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Get ready to relive some of the boldest, most breathtaking, and unforgettable Grammy red carpet moments ever! From daring cutouts and avant-garde designs to iconic gowns and jaw-dropping accessories, these unforgettable looks are a true celebration of fashion and self-expression. See how stars like Lady Gaga, Beyoncé, Cardi B, and more defined style at music’s biggest night with confidence and flair. Which look left you speechless?
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00:00Now I got to talk about these outfits, the drip, oh my goodness.
00:05Welcome to Ms. Mojo.
00:07And today we're counting down our picks for the boldest, most beautiful,
00:11and utterly unforgettable ensembles that have graced music's biggest night.
00:15It's been a very long two weeks, three weeks.
00:19And this is the final result.
00:24Number 20, Grace Jones, 25th Annual Grammy Awards.
00:28Grace Jones never treated the red carpet like a place to blend in,
00:32and her 1983 Grammys look proved that loud and clear.
00:41She showed up in a sharply constructed outfit
00:44that felt more like modern art than typical award show fashion.
00:48With its strong angles, tailored jacket, and unforgettable headpiece,
00:52the look was bold, dramatic, and completely her.
00:55Jones often wasn't one to worry about trends or playing it safe.
01:00You see, when it gets wet, fellas, this is a nice place to go under.
01:05She used fashion to build a character and make a statement.
01:08The whole moment felt intentional, powerful, and a little intimidating in the best way.
01:13She commanded the red carpet and had everyone buzzing.
01:17You know, whatever it is you feel to do, do it before you go looking outside of yourself.
01:25You know, and then from there, you can get a true creation.
01:30Number 19, Toni Braxton, 43rd Annual Grammy Awards.
01:35Long as we live, we won't forget Braxton's unforgettable look.
01:38It's the kind of moment pop culture still talks about to this day.
01:48She wore a white Richard Tyler gown that was simple at first glance,
01:52then instantly breathtaking once you noticed the sky-high slit and daring cutouts.
01:57It was bold without feeling messy, and confident without trying too hard.
02:02You've been risque, I've seen some photos.
02:04I have, a little bit, yeah.
02:06That was BC.
02:07That was BC?
02:08Before children.
02:09Before children.
02:10Before children, so I was a little more comfortable showing it, but now I'm older.
02:12Yeah.
02:14Toni wore it like she knew exactly what she was doing,
02:17and that confidence made the dress legendary.
02:20The look celebrated her body in a way that felt powerful and self-assured.
02:24It proved that sometimes, less is truly more,
02:28especially when worn with such undeniable panache.
02:31Don't you have to be really careful?
02:33I mean, not to move too much and let something hang out?
02:36Yeah, you do.
02:36You have to make sure you're landscaped very well.
02:39Number 18, CeeLo Green, 59th Annual Grammy Awards.
02:44CeeLo Green showed up to the red carpet dressed like he'd already won,
02:48and turned himself into the trophy.
02:50Someone said he looked like C-3PO.
02:53Someone said he looked like a forever shape.
02:55No, he looks like the guy at Hollywood Highland that stands on a crate and does the robot.
02:59Fully committing to his gnarly Davidson alter ego,
03:02he stepped out covered head to toe in gold,
03:05including a metallic face mask that made him look like a living statue.
03:09It was bizarre, dramatic, and impossible to ignore.
03:12Baby, there's no doubt.
03:14Why don't you turn the TV on every once in the while?
03:16The look instantly went viral and sparked plenty of debate,
03:20which honestly felt like the point.
03:22It was a bold, theatrical move that perfectly encapsulated his eccentric artistry
03:27and proved that beyond the Grammy's stage,
03:30the red carpet is truly a platform for self-expression.
03:33Oh, no, no, no.
03:34That's some guy.
03:35I don't know that guy at all.
03:37He's cool looking, though.
03:38He's cool looking.
03:39I like him.
03:40Great voice.
03:41We need it, though.
03:42We need it in the industry.
03:44Something fresh, new, innovative, you know?
03:46Number 17, Christina Aguilera, 43rd Annual Grammy Awards.
03:52Some outfits are a bit difficult to explain, and this is one of them.
