No other hit-maker in the modern Latin music landscape has crafted such an eccentric and idiosyncratic repertoire as Bad Bunny. Bad Bunny built the foundation of his musical career in the mid-2010s, releasing tracks on SoundCloud while working as a bagger at a grocery store in Puerto Rico. His latest album, Un Verano Sin Ti, replete with guest features, continues its historic stride, landing at No. 1 on the Global 200.

In this era, collaborations are basically mandatory. But the collaborative choices Benito Martinez Ocasio has made over the years also add to his unique star power. On his worldwide come-up with 2020’s YHLQMDL, El Conejo Malo embraces the G.O.A.T.s of old-school reggaeton. "I could have done a track with…Miley Cyrus or Katy Perry," Bad Bunny told the New York Times of YHLQMDL. “But no, I was making ‘Safarea’ with Ñengo Flow and Jowell y Randy. And I was putting the whole world onto underground from Puerto Rico, you know? That makes me feel proud of what I represent.” 

Then, Bad Bunny throws another curveball as he unpredictably joins forces with some of Latin alternative and indie’s most captivating acts like Buscabulla, Bomba Estereo, and the Marías as shown on his latest offering, Un Verano Sin Ti. "Benito has such a clear idea of what he wants, and he is open to explore new ideas, without fears," Bomba Estereo’s Li Saumet continued to the Times of "Ojitos Lindos." "I think it’s important that the alternative Latin music scene joins with the mainstream to make music and deliver our message and art together." 

Bad Bunny brings gold to many other tracks not included in this listicle, including "Dákiti" with Jhay Cortez, "Un Día" starring Tainy, Dua Lipa and J Balvin, and "No Me Conoce" (remix) with Jhay Cortez, also featuring J Balvin. From low-key comedic boleros with Los Rivera Destino to sultry reggaeton downtempo with Rosalía, and getting Drake to be ahead of the Spanish-language música urbana curve, here are Bad Bunny’s 11 greatest collaborations of all time. 

Bomba Estéreo - "Ojitos Lindos"

Sultry Colombian grooves meet Puerto Rico’s breezy reggaeton vibes in "Ojitos Lindos." And Li Saumet delivers, singing with plenty of heart and passion, while Bad Bunny matches pipes with spine-chilling delivery.

"This song and video are an homage to the ancient relationship between humans and the territory we inhabit," explains Bomba's founder Simon Mejia. "The earth should belong to everyone, as we belong to her, independent of race, identity or nationality." 

Tainy, who also produced Bomba Estereo’s "To My Love" remix, and this song adds, "'Ojitos Lindos' perfectly represents the vibe of the album [Un Verano Sin Ti]. It’s one of those songs that instantly transport you when you listen to it. Hearing the combination of Benito and Li’s vocals was incredible for me. It’s one of my favorite tracks on the album."

Rauw Alejandro - "Party"

Backed by the high-pitched vocals of Elena Rose who demands "PARTY PARTY PARTY" with simplistic yet insatiable urgency, Rauw Alejandro and Bad Bunny amp up the vibe as they lure listeners into a dance-ridden frenzy. It’s perhaps one of the littiest songs of the new album, pleasantly teetering between raunchy reggaeton and a graceful dance floor sensibility.

The Marías - "Otro Atardecer"

LA’s indie-pop darlings the Marías had previously tinkered with a Bad Bunny hit ("Dákiti") well before their first official collaboration here. The delightfully funky "Otro Atardecer" glimmers like the Caribbean sea, inducing visions of floating on the ocean as María Zardoya’s breezy, hypnotic voice sings verses in English and Spanish. Bad Bunny reaches ultimate tranquility along their side.

Buscabulla - "Andrea"

On "Andrea," Bad Bunny navigates eye-awakening lyricism, in a similar spirit of Residente’s robust wordplay, backed by the undulating grooves of dembow. The rapper tells the story of female oppression in Latin America with gripping poetry ("Pero todo se ha complicado/Como si ser mujer fuera un pecado/La demonia ha despertado, ey, una guerrera"), while reminding us of the harsh realities of femicides.

"This is about a woman who wants to live a free life in Puerto Rico," Raquel Berríos of Buscabulla told Refinery29 Somos."I have never worked on something so hard in my life, because I really wanted to write something powerful. It’s a love letter to Puerto Rico, a love letter to women, a love letter to the Caribbean." 

Rosalía - "La Noche de Anoche"

Released last year on Valentine’s Day as a single/music video, Bad Bunny and Rosalía entangle in a tension-filled "will they, won’t they" type of romance in "La Noche de Anoche."

