Michelle wearing this rose gold custom Atelier Versace draped chainmail gown I let out the loudest gasp and screamed yesssssssssss. I never would have expected this look from Michelle, but it really was her putting on her armor in the midst of a contentious campaign. I think that the subtle hint of going to battle is what made this look instantly iconic to me. 
43) Evan Rachel Wood in Altuzarra at the 2017 Golden Globe Awards: In 2017 Evan Rachel Wood made a pledge to wear pants for all her red carpet appearances, and she lived up to that. It was easily her black Marlene Dietrich inspired custom Altuzarra white tie tuxedo that she wore to kick off that initiative that I think is one of the most successful menswear inspired moments ever on the red carpet. Everything about this look screams masculine meets feminine and Evan Rachel Wood definitely really sold it to me. 
44) Zendaya in Dolce & Gabbana at the 2017 Met Gala: Zendaya has always been one of my favorite stars to see on the red carpet. As much as it pains me to feature anything Dolce & Gabbana on this website, but I really feel like this hand painted parrot print Dolce & Gabbana Alta Moda gown that Zendaya wore for the Rei Kawakubo themed Met Gala was her big princess I have arrived moment. It wasn’t her first Met Gala red carpet but it was her biggest. Everything about this look screamed excellence from head to toe. She showed us that glamour doesn’t have to be defined by plain gowns with embellishments. This is only the third look that features a print that made my list of ICONIC red carpet looks list. 
45) Aishwarya Rai in Michael Cinco Couture at the 2017 Cannes Film Festival: Bollywood star Aishwarya Rai has been a fixture on the Cannes Film Festival red carpet for almost two decades. When she showed up for the red carpet at the Palais de Festivals in 2017 wearing this larger than life Michael Cinco Couture ‘Cinderella’ ball gown she took my breath away. The glamour of this look was everything. It commands attention. It deserves that attention. When I think of the Cannes red carpet anymore I think of this gown and it is easy to see why.
31) Cate Blanchett in Armani Prive at the 2014 Golden Globe Awards: Regular readers of If I Was A Stylist may be SHOCKED that I’ve only included one look from my red carpet queen in my ICONIC Red Carpet Looks list. I love Cate, but she doesn’t necessarily push boundaries of fashion. She always delivers glamour. I loved this black lace Armani Prive moment as soon as I saw it. Again it was classic glamour done perfectly to kick off her winning awards season for Blue Jasmine. What I think made this specific gown iconic is the fact that Cate decided to re-use this gown four years later as the gown she wore to the
32) Lupita Nyong’o in Ralph Lauren at the 2014 Golden Globe Awards: While Lupita Nyong’o had worn all of the major labels and major couture creations while premiering and promoting 12 Years A Slave from the films debut at the 2013 Toronto International Film Festival her real “I’ve arrived” fashion moment was this red Ralph Lauren caped gown at the 2014 Golden Globe Awards. I remember Lupita was the first star to show up. She was giddy and she knew she looked beautiful. This super sleek moment was modern and dramatic all rolled into one major moment. I had high expectations for her to shut down the red carpet come awards season and she kicked it off in the best way possible. 
33) Rihanna in Adam Selman at the 2014 CFDA Awards: I mean it makes sense that given the fact that at the 2014 CFDA Awards Rihanna received the Fashion Icon Award and the look she wore on the red carpet to accept the award made this list. The crazy thing to me is that I didn’t include any of her looks prior to 2014 in this list. Honestly when I was building this list there were a lot of Rihanna looks in contention, but I had to weigh against other moments. I ultimately decided that this nude crystal encrusted Adam Selman gown scoop neck gown with a matching durag, and powder pink fur stole evoked a modern idea of Josephine Baker. This is gown is far from the first “Naked Dress” but it is the most successful iteration of the trend of dresses I sometimes wish would go away. If anyone could make me love this look it is Rihanna. 