04:01After getting to know the Genie in a Bottle singer,
04:03we quickly learned that she had a unique style that changed at the drop of a hat.
04:08At some point before she got dirty,
04:10but after she thanked her beau for knowing what a girl wants,
04:13we got this interesting little number on the red carpet.
04:16The pop star looked like she'd come straight from a beach vacation with a new boyfriend,
04:20complete with a comfortable, revealing dress, strappy high heels, and big earrings.
04:25It was quintessentially 2001 ex-Tina.
04:29Number 16, Madonna, 57th Annual Grammy Awards.
04:33Over the years, Madonna has become that cool, eccentric aunt your conservative relatives whisper about,
04:40fully aware she has no intention of toning it down.
04:42And true to form, she goes ahead and shows up on the red carpet in an outlandish,
04:47matador-esque outfit that only she could pull off.
04:50Madonna may not need Grammy nominations at this point,
04:53but when she appears, she's ready to make sure that all eyes are on her.
04:57Not only does she still have it, she invented it.
05:00Fishnets, leather, the bizarre, the drama, and yes, the booty.
05:05And you'd better bow down because, b***h, she's Madonna.
05:14Number 15, Katy Perry, 53rd Annual Grammy Awards.
05:19At a young age, we were taught that girls just want to have fun.
05:22And no star exemplifies that quite like Katy Perry.
05:28The colorful wigs, the quirky personality,
05:31the sprinkling of teenage dreams with high school crushes and fast-paced romance.
05:36You make me feel like I'm living a teenage dream.
05:42We were blown away when she replaced her popular California girl look
05:46with an angelic touch of sophistication.
05:48Yeah, those are wings with her custom-made Giorgio Armani dress.
05:52As an extra bonus, the pop icon showed us that the stylish apple
05:56doesn't fall far from the tree,
05:58as her 90-year-old grandmother rocked the red carpet with her.
06:01It's my hot date, my grandma.
06:03Number 14, Miley Cyrus, 66th Annual Grammy Awards.
06:09Miley walked into the 2024 Grammys fully comfortable in her single era,
06:13and clearly having a great time with it.
06:15I can buy myself flowers.
06:18She hit the red carpet in a custom Maison Margiela by John Galliano gown
06:28that was sheer, detailed, and unapologetic.
06:31The intricate beading, gold safety pins, and swinging fringe
06:34gave the dress movement and attitude,
06:37turning elegance into something rebellious.
06:39I didn't want to fight, but we did.
06:41Started to cry, then remembered.
06:44I just won my first Grammy!
06:45It felt grown, confident, and still very Miley.
06:50This wasn't about playing it safe or looking sweet.
06:53It was about showing control, freedom,
06:55and a sharp sense of who she is right now.
06:57The look captured her evolution perfectly,
07:00without losing that edge everyone expects from her.
07:03This is just too iconic.
07:05Number 13, Harry Styles, 65th Annual Grammy Awards.
07:09Styles treats the red carpet like a creative playground,
07:12and his 2023 Grammys look was no exception.
07:15Be the Mary Pat, two kids' follower.
07:18I don't want to talk about his doing it for me.
07:21He showed up in a sparkling, harlequin-patterned jumpsuit
07:24by Egg-On-Lab that felt joyful, bold, and completely fearless.
07:28Covered in sequins and bursting with color,
07:31the outfit leaned into maximalism in a way that felt natural on him.
07:34This doesn't happen to people like me very often,
07:36and this is so, so nice.
07:38Thank you very, very much.
07:39It was about having fun with fashion and ignoring outdated rules.
07:44Harry made menswear feel playful and expressive,
07:47proving once again that personal style doesn't need permission,
07:50which is exactly why it worked so well.
07:53You might even say that this is one artist who never goes out of styles.
08:04Number 12, Sabrina Carpenter, 67th Annual Grammy Awards.
08:09Carpenter stepped onto the red carpet in a powder-blue satin gown by J.W. Anderson
08:14that balanced softness with confidence.
08:17The backless silhouette and feather detailing added drama without overpowering her,
08:22while diamond jewelry pulled everything together.
08:25Her styling stayed thoughtful and polished,
08:27from the curly updo with bangs to the soft makeup with white eyeshadow
08:31and a muted burgundy lip.