With her raspy revelations of love and desire, the Barcelona star teases in Spanish, "I know this will not happen again. But if it happened again, I know what would be your weakness." The night gets hotter Bad Bunny responds with equal willingness to tango against the breezy backdrop of a reggaeton rhythm. 

Jowell & Randy, Ñengo Flow - "Safarea"

In the essence of old school, hard-hitting reggaeton, "Safarea" does not disappoint. In fact, it’s armed with the capability of igniting any dance floor replete with perreo hasta abajo. El Conejo Malo enlists to O.G. reggaetoneros, Jowel & Randy and Ñengo Flow to spit fiery, R-rated verses to the dance banger.

"I could have done a track with, who knows, Miley Cyrus or Katy Perry," Bad Bunny told the New York Times about his 2020 release, YHLQMDLG. "But no, I was making ‘Safarea’ with Ñengo Flow and Jowell y Randy. And I was putting the whole world onto underground from Puerto Rico, you know? That makes me feel proud of what I represent." 

Cardi B, J Balvin - "I Like It" 

We’d be remiss not to mention Cardi B’s culturally-defining "I Like It," starring J Balvin and Bad Bunny. Released in 2018, the dance floor banger set the tone for its riveting coalition of American rap with Latin trap, bilingualism, and a dose of boogaloo. The song peaked numerous charts worldwide, including the Billboard Hot 100, and it continues to exhilarate well into the next decade.

Drake - "Mía"

If I had absolutely no clue who Drake was, he could’ve fooled me into thinking he was a reggaeton star. I mean, his Spanish gets a pass, and so does his 2018 swagger amid that Latinx-filled block party. In fact, the Canadian celebrity is an English-rapping/singing pioneer who lent his vocals en español well before Nicki Minaj, Selena Gomez, and the Weeknd.

Remember Romeo Santos’ "Odio" (2014) featuring Drake? Since "Mía"’s video release, it has racked up a staggering 1.3 billion streams on YouTube alone, and it’s one of those tracks that just keeps sounding better with age.

Los Rivera Destino - "Flor"

In the spirit of the vintage lovelorn trios like Los Panchos, Puerto Rico’s Los Rivera Destino harken back to the golden age of boleros. Released on Fathers’ Day of 2019, Bad Bunny debuted as his birth name Benito Martínez where he surprised listeners with his tender singing versatility.

"We aim to challenge stereotypes of the definition of fatherhood," Los Riveras Destino told Rolling Stone. "The song highlights all types of father figures out there — celebrating all of those people who occupy this role in a child’s life." It can’t get any more wholesome than that. 

Tainy, Julieta Venegas - "Lo Siento BB:-/" 

Opening up with pensive piano chords, Julieta Venegas lends her beautiful nonchalant pipes in "Los Siento BB:-/." Known to craft some of the most gorgeous love songs of Latin pop, the Mexican pop darling navigates her lilt around the somber melody until meeting up with Bad Bunny’s confessional baritone. Tainy works wonders behind the boards, adding glowing synths against the undulating bop of dembow.

Casper Mágico, Darell, Nio Garcia, Nicky Jam, Ozuna - "Te Boté" (remix)

The list wouldn’t be complete without Nio Garcia, Casper Mágico, and Darell’s wildly popular remix, "Te Boté," featuring Nicky Jam Ozuna and Bad Bunny. The kiss-off track became the longest song to air on radio, and that’s by the people’s choice.

"It’s one of the only times that a seven minute-long song gets to play on air. That’s the time it takes three songs to play!, radio DJ Eddie One told Rolling Stone. "The funny thing is, we made a shorter version, but we started getting complaints — ‘We want to hear the whole thing!’" The 2018 hit spent two years on top of the Billboard charts, officially making it the soundtrack of the late 2010s. 

5 Takeaways From Kendrick Lamar's 'Mr. Morale & The Big Steppers'

This year's Met Gala invited guests to step into the enchanting "Garden of Time" at the Metropolitan Museum of Art in New York City, where fashion meets fantasy. Celebrating the Met's exhibit "Sleeping Beauties: Reawakening Fashion," the first Monday in May saw stars transform the red carpet into a vibrant display of sartorial storytelling. The theme showcased a collection too delicate to wear but alive with the stories of fashion's past.

From co-chairs Zendaya and Bad Bunny to Tyla and Jennifer Lopez, see how music icons and film stars embodied this year's theme with spectacular flair. The gala not only highlighted the sensory and emotional richness of fashion but also set the stage for a night of memorable styles — groundbreaking florals, tiered tulle and all. 

Explore the full spectrum of this year's enchanting looks from fashion's grandest night in the showcase below.