34) Lily Collins in Elie Saab Couture at the 2014 Rome Film Festival: A gown that spawned a thousand copies. If you go to any online evening wear store even now you will find some iteration of this dramatically glamorous Elie Saab Couture strapless hand painted ombre gown that Lily Collins wore to the 2014 Rome Film Festival. This look is super glamorous and elegant, but it really is the consumer aspect of this gown that to me makes it an ICONIC moment. 
35) Emma Stone in Christian Dior Couture by Raf Simons at the 2015 SAG Awards: This awards season Emma Stone was making the rounds promoting Birdman. She spent most of the season wearing looks that were menswear inspired. Many will say that her 
26) Angelina Jolie in Atelier Versace at the 2012 Academy Awards: I’ve included two looks from Angelina Jolie in this list. The first was all about oozing sophisticated glamour. This one is all about showing off how fierce she is. On paper I would have never included this black velvet Atelier Versace origami fold draped gown. It is elegant for sure, but isn’t even close to being a statement making look. Instead it was all about the fact that Angie rocked the slit of this gown. All night long Angie made sure her sky high thigh was on display. She walked odd, but it was all worth the images that have ensured. The look screams sex appeal, but in a dark, glamorous manner. 
27) Gwyneth Paltrow in Tom Ford at the 2012 Academy Awards: Making her final appearance in my 50 Most ICONIC Red Carpet Looks Ever list is Gwyneth Paltrow wearing that major white Tom Ford cape gown at the 2012 Oscars. This look screams glamour and was really the first major caped gown on the red carpet. Since then we have seen caped gowns show up on the red carpet. This look was glamour defined and Gwyneth definitely gave Tom Ford the best red carpet to this point under his own womenswear label, which had launched about a year before. It is still the first look I think of when I think of Tom Ford and the most major moment he has delivered on the red carpet. Sleek timeless glamour. Perfection. 
28) Nieves Alvarez in Stephane Rolland Couture at the 2013 GOYA Awards: This look holds a special place in my heart. I think it signifies a change in my personal taste towards red carpet looks. Spanish supermodel Nieves Alvarez showed up on the red carpet at the Spanish equivalent of the Oscars, the GOYA Awards wearing this intricately crafted black, red and cream Stephane Rolland Couture gown and commanded attention. It was such a statement making gown. It made me take notice of Nieves. Since this look she went on to top my 2012 Best Dressed of the Year list (in this gown) and on to still be one of my favorite models to see on the red carpet. This look was drama defined from head to toe done.
29) Jennifer Lawrence in Christian Dior Couture at the 2013 Academy Awards: To take home her Academy Award for Silver Linings Playbook Jennifer Lawrence of course turned to Dior. This was her first awards season as a spokesmodel for the label. It is probably her best. To this point I feel like many of Jennifer’s red carpet looks had skewed her style very sporty and athletic. This was the first really successful princess moment. I honestly had no idea what to expect from her this year. In my wishes I picked a similar, yet sleeker, gown from the same collection I still wanted to see customized. When she stepped onto the red carpet wearing this gown I knew that Rachel Zoe, who stopped styling soon after this season, had done her well. The beautiful barely pink mermaid gown worn the simple earrings and the backwards worn necklace was exactly what I needed to really fall in love with Jennifer’s sense of style. 
30) Jane Fonda in Atelier Versace at the 2013 Cannes Film Festival: Finishing out today is a majorly sexy moment that changed how we defined “dressing for your age.” Jane Fonda has always been one to give us sex appeal and glamour on the red carpet, but she did much more than that when she stepped on to the red carpet at the 2013 Cannes Film Festival as the guest of L’Oreal Paris wearing this aqua blue long sleeve draped column gown which features sexy cutout’s on the neckline and the hip. It was such an unexpected moment. I remember seeing it for the first time and thinking WOW YOU GO GIRL. It wasn’t what Jane had trained us to expect from her. This is where I feel she started taking back her style and giving moments that she really LOVED instead of giving glamorous moment that she was expected to wear on the red carpet at the age of 76 at the time. She hasn’t slowed down the sexy since & I don’t expect her to stop any time soon.