08:32Please, please, please don't bring me to tears
08:37when I just did my makeup so dry.
08:41It was elegant without feeling stiff,
08:43and elegant without trying too hard.
08:46It was giving Hollywood glamour.
08:47And I was like,
08:48When did you get high all of a sudden I cook you up and out all day?
08:54Chapel Rhone also brought her signature colorful flair,
08:57making a playful statement in her ensemble.
09:00Olivia Rodrigo, meanwhile, embraced a sleeker silhouette,
09:04captivating onlookers with her dramatic gown.
09:06I feel so lucky to be able to come together
09:08and do something so special and beautiful and celebrate music.
09:12Number 11, Nicki Minaj, 53rd Annual Grammy Awards.
09:16It may be hard to believe,
09:17but Nicki Minaj didn't declare your love to be the illest until 2010.
09:24In hindsight, it's a bit more subdued
09:26compared to what we'd be seeing from the rapper later,
09:29which she quickly remedied by walking the red carpet in Givenchy Couture.
09:35Look at you.
09:36Yeah, look at me.
09:37We didn't realize it at the time,
09:39but Nicki Minaj wasn't one to do anything lightly.
09:42So the fun and crazy style was perfect for her exuberant personality.
09:46With her matching hair and fierce pink lipstick,
09:49her anaconda clearly didn't want none unless it had spots, hun.
09:53Oh my gosh.
09:54Look at her butt.
09:56Her 2012 look proved that she still had a lot more to give.
10:01Number 10, Taylor Swift, 58th Annual Grammy Awards.
10:05It may have been for her album 1989,
10:08but this bold ensemble took us back to 1999
10:10and gave it a sleek and sexy makeover.
10:14Taylor Swift, or Tay-Tay as some fans call her,
10:17was all about the eye-popping colors in her bandeau crop top
10:20and high-waisted maxi skirt.
10:21Tay-Tay?
10:22Your ass is getting ready to know Tay-Tay in a second.
10:24Now hold on.
10:25And let's not forget that little slit
10:26that showed us that Miss Swift has legs for days.
10:30Paired with a smack of red lipstick and a fresh new haircut,
10:32this outfit mesmerized us on the red carpet
10:35and on stage with each award she collected.
10:38Much like her music, Taylor's fashion has had its own eras.
10:41And honestly, we're here for every single moment
10:44of her 2024 Grammys era glow-up.
10:47Number 9, Beyonce, 56th Annual Grammy Awards.
10:51Let's be honest.
10:52We could randomly select anything from Beyonce's closet
10:55and it would likely make it onto this list.
10:57Style and Beyonce go hand in hand.
11:00So it's almost unfair to narrow this down to one outfit.
11:03After agonizing over Beyonce's star-powered wardrobe,
11:06we have to give it to this stunning lace gown
11:08by Project Runway alum, Michael Costello.
11:11The Queen Bee may not have been nominated
11:13for much at the 2014 Grammys,
11:15but she turned out the ceremony
11:17with this backless, form-fitting piece.
11:19Because hey, if you're going to the show,
11:21you might as well slay them all.
11:22Cause I slay, I slay, I slay, I slay, I slay.
11:27Number 8, Ariana Grande, 62nd Annual Grammy Awards.
11:32Grande brought fairytale chic to this red carpet,
11:35floating along in a massive
11:36Gian Battista Valley couture gown
11:38made of layer upon layer of gray tulle.
11:41Ariana paired this amazing look with elbow-length gloves,
11:44Christian Louboutin heels,
11:45and 30-carat Diamond Lorraine Schwartz stud earrings
11:48that are worth a total of $2.5 million.
11:51The dress was dramatic, romantic,
11:53and a big shift from her usual sleek silhouettes.
11:56The sheer scale and ethereal quality of the gown
11:59transformed her into a modern-day Cinderella,
12:02albeit one with a signature high ponytail.
12:05I did the carpet in a custom Gian Battista dress.
12:09Yep.
12:10And I was, I loved it, and I love it so much.
12:13It was a moment of pure, unadulterated fantasy
12:15and high fashion,
12:17perfectly marrying her pop princess persona
12:19with the grandeur of couture.