Bad Bunny

Jeff Kravitz/FilmMagic/Getty Images

Jennifer Lopez

Photo: Kevin Mazur/MG24/Getty Images for The Met Museum/Vogue

Zendaya

Dimitrios Kambouris/Getty Images for The Met Museum/Vogue

Tyla

Angela Weiss/AFP via Getty Images

Donald Glover

Angela Weiss/AFP via Getty Images

Stray Kids

Photo: Angela Weiss/AFP via Getty Images

Jon Batiste

Angela Weiss/AFP via Getty Images

Queen Latifah

John Shearer/WireImage/Getty Images

Kylie Minogue

Photo: Jamie McCarthy/Getty Images

Christian Cowan and Sam Smith

Photo: Jamie McCarthy/Getty Images

Jack Harlow

Marleen Moise/Getty Images

Teyana Taylor

Jamie McCarthy/Getty Images

Ariana Grande

Kevin Mazur/MG24/Getty Images for The Met Museum/Vogue

Rosalía

Jamie McCarthy/Getty Images

Laufey

Jamie McCarthy/Getty Images

Shakira

John Shearer/WireImage

Doja Cat

Angela Weiss/AFP via Getty Images

FKA Twigs, Stella McCartney, Ed Sheeran & Cara Delevingne

John Shearer/WireImage

Lana Del Ray

Kevin Mazur/MG24/Getty Images for The Met Museum/Vogue

Karol G

Dimitrios Kambouris/Getty Images for The Met Museum/Vogue

Lil Nas X

John Shearer/WireImage

Charli XCX

Angela Weiss/AFP via Getty Images

Cardi B

Gotham/Getty Images

Dua Lipa

Gotham/Getty Images

Lizzo

Dia Dipasupil/Getty Images

Eryka Badu

Gotham/Getty Images

Dua Lipa Is Confidently In Love On 'Radical Optimism': 4 Takeaways From The New Album

A chance meeting changed Rihanna's life.

The singer was just 15 years old when she met producer Evan Rogers, who was vacationing with his wife in Barbados. Rogers recognized Rihanna's potential, and invited her to an audition in his hotel suite. 

Shortly after her 16th birthday, Rihanna left her home country for the U.S. to record a demo, which included her breakthrough hit "Pon de Replay." The demo found its way into Jay-Z's hands, and Hov signed the teen artist to Def Jam and the label expedited her 2005 debut album, aptly titled Music of the Sun.

"When I left Barbados, I didn't look back," Rihanna told Entertainment Weekly in 2007. "I wanted to do what I had to do [to succeed], even if it meant moving to America." 

Twenty years later, Rihanna is a renowned entertainer-turned-mogul. She has sold over 40 million albums worldwide, garnered over 12 billion Spotify streams, achieved 14 Billboard Hot 100 chart-toppers, and won nine GRAMMY Awards. Even her business ventures have been a massive success, as her Fenty Beauty brand is worth $2.8 billion.

Though it's been close to a decade since Rihanna's last studio album, 2016's ANTI, she reminded the world of her reign with her 2023 Super Bowl halftime show — which also marked her first time taking the stage in five years. Performing hit after hit while unveiling a baby bump, her 13-minute set became one of the most-watched halftime shows of all time with over 121 million viewers. 

In honor of Rihanna's 36th birthday on Feb. 20, GRAMMY.com is revisiting the monstrous hits, ambitious projects, brow-raising visuals, and iconic collabs that propelled her to international stardom — and why it's all put her in a league of her own.

A New Island Girl In Town

True to her Carribean heritage, Rihanna's dancehall-inspired debut single "Pon de Replay" earned the then 17-year-old Barbados native her first entry on the Hot 100 at an impressive No. 2. Her official introduction to the world also hit No. 1 on the Billboard Dance Club Songs chart; she boasts 33 on the tally, second behind only the Queen of Pop herself, Madonna.

Follow-up single "If It's Lovin' That You Want" stalled at No. 36 on the Hot 100, but still whetted fans' appetite — as did her debut album, Music of the Sun, which is mostly comprised of dance-pop and dancehall tracks with hints of R&B (like "Willing to Wait"). Plus, her reimagining of Dawn Penn's 1994 reggae classic "You Don't Love Me (No, No, No)" is still so fun to listen to after all these years.

A mere eight months later, Rihanna's sophomore effort, 2006's A Girl Like Me, arrived to an eager audience. Defying the sophomore slump, she celebrated her first No. 1 with the ubiquitous lead single "SOS," which famously samples Soft Cell's 1981 hit, "Tainted Love." While A Girl Like Me is filled with high-energy, danceable tracks (including the nostalgic "Break It Off" with Sean Paul), Rihanna's second single was the melodramatic ballad "Unfaithful." 