16) Natalie Portman in Lanvin at the 2005 Academy Awards: This beautiful Lanvin gown customized from a cocktail dress on the runway was the first real major fashion memory I have of Natalie Portman. She wafted up the red carpet at the Oscars in 2005 wearing this gown solidifying her status as a fashionista. Everything about this look just oozed sophistication from the pleated fabrication, to the sequin detail on the bodice, to her vintage Fred Leighton diamond headband. It has to be one of my favorite Oscar fashion moments ever. 
17) Nicole Kidman in Gucci by Alessandra Facchinetti at the 2005 Golden Globe Awards: This dark teal silk Gucci by Tom Ford peacock feather detailed one shoulder gown was from Alessandra Facchinetti’s first of just two collections she presented. It was glamorous and sexy. It epitomizes Nicole’s early 2000’s style and is one of the only looks from this era of Gucci that has lasted. This look was fashion forward. It was a risk. It still screams glamour and elegance. 
18) Michelle Williams in Vera Wang at the 2006 Academy Awards: This beautiful marigold yellow Vera Wang gown that Michelle Williams wore to the 2006 Academy Awards was obviously going to be a part of this list. Honestly this effortlessly elegant gown with its loose waves, red lips, and statement vintage necklace is one look I think of often. Every time I see a gown of this color I compare it to this gorgeous moment. It isn’t a color we see often, but it is so impactful. 
19) Reese Witherspoon in vintage Christian Dior Couture at the 2006 Academy Awards: 2006 was a good year for Oscar fashion. The second look from the year on this list of 50 ICONIC red carpet moments comes courtesy of the beautiful vintage Christian Dior Couture gown that Reese Witherspoon wore to collect her Oscar for Walk The Line. I think vintage red carpet moments make for such Iconic looks because clothes just aren’t made the same way anymore. Even when you compare new couture to vintage couture there just doesn’t seem to be the same level of technique and care. This look isn’t big or dramatic, but will always be my favorite look that Reese has ever worn on the red carpet. It’s timeless femininity was perfect for the occasion and that is what made this look ICONIC to me. 
20) Nicole Kidman in Balenciaga by Nicholas Ghesquiere at the 2007 Academy Awards: This is another look that I couldn’t not include in my list of the most iconic red carpet moments ever list. I remember seeing this look when I was 13 and not loving it. I actually remember thinking it was ugly, but this was also when I was wearing cheap neon Hawaiian shirts and looked like a tool in training. As I learned fashion and my taste improved I feel in love with this gown. I love how sleek the gown is with the bow one the shoulder and the shimmering trimming on the neck and at the shoulders. It was a major moment and always will be. When Nicole looks really good you know she knows and you can tell she knew that she looked really good.
11) Julia Roberts in vintage Valentino at the 2001 Academy Awards: When Julia Roberts won her Oscar for her performance in Erin Brockovich she sparked a movement. It was the first time someone had worn vintage on the Oscars red carpet. By 2001 celebrity stylists were a major thing. The use to the red carpet to promote fashion brands was rising. So while stars were wearing the latest off the runway looks from Paris, Milan, and New York Julia dug into the archives at Valentino picking this black and white column gown with ribbon detail and a beautiful organza train. The gown to me evoked the modern Audrey Hepburn in the white ballgown from Sabrina and it was perfect look for someone to wear to win the highest accolade in their careers. 
12) Halle Berry in Elie Saab Couture at the 2002 Academy Awards: Many iconic fashion moments are moments that really make designers a household name. That is what happened in 2002 when Halle Berry won her Academy Award wearing this red Elie Saab Couture gown which features a rose embroidered sheer bodice and a dramatic taffeta skirt with a bustle train. This look was meshing of sexy and glamour. It almost reminds me of what Hollywood wanted Cher to be. It verged on trashy at the time, but really made Elie Saab the go-to designer for red carpets. It made for Halle’s most iconic red carpet look ever. 