12:21Grande even gifted us a second stunning look,
12:24telling a reporter that she couldn't pick between, quote,
12:27two very special custom designs.
12:29I had two very special custom looks made.
12:32Yeah.
12:32And so I couldn't decide.
12:33This one is Schiaparelli.
12:35Yeah.
12:35I know it's not supposed to be said like that,
12:36but I'm Italian,
12:37so I make everything sound more Italian.
12:39Yeah.
12:40So yeah, I was indecisive and decided to do it twice.
12:43Number seven, Cher, 16th annual Grammy Awards.
12:48Cher glowed in a flowing white gown
12:50that looked like spring had sprung on the red carpet.
12:53The real showstoppers were the oversized,
12:55sequined butterfly embellishments.
12:57Good girl, Raquel.
12:58You tell them.
12:59You know, they're always rushing me,
13:00and I'm not ready either.
13:01It was a playful look,
13:02but it also carried a deeper meaning.
13:05Fresh off of her divorce,
13:06Cher was stepping into a new phase,
13:08both personally and artistically.
13:10It would be the end.
13:11Yeah.
13:12I thought, if I do this, it's over.
13:14He's not gonna be able to come back.
13:16We're not gonna be able to be Sonny and Cher.
13:18I just wanna blow it up.
13:19This wasn't a safe or conservative choice,
13:22and that was the point.
13:23The look signaled confidence, freedom, and reinvention.
13:27We guess she wanted everyone to know
13:28that she believed in life after love.
13:31Yes, we know the reference is about 20 years too early,
13:33but it fits, so just go with it.
13:35Do you believe in life after love?
13:38Number six, Britney Spears, 42nd Annual Grammy Awards.
13:45Before she was Britney, bitch,
13:47she was teen pop royalty Britney Spears.
13:50It's Britney, bitch.
13:51In the late 90s, we all became bored schoolgirls
13:54who danced in the hallways,
13:55begging our babies to hit us one more time.
13:58I must confess, I still believe, still believe.
14:03When the stuffy teacher joined in on the groove,
14:05we just knew that Britney was headed to the Grammys.
14:07The young pop star took our breath away
14:10with her glamorous snow-white dress,
14:12complete with a fur shawl and winning smile.
14:15It was her first time at the Grammys,
14:16but it certainly wouldn't be her last.
14:19She'd just do it again and again.
14:24Number five, Rihanna, 57th Annual Grammy Awards.
14:28You know when your parents ask you
14:30what you wanna be when you grow up?
14:31We imagine that wannabe princesses across the globe
14:38point to this dress as their life goals,
14:41complete with whimsical twirls and perfect curtsies.
14:44Layers upon layers of bright pink John Batista valley
14:47brushed against the red carpet
14:49as the singer-songwriter Fenty Empress
14:52worked a gown that, reportedly,
14:54took up three seats at the ceremony.
14:56We suppose when you've graced the red carpet so many times,
14:59you have to keep upping your game.
15:01And Rihanna took the cake with this one, literally.
15:04It's a Kinsearra moment at first glance.
15:07Number four, Lil Nas X, 62nd Annual Grammy Awards.
15:12Lil Nas X redefined menswear on the red carpet
15:14at the 2020 Grammys,
15:16stepping out in a custom hot pink Versace cowboy suit
15:19that was pure Barbie core
15:21before the trend even became mainstream.
15:23What went into picking this look?
15:25Oh, you've never yet seen the Old Town Road video,
15:28Billy had his pink on.
15:29So like, this is mine, you know?
15:31This is my take on that, you know?
15:34This bold, daring ensemble,
15:37complete with a studded harness and matching hat,
15:40masterfully blended his country roots
15:42with high fashion extravagance.
15:44It was a vibrant, playful,
15:45and undeniably unforgettable statement
15:47that shattered traditional gender norms
15:49and sparked conversations across the globe.
15:52Well, thank you, Donatella,
15:53for bringing this to live to the red carpet
15:55because this has to be my favorite outfit
15:57that I've seen the whole entire night.
16:00When you're done with it, can I borrow it?
16:01His fearless embrace of such a distinct
16:03and visually striking aesthetic
16:05solidified his status as a fashion trailblazer,
16:09just as his artistic choices
16:10have done throughout his career.