Penned by then-labelmate Ne-Yo, "Unfaithful" peaked at No. 6 on the Hot 100. More importantly, it showed a different side to Rihanna, proving that she could channel deep emotion when the performance calls for it. It also marked Rihanna's first time veering away from her "girl next door" image, as the song's subject matter deals with infidelity.

A Girl Like Me contains many fan favorites, from the laid-back "We Ride" to standouts "Dem Haters" and "Kisses Don't Lie." The latter is a reggae-rock hybrid that sounds like a catalyst for some of Rihanna's edgier tunes like "Breakin' Dishes" from 2007's Good Girl Gone Bad era. Touching ballads"Final Goodbye" and "A Million Miles Away" showcase her voice beautifully, foreshadowing later big-vocal numbers like "Love on the Brain."

An Icon In The Making

Rihanna was a familiar face by 2007, but with the arrival of her third studio album, Good Girl Gone Bad, she graduated from cookie-cutter pop star to bonafide icon.

Produced by Tricky Stewart, the LP's juggernaut lead single "Umbrella" featuring Jay-Z skyrocketed to No. 1 in 17 countries. Between striking images of Rihanna's silver-painted silhouette in the accompanying video and the now-iconic "ella-ella, eh, eh, eh" hook, "Umbrella" thrust the then 19-year-old into another stratosphere. Her confident delivery also commanded attention in a way fans and critics hadn't heard before.

The transformative era also birthed the gritty "Shut Up and Drive," on which Rihanna channels her inner rock star. The next two singles cracked the top 10: an affectionate duet with Ne-Yo,  "Hate That I Love You," which showed off Rihanna's softer side, and the party-starting, Michael Jackson-sampling "Don't Stop the Music," which cemented her place in the digital era. 

The melancholy "Rehab" is a clever metaphor for lost love, co-written by Timbaland and Justin Timberlake. Despite being Good Girl Gone Bad's lowest-charting single, Timberlake heralded the song as "the bridge for her to be accepted as an adult in the music industry."

Good Girl Gone Bad remains Rihanna's best-selling album and marks her greatest reinvention as she adopted a more rebellious sound. She also won her first GRAMMY in 2008 (Best Rap/Sung Collaboration for "Umbrella") and scored four other nominations, including Record Of The Year. The album's reissue spawned two more No. 1s: "Take a Bow" and "Disturbia," the latter of which acts like a prelude to Rated R, which saw Rihanna exploring darker themes.

Nine months before the release of 2009's Rated R, Rihanna was assaulted by then-boyfriend Chris Brown. On the deeply personal album, she translated her pain into art. Through lead single "Russian Roulette" and bitingly catchy anthems "Stupid in Love," "Fire Bomb," "Photographs," "Cold Case Love," and "The Last Song," Rihanna explored her angst and confusion.

But to focus solely on the domestic violence incident undermines Rihanna's artistic vision. 

Following three multi-platinum albums in a three-year span, Rihanna's rebranding as a rebel at heart reached its apex. The singer had grown in leaps and bounds while taking musical risks, even penning nine of Rated R's 13 tracks (she had no writing credits on Good Girl Gone Bad).

The road to Rihanna's most badass anthems — including "Bitch Better Have My Money" — can be traced back to Rated R. Case in point: Her bravado is loud and clear on "Hard," "Wait Your Turn," and "G4L." On "Rockstar 101," which features legendary rocker Slash, Rihanna declares her power: "Six inch walker/ Big sh— talker/ I never play the victim/ I'd rather be a stalker."

Badgal RiRi returned to her dancehall roots on her fifth No. 1 "Rude Boy," which offsets the album's harrowing motif. Final single "Te Amo" didn't chart, but garnered a great deal of attention as the Latin-infused Stargate production depicts Rihanna being enticed by a female love interest. 

Rated R showcased Rihanna's undeniable star power, and allowed her to shed her good-girl image once and for all.

A Partygoer's Dream

Following the career-pivoting Rated R, 2010's Loud offered a welcome return to the West Indian artist's earlier sound. The album feels like one big celebration of life, as evidenced by Rihanna's fire-engine red hair and No. 1 singles "Only Girl (In the World)" and "What's My Name?" (the latter of which was Rih's first collaboration with Drake).

Best described as "Don't Stop the Music" 2.0, the effervescent "Only Girl" marked her eminent return to the dance floor and took home a GRAMMY for Best Dance Recording in 2011. While "What's My Name?" may not outshine Rih and Drizzy's other collabs — including 2011's "Take Care" or 2016's "Work" — the second she sings, "Hey, boy, I really wanna see if you can go downtown with a girl like me," it's impossible not to whine your waist to the riddim.