13) Angelina Jolie in Marc Bouwer at the 2004 Academy Awards: This white silk charmuse custom Marc Bouwer gown with a plunging neckline, twisted waist detail, and a matching shawl is easily the biggest fashion moment for the New York designer. It put him on the map at the time. While he isn’t dressing anyone anymore Marc’s legacy is secure knowing that this look will continue to be live on. This was the first time that Angelina gave us major glamour after living the goth life. She oozed sexy, regal elegance. It wasn’t a boundary pushing gown, but just one that solidified Angie as one of the most glamorous women on the red carpet. She looked like she stepped out of the 30’s and onto a modern red carpet. Also, I loved that she styled this simple gown with that major H. Stern necklace and the very simple hair and make-up. 
14) Charlize Theron in Gucci by Tom Ford at the 2004 Academy Awards: On the occasion of her first Oscar nomination, and her only win to this point, Charlize Theron turned to Tom Ford at Gucci. This champagne gold crystal embellished slip gown exuded glamour. The look was in stark contrast to the character in Monster which she won the award for. It was also one of Tom Ford’s final red carpet moments for Gucci before he left the label as creative director. His tenure at Gucci is still considered amongst the most successful amongst the fashion set, it was all about sleek and very sexy glamour. 
15) Hilary Swank in Guy Laroche at the 2005 Academy Awards: Every time that Hilary Swank has been nominated for an Oscar she has won. To take home her second little gold man in 2005 Hilary gave us noting but back wearing a midnight blue jersey Guy Laroche Couture gown on the Oscars red carpet. Aside from the angular open back the gown was completely covered. It screamed modern glamour and made Hilary one to always get excited to see on the red carpet.
6) Sharon Stone in GAP and Vera Wang at the 1998 Academy Awards: When it comes to Sharon Stone’s style we typically think of sex appeal. While that is the case typically the one look from her that I am including in this list is much more conservative, but still oozes sex appeal in a different way. When she attended the 1998 Academy Awards Sharon decided to take a crisp white GAP button down out of her husband’s closet and paired it with a lavender satin evening skirt it was a new way to give us sensuality. The act of wearing your husbands shirt is so sensual and hot. It was the first time on a major red carpet this was done, and for that it earns a spot on this list of iconic red carpet moments. 
7) Liv Tyler & Stella McCartney in Stella McCartney at the 1999 Met Gala: The theme of the 1999 Met Gala was “Rock Style.” So princess of Rock and Roll Liv Tyler (Daughter of Aerosmith front man Steven Tyler) and Stella McCartney (daughter of Beetles front man Paul McCartney) walked the red carpet together giving us rock glamour. Stella was in her early years as a fashion designer and for this red carpet the pair rocked custom one shoulder t-shirt tops studded with crystals and emblazoned with the phrase “Rock Royalty.” The pair is definitely that. It was a true embodiment of the theme and I feel like these two giving us this moment was worthy of a spot on my 50 Most ICONIC Red Carpet Moments Ever list. 
8) Jennifer Lopez in Versace at the 2000 Grammy Awards: I mean come on could I really create a list of iconic red carpet moments without including Jennifer Lopez’s ICONIC green Versace “Jungle Dress.” The answer is absolutely not. This gown is literally the reason why Google Images exist. It has been parodied on the Oscars red carpet by South Park creator Trey Parker. Jennifer has worn an iteration on tour several years ago and last September she and Versace almost broke Instagram having her wear the “modern” version of the gown to close the Versace Spring 2020 RTW show. This dress has spurred a million knockoffs and is one of the red carpet moments that people think of when you ask them what’s an iconic fashion moment. So yea it had to be included in this list. 
9) Naomi Campbell & Iman in Dolce & Gabbana at the 2001 Met Gala: It pains me to include anything Dolce & Gabbana in any list be it a wish list or an iconic list, but the brand has been ever present for decades. Their first appearance on my 50 Most ICONIC Red Carpet Moments list comes from Naomi Campbell and Iman at the 2001 ‘Jacqueline Kennedy: The White House Years’ themed Met Gala. Obviously Naomi & Iman decided to go full Dolce instead of sticking to the theme. These looks definitely ushered in 2000’s style where it was all about the sex appeal. These looks are what made Dolce & Gabbana famous. They turned underwear into outerwear in a super glamorous manner. It sparked a decade of sex following the extravagance of the 80’s and minimalism of the 90’s meshing the two together in a major way making this fashion moment iconic. 