16:12Of course.
16:13Oh, he's like that.
16:14I'm going to do a couple outfit changes tonight.
16:15Oh.
16:15Number three, Cardi B, 62nd Annual Grammy Awards.
16:21Cardi B arrived at the 2019 Grammys
16:23looking like a walking piece of art,
16:25thanks to her archival Thierry Mugler gown from the 90s.
16:29So the first look of the night
16:30is the Venus look on the red carpet.
16:33If I don't fit in this dress, I'm going to die.
16:36This breathtaking ensemble,
16:38inspired by Botticelli's The Birth of Venus,
16:41featured a unique shell-like bodice
16:43and a flowing pearl-embellished waistline.
16:45It was a majestic and opulent choice
16:47that paid homage to a legendary designer
16:50while perfectly capturing Cardi's
16:52larger-than-life persona.
16:53The gown's dramatic silhouette
16:55and intricate detailing
16:56made it an instant fashion sensation,
16:59dominating headlines and social media feeds.
17:02This was a monumental fashion moment
17:04that showed Cardi understands
17:06the power of visual impact
17:07and knows exactly how to turn a look into history.
17:10It's supposed to be like,
17:11like you look like the pearl of the sea.
17:15I hope people like appreciate the fashion.
17:19Number two, Lady Gaga, 52nd Annual Grammy Awards.
17:24If you want to talk fashion statements,
17:26you gotta talk about Gaga, ooh-la-la.
17:28Gaga, ooh-la-la.
17:30While she has toned it down over the years,
17:32Mother Monster is best known
17:33for those wacky, out-of-this-world designs,
17:36complete with spectacular entrances.
17:38We can best describe this pick
17:40as some kind of intergalactic dress
17:42from our sci-fi fantasies.
17:44The bedazzled tubing,
17:45the highlighter blonde hair,
17:47those crazy shoes,
17:48and of course, that fascinating prop
17:50that looks like a relic
17:51from her glamorous home planet.
17:53What else can we say
17:54but she was born this way?
17:56Still, it was a year later
17:57when she truly came out of her shell.
17:59Before we unveil our top pick,
18:01here are a few honorable mentions.
18:03Destiny's Child, 43rd Annual Grammy Awards.
18:08They swept the 2001 Grammys
18:10wearing matching green gowns
18:11designed by Tina Knowles.
18:16Dolly Parton, 19th Annual Grammy Awards.
18:19The country artist brought her signature sparkle
18:22with big blonde hair
18:23and a hot pink jumpsuit
18:25adorned with bedazzled detailing.
18:27Billie Eilish, 62nd Annual Grammy Awards.
18:34Looking Gucci during turbulent times.
18:39Shania Twain, 41st Annual Grammy Awards.
18:43Gorgeous, elegance,
18:44in a white sequined turtleneck gown
18:46with a dramatic slit,
18:48truly feeling like a woman on the red carpet.
18:52Gwen Stefani, 57th Annual Grammy Awards.
18:56Undoubtedly turned heads
18:58in a sleek, architectural
19:00Atelier Versace jumpsuit.
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19:20Number 1. Jennifer Lopez,
19:2342nd Annual Grammy Awards.
19:25If you've been keeping up with the Grammys
19:27or really just stepped out of your front door,
19:29you were probably waiting to see
19:30where this dress would end up on this list.
19:35The singer-actress Everything In Between
19:38went down in history
19:39for wearing this Versace dress
19:41and we're sure you can imagine why.
19:43Some dresses just ooze sex appeal,
19:45but JLo's daring ensemble
19:47screamed it from the rooftops
19:48and still does,
19:50even after all these years.
19:51All in all,
19:53it does exactly what you'd want to achieve
19:55on the red carpet.
19:56Make people stop and take notice.
19:58Well, Jennifer,
19:59this is the first time in five or six years
20:01that I'm sure that nobody is looking at me.
20:05So, of course, it needed,
20:07no, deserved,
20:08another outing 20 years on.
20:11Did we make any fashion faux pas
20:12by missing your favorite?
20:14Let us know in the comments.
20:15Let us know in the comments.
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