Easily one of Rihanna's most overlooked hits, "Cheers (Drink to That)" is built around an unexpected sample of Avril Lavigne's 2002 hit "I'm With You," but it works surprisingly well as a party anthem. That same carefree spirit can be heard in the feminist track "Raining Men," which features Nicki Minaj — their first of two collabs, as they joined forces again for "Fly," the final single off the rapper's iconic Pink Friday album. 

A playful ode to sadomasochism and bondage, "S&M" contains some of Rihanna's most provocative lyrics: "Sticks and stones may break my bones/ But chains and whips excite me," she declares on the chorus. 

Banned in 11 countries upon its release, the accompanying video features Rihanna tied up in pink rope, dancing with a blowup doll, and donning a Playboy bunny-esque costume as damning newsreels about herself flash across the screen. But Rihanna's love of kink made her an even bigger star: "S&M" produced a remix with Britney Spears and earned Rihanna her 10th No. 1 single. With this feat, she became the youngest artist to attain the most chart-toppers in a five-year span.

On "Man Down," Rihanna's patois is in full effect as she takes listeners through a gripping tale about murdering her abuser. "What started out as a simple altercation/ Turned into a real sticky situation," she laments in the opening verse, amplified by siren noises in the background. There's something so satisfying about Rihanna's Bajan accent as she unfurls "Rum-pum-pum-pum" repeatedly over an intensifying reggae beat that would make Sister Nancy and Bob Marley proud.

Nominated for Album Of The Year at the 2021 GRAMMYs, Loud is Rihanna's second most commercially successful LP — and for good reason. It was especially refreshing to see Rihanna emerge from one of the darkest periods of her life as exuberant as ever.

An Unapologetic Queen

Sonically and thematically, Talk That Talk doesn't break new ground, but Rih's DGAF attitude is front and center with plenty of sexual innuendos: Songs like "S&M" and "Rude Boy" seem pretty tame next to "Cockiness (Love It)," which features longtime friend-turned-boyfriend A$AP Rocky on its remix. "Suck my cockiness/ Lick my persuasion/ Eat my poison/ And swallow your pride down, down," she commands in the tantalizing chorus.

At just over a minute long, "Birthday Cake" leaves nothing to the imagination ("It's not even my birthday, but he wanna lick the icing off"). Rihanna controversially released a full-length version in the form of a remix with Chris Brown.

On an album that mostly sees Rihanna singing about her sexual fantasies, "We All Want Love" pulls back the curtain as it reveals her desire for true love: "And some say love ain't worth the buck/ But I'll give my last dime/ To have what I've only been dreaming about." 

Her longing continues in "Where Have You Been," which flaunts Rihanna's versatility, flipping Geoff Mack's 1959 country song "I've Been Everywhere" into an infectious EDM banger. Lead single "We Found Love" is undeniably the biggest hit to stem from the Talk That Talk era, spending 10 consecutive weeks atop the Hot 100. 

Boosting Calvin Harris' career, "We Found Love" presents one juxtaposition after the other: dark yet gleaming, euphoric yet sobering, fraught yet hopeful. Rihanna relies on more than just evocative lyrics to tell her story; accompanying synthesizers and alarm bells help to paint a picture as well. Met with controversy, its intense visuals portraying a drug-fueled, toxic relationship — and featuringwhat many speculated was a Chris Brown look-alike — earned RiRi a GRAMMY for Best Long Form Music Video in 2013.

Seven years into an already extraordinary career, 2012's Unapologetic became Rihanna's first album to debut at No. 1 on the all-genre Billboard 200 chart. Its lead single "Diamonds" resonated in an equally major way, giving Rih her 12th No. 1 on the Hot 100.

Written by Sia, the power ballad kicked off another exciting era for the Barbadian singer, who unleashes an impassioned vocal performance. One of Rihanna's most precious offerings to date, "Diamonds" emerged as a self-love mantra due to its uplifting "Shine bright like a diamond" chant.

Vocally, Rihanna's strength lies in her ability to evoke raw emotion à la "Stay." Featuring Mikky Ekko, the stripped-down, slow-burning piano ballad narrowly missed the top spot on the Hot 100 but gave Rihanna her 24th top 10 hit, surpassing Whitney Houston's record of 23 in 2013.

Her swagger is boisterous in "Phresh Out the Runway," "Jump," and strip club anthem "Pour It Up," but "Nobody's Business" really drives home the album's theme of being unbothered. Her decision to join forces with Chris Brown yet again perplexed fans and critics alike, though the track itself is an irresistible production that features a genius interpolation of Michael Jackson's "The Way You Make Me Feel."