10) Britney Spears & Justin Timberlake at the 2001 American Music Awards: I have to say not all the looks I’ve chosen as my 50 most iconic moments list are things I’ve liked. Case and point? Britney Spears and Justin Timberlake wearing their matching custom patchwork light wash denim at the 2001 American Music Awards. Do I think these looks are good? Hell no. These looks are UGLY. But they continue to be talked about. They continue to inspire fashion. Denim still isn’t a fabric than can be used for formal occasions very well, but these looks paved the way for designers to continue to try.
1) Barbra Streisand in Arnold Scaasi at the 1969 Academy Awards: This is the first example of personal style taking priority over what the studio’s image I could think of. When Barbra stepped out for the 1969 Academy Awards, where she tied for the win for Best Actress for her performance in Funny Girl. This sheer Arnold Scaasi sheer sequined sailor ensemble was daring. No one would have picked this look for an Oscar winner at the time for a lot of reasons. The most important was its scandalous sheerness. While the second most important was the fact it was a bell bottom pants ensemble. It was mod girl meets free love vibes, and Barbra wore it perfectly. It was the bucking of expectations that made this look iconic to me. 
2) Cher in Bob Mackie at the 1986 Academy Awards: Speaking about bucking expectations Cher is the queen of bucking expectations. I don’t think any look defines that more for her than the major black Bob Mackie Native American inspired look that he created for her to wear for the 1986 Academy Awards. When she took to the Oscars stage introducing the nominees for the Best Supporting Actress award she even joked “as you can see I received my Academy booklet on how to dress like a serious actress.” She made a joke, but the look has lasted. 
3) Elizabeth Hurley in Versace at the 1994 premiere of 4 Weddings and a Funeral: Would an iconic fashion moments list be complete without this uber sexy black Gianni Versace gown with double side splits, a plunging neckline, and side cutouts with gold safety pin details. It was the first time a look like this had been made and given the fact that Elizabeth wasn’t even part of this film and pulled all the attention at the premiere spoke volumes. 
4) Gwyneth Paltrow in Gucci by Tom Ford at the 1996 MTV Video Music Awards: Over the course of the next several days you are going to see Gwyneth Paltrow a couple times. I may not be her biggest fan anymore, but I admit she has had some major fashion moments over the years. The first is this red velvet Gucci by Tom Ford tuxedo. I think a lot of the iconic-ness of this look has to do with the designer and not as much about the wearer. This was the first major red carpet moment for Tom Ford. This look was covetable and easy to recreate. It has spurred a thousand reiterations. It put Tom Ford on the map. 
5) Nicole Kidman in Christian Dior at the 1997 Academy Awards: Talking about putting designers on the map Nicole Kidman did it for John Galliano wearing this chartreuse Chinese inspired gown from his first collection for Dior. Nicole was there as a presenter and as the date on Tom Cruise. It was Nicole’s first iconic fashion moment and easily one of her best. This gown has been archived and not only is one of the best Oscar gowns ever, but it has also been featured in the 2015 Costume Institute exhibition “China: Through the Looking Glass.”
1) Angelina Jolie in custom Ralph & Russo Couture at the London premiere of Maleficent: Mistress of Evil: Angelina makes her first Best Dressed of the Year list appearance since 2013. Funny thing? The last appearance she made was also thanks to a custom Ralph & Russo Couture look. Angie is a regal queen and I always look forward to seeing what she will bring to the red carpet. When I saw her step onto the red carpet at the premiere of Maleficent: Mistress of Evil in London wearing this magical pale grey Ralph & Russo Couture intricately beaded cape gown my heart soared. This is always what I want Angelina to look like on the red carpet. It was regal perfection from head to toe. This look immediately made me think of a warrior goddess and Angie just wafted up this red carpet with real presence. So when I was putting this list together nothing gave me the same wow moment so of course it tops my Best of 2019 list. 