Further down the track list, "Love Without Tragedy / Mother Mary" is as autobiographical as it gets, and further taps into Rihanna's emotionally vulnerable side. "Mr. Jesus, I'd love to be a queen/ But I'm from the left side of an island/ Never thought this many people would even know my name," she pleads in the seven-minute two-parter.

Unapologetic spawned fewer hit singles compared to Rihanna's previous efforts. Its win for Best Urban Contemporary Album at the 2014 GRAMMYs, however, proved that Rihanna's reign wasn't letting up anytime soon.

While recording her then-forthcoming album, ANTI, Rihanna delivered what is arguably the single most unapologetic moment of her career: "Bitch Better Have My Money." The backstory is almost inconceivable given Rihanna's awe-inspiring billionaire status, but in 2009, Rihanna faced bankruptcy due to her accountants mishandling her funds — and thus "Bitch" was born six years later in 2015.

With lyrics like "Your wife in the backseat of my brand new foreign car" over a cryptic-sounding trap beat and an accompanying video depicting kidnapping and torturing her debtors, "Bitch" is not for the faint-hearted. The one-off single is so quintessentially Rihanna that it notably kicked off her Super Bowl halftime show.

An In-Demand Collaborator

While bestowing hit after hit on her own, Rihanna generously lent her distinct voice to some of her biggest peers. 2008 marks one of the earliest instances of her Midas touch: She flirts with funk in Maroon 5's underappreciated "If I Never See Your Face Again" before hopping on T.I.'s "Live Your Life," which shot straight to No. 1 on the Hot 100.

In 2009, Rihanna joined Jay-Z and Kanye West for the militant "Run This Town," sounding defiant as ever in the intro. She was called upon again for West's horn-laden "All of the Lights," flying solo on the hook followed by a star-studded choir that included Alicia Keys, John Legend, Fergie, and Elton John. Both larger-than-life productions won GRAMMYs for Best Rap/Sung Collaboration in 2010 and 2012, respectively.

In between joining forces with Hov and Ye, Rihanna assisted Eminem in "Love the Way You Lie," which struck a nerve with many for its gut-wrenching lyrics shedding a light on abusive relationships. (Rih recorded an equally moving sequel for her Loud album.) Three years later, the two confronted their inner demons in "The Monster," and their musical chemistry scored a GRAMMY in 2015 for Best Rap/Sung Collaboration.

Amid smash collabs, Rihanna and Coldplay's intricate "Princess of China" number gets lost in the shuffle, but it speaks to her charm as it's the band's first album (2011's Mylo Xyloto) to feature another artist. Another overlooked jam, her sultry "Can't Remember to Forget You" duet with Shakira sees both stars trade lines about struggling to let go of an undeserving lover.

On paper, a collaboration between Rihanna, Kanye West, and Sir Paul McCartney may seem strange, but the unlikely trio is further proof that opposites attract. Their "FourFiveSeconds" is a pop-folk hybrid with a universal message about carrying the weight of the world on your shoulders. It's yet another example of Rihanna's willingness to push past her comfort zone to create something unique.

A year later, Rihanna got listeners on their feet by way of the Taylor Swift-penned "This Is What You Came For" with Calvin Harris. Understated compared to the duo's previous megahits ("We Found Love" and "Where Have You Been"), Harris' signature DJing style and Rih's ethereal vocals are a perfect match.

In 2017, Rih, DJ Khaled and Bryson Tiller dropped the song of the summer with "Wild Thoughts," which heavily borrows from Carlos Santana's 1999 GRAMMY-winning "Maria Maria." It may be DJ Khaled's song, but RiRi owns it from the very moment she utters, "I don't know if you could take it/ Know you wanna see me nakey, nakey, naked." The bop reached No. 2 on the Hot 100.

She spits bars in Kendrick Lamar's "Loyalty" and "Lemon" with N.E.R.D., the latter of which comes close to rivaling your favorite rappers' verses: "You can catch me, Rih, in the new La Ferrar'/ And the truck behind me got arms/ Yeah, longer than LeBron/ Just waitin' for my thumb like The Fonz."

No matter what genre Rihanna touches or what artist she links up with, she brings her full self to each session whilst completely immersing herself into the music — taking on different personas to make the collab well worth it.

An Artist Fully Realized

With 13 No. 1s and twice as many top 10 hits under her belt, Rihanna set out to create timeless music instead of chasing a radio-friendly formula with her 2016 magnum opus, ANTI.

But that shift began with 2015's criminally underrated "American Oxygen." Her most political statement at the time, the goosebump-inducing lyrics detail Rihanna's journey as an immigrant, foreshadowing her then soon-to-be massive Fenty Beauty success. "We sweat for a nickel and a dime/ Turn it into an empire," she sings in the chorus.

Released four years after Unapologetic — her longest gap between albums at the time — ANTI illustrated Rihanna's greater desire for quality over quantity. "I needed the music to match my growth," she told Vogue in 2016 about the making of ANTI. "I didn't want to get caught up with anything the world liked, anything the radio liked, anything that I liked, that I've already heard. I just wanted it to be me."

The black-and-white, red paint-splattered album cover signals a rebirth, featuring a real-life image of Rihanna as a child. ANTI lives up to its name in its first 40 seconds, via opening track "Consideration." The minute she declares, "I got to do things my own way, darling," it's apparent that ANTI is not your average Rihanna album.

Lead single "Work" is the closest to pre-ANTI Rihanna on an album that defies expectations. But the dancehall masterpiece is one of a kind for Rih's refusal to water down the Jamaican patois (different from her native language of Bajan Creole) — proving that she is fully aware of her impact as one of the biggest Caribbean-born artists to make it in the U.S.

Many non-understanding listeners described it as "gibberish" at the time. Yet, the general public didn't seem to mind: About a month after its release, "Work" became Rihanna's 14th and longest-running chart-topper on the Hot 100. Weeks later, ANTI became her second LP to top the Billboard 200 chart. Subsequently, Rihanna held the No. 1 spots on the Billboard 200 and Hot 100 simultaneously, her second time achieving such an impressive feat.

Read More: How Rihanna's "Work" Reinvigorated Dancehall

ANTI is full of pleasant surprises that show off her artistry. Rihanna comes out of left field with the Prince-inspired "Kiss It Better," the album's second single, which sees the superstar falling back on addictive sex that "feels like crack" to justify a destructive relationship. "Same Ol' Mistakes" is a cover of psychedelic rock band Tame Impala's "New Person, Same Old Mistakes" — her first time remaking another artist's song for her own album since "You Don't Love Me (No, No, No)" on Music of the Sun. The Western-themed "Desperado" lends itself particularly well to covers by country artists, while the Dido-sampling "Never Ending" conveys the uncertainty she feels about entering a new relationship.

Elsewhere on ANTI, Rihanna drunk dials an ex ("Higher"), compares smoking weed to her lover ("James Joint"), and chastises a guy for getting emotionally attached after their fling ("Needed Me"). The latter song contains one of Rihanna's most empowering lyrics: "Didn't they tell you that I was a savage?/ F— ya white horse and ya carriage," she asserts in the pre-chorus.

Her voice sounds stronger than ever on "Love on the Brain," a doo-wop ballad resembling Etta James. But Rihanna makes it her own thanks to the bluntness of lines like "It beats me black and blue but it f— me so good."

The deep cuts on ANTI aren't merely fillers, and even rival some of the album's biggest hits. For instance, "Sex with Me" is featured on the deluxe edition as a bonus track, but managed to crack the Hot 100 at No. 83 and reach No. 8 on the R&B/Hip-Hop Airplay chart. Furthermore, the deluxe edition consists of 16 tracks, half of which topped the Dance Club Songs chart — smashing the record (previously held by Katy Perry's Teenage Dream) for the most No. 1s from a single album.

Accolades aside, ANTI is proof that magic happens when an artist of Rihanna's caliber follows their own instincts in pursuit of creating a body of work — one that can outlast them and continue to inspire generations to come.

Ever since ANTI, Rihanna's devoted fanbase has been begging for a new album, with Rih playfully trolling them with responses like "I lost it" and Instagram captions that read, "Me listening to R9 by myself and refusing to release it."

Her much-awaited return to music came at the tail end of 2022. The hitmaker twice contributed to the GRAMMY-nominated Black Panther: Wakanda Forever soundtrack: "Born Again" and "Lift Me Up," the latter of which helped Rihanna score her first Oscar and Golden Globe nominations in 2022 and 2023, respectively. With the glorious "Lift Me Up," she found herself in the top 10 for the first time since 2017's "Wild Thoughts."

While the world is still anticipating her ninth studio album, Rihanna — now a mom of two boys — continues to make her own rules and move at her own pace. But as she's proven time and time again, it's always worth the wait.

The Rihanna Essentials: 15 Singles To Celebrate The Singer's Endless Pop Reign

For Karol G, 2023 was a watershed year. Her fourth album, Mañana Será Bonito, peaked at No. 1 on the Billboard Hot 200 and took home the golden gramophone for Album Of The Year at the Latin GRAMMYs. Her many milestones also included a Rolling Stone cover, and signing with Interscope. At the 2024 GRAMMYs, Mañana Será Bonito is nominated for Best Música Urbana Album. 

The Colombian singer and songwriter was suddenly everywhere in 2023, but this moment is the culmination of a long, steady rise. Karol G has been on the scene for some time, and changing it for the better just by being who she is: an extremely talented woman making waves in a genre still dominated by men.  