2) Sarah Paulson in custom Prada at the London premiere of GLASS: This was the first look last year I remember loving. This pink Prada gown with green hand painted flames on the hem inspired by brands Spring 2012 RTW collection and was reissued by Miuccia for the Fall 2018 Menswear collection. This look is fun and statement making. It was a risk. That is one of the things I love most about Sarah. She isn’t afraid to take risks. Honestly I can’t believe that this is the first time that Sarah has made one of my Best Dressed of the Year lists. I have always been a fan of her style, but everything about this look from the jade Irene Neuwirth tassel earrings to the emerald marbled acrylic Edie Parker clutch this look made this a major pop art inspired glamour moment.
5) Katy Perry in Carolina Herrera Spring 2020 RTW at the David Lynch Foundation ‘Silence The Violence’ Benefit: Everyone knows I love quirky, dramatic takes on glamour so it should come as no surprise that I LOVED seeing Katy Perry wearing this blush pink satin Carolina Herrera Spring 2020 RTW strapless ballgown overlaid with black polka dotted white tulle and features a dramatic side ruffle and a bow detailed ribbon waist. This gown isn’t something I think I would have even thought of as an option for Katy as I was looking at the runway looks, but I am glad that her stylist Samantha Burkhart did. The sleek retro curled bob and the pearl tiara from Simone Rocha all made this an absolutely major moment.
8) Elsa Hosk in custom Etro at the Cannes Film Festival premiere of A Hidden Life: The Cannes Film Festival is always an event that delivers major Best Dressed of the Year worthy fashion moments and 2019 was no other. I have never not included looks from the film festival in my Best Dressed of the Year List and that didn’t change this year. Etro got a new VIP director this year and we saw all kinds of looks from the label on the red carpets. The most successful was the rainbow sherbet color blocked gown with a dramatic train and a plunging neckline worn by Elsa Hosk for the premiere of A Hidden Life. It was an obvious homage to the Halston gown worn by Lauren Hutton to the 1975 Oscars. There was not denying that. To me a look that is such a literal homage is even more difficult to pull off because if you do not do it right then it just doesn’t work. Elsa balanced the bohemian vibes from Lauren with modern dramatic glamour perfectly which is why she earned a spot on this list. 
Brie Larson donned a majorly dramatic Giambattista Valli Couture moment on the red carpet at the Toronto Film Festival premiere of Just Mercy. Now for the LA premiere I am predicting something a little less dramatic, but still fun and bold for Brie to bring to life on the red carpet with this tangerine Christopher John Rogers Spring 2020 RTW sleeveless halter dress which features a bow detail on the back of the neck (and we all know Brie loves a good bow), a gathered detail on the hip, an a-line silhouette, and an asymmetric flamenco hem. I feel like coming off the heels of his CFDA/Vogue Fashion Fund win this year that 2020 is going to mean BIG things for Christopher John Rogers, but why wait until 2020 when we could have this look served to us to help finish 2019 in high style. A sleek low bun updo, defined eyes, soft pink lips, a pair of 
Michael B. Jordan has a sense of style, but there has been a lot of questioning the execution of his looks. There is usually some sort of issue, typically with fit. Fit should never be an issue for a man in Hollywood. There is an abundance of tailors in LA, and across the world, that are more than capable of making sure there is an absolutely perfect fit for a suit. Michael’s suits tend to fit on the small side. That might be because with his frame he might be in between sizes. Well he is a big enough star that designers can and will make a suit made to measure for them. Or he can get a size up and then have one of the many expert tailors in LA fit it perfectly to him. I know Dior has a team of tailors who work specifically with the VIP clientele and so when I picked this cornflower blue Dior Man Spring 2020 Menswear double breasted suit with a shinny silk button down I knew it was the perfect idea to make sure that Michael could have a major moment to bring to life on the red carpet at the LA premiere for Just Mercy. Now to finish this look I would tuck in the button down, ditch the necklace and bag the look was paired with on the runway, keep the crystal broach, and add a pair of 
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