Karol G has been a pivotal figure in the world of urbano since 2017, when she collaborated with Bad Bunny on the Latin trap single "Ahora Me Llama." It was a transformative moment for both artists, whose careers took off precipitously after its release. The track led Ms. G’s aptly titled debut album, Unstoppable, which went multi-platinum and peaked at No. 2 on both the U.S. Top Latin Albums and U.S. Latin Rhythm Albums charts. At the 2018 Latin GRAMMYs, Karol was awarded Best New Artist. 

Although she came out of the gate in an unstoppable fashion, Karol G's chart-topping debut was the result of years of touring and recording. The artist born Carolina Giraldo Navarro was no overnight success.

She started singing as a teenager growing up in Medellín and, after signing to Colombia's Flamingo Records, chose the name Karol G and began releasing music. Early on, she flew to Miami for a meeting with Universal Records, but they chose not to sign her on the basis that a woman would not be successful making reggaeton — a severe miscalculation, that belies female pioneers and a blossoming roster of contemporary acts. 

Thankfully, she ignored them. A year after "Ahora Me Llama" and Unstoppable, Karol G won her first Latin GRAMMY. 

The star’s determination makes her a role model, but Karol G's career has also been defined by an inspiring integrity around her principles and artistic vision. By now, it is a well-known anecdote that she turned down the song "Sin Pijama" because it references marijuana use. Karol does not smoke, so the lyrics would not have been authentic to her as a person, or as an artist. 

This authenticity has doubtless been key to Karol G's success. Rather than try to fit an established mold, she brings a uniquely sunny swagger and sporty style to reggaeton. She projects a powerful and feminine energy, and her music often expresses a healthy sense of sexual independence and self-empowerment. This is an intentional part of her message, especially to her female fans.

"They teach us it’s wrong to celebrate ourselves for something we have," she told Rolling Stone of her musical messaging. "And it’s not. We have to be the first ones to give ourselves credit."

Like early collaborator Bad Bunny, Karol G is able to reach a global audience without having to change the language she sings in, her genre of choice, or her messages. Case in point: One of her 2023 accomplishments was becoming the first Latina to headline a global stadium tour, and the highest-grossing Latin touring artist of the year.

She also became the first Latina to headline Lollapalooza and, in between record-breaking tour dates, saw her song "WATATI" featured on Barbie The Album. (The soundtrack is nominated for Best Compilation Soundtrack For Visual Media at the 66th GRAMMY Awards.)

In November, she closed out her big year with a sweep of the Latin GRAMMYs: Mañana Será Bonito received the award for Best Música Urbana Album and Album Of The Year; her Shakira collab "TQG" took home the golden gramophone for Best Urban Fusion/Performance. When she accepted her award for Best Música Urbana Album, Karol exclaimed, "How cool is it for a woman to win this?" 

Karol G’s wins made up a large part of an awards ceremony where women won big:  Shakira won Song Of The Year for her collaboration with Bizzarap, while Natalia Lafourcade won Record Of The Year and Joaquina took home Best New Artist. This was the first year that women won in all the general categories — something that suggests progress for the Latin music industry. The last time a woman won the Latin GRAMMY for Best Música Urbana Album was in 2013, when Spanish rapper Mala Rodríguez took home the award for Bruja. 

Watching the Latin GRAMMYs this year, it was easy to forget that women still have a long way to go to achieve parity with their male counterparts in the music industry. If you lost sight of that, the year-end Latin charts would bring you back to reality: Of the top 50 tracks on the Hot Latin Songs chart, 11 primarily featured women, but six of those tracks belonged to Karol G. Karol’s presence matters and she knows it. 

Karol G brings a powerful feminine energy to reggaeton and Latin trap, but also an unapologetic feminism. While this is explicit in her music, it's also clear in the creative partnerships she makes. She’s had many high profile collaborations with male artists, but just as many with a diverse roster of female artists from reggaeton OG Ivy Queen ("Leyendas") to Latin fusion pop singer Kali Uchis ("Me Tengo Que Ir," "Labios Mordidos"). In an arena so dominated by male artists, each collaboration with another woman is meaningful, but her collaborations with rising artists, such as Young Miko — who appears on the song "Dispo" from Karol’s Bichota Season — truly make a difference. 

Artists like Karol G increase the range of possibilities for artists in their wake, and for anyone in the music industry who flouts narrow expectations. Karol G knows that her victories have larger implications, and this eye toward the future has helped her reach unprecedented heights. "I understand how hard it is [for women to break through] because of how hard it was for me,"she recently told Billboard.

It wasn't easy for Karol G to get where she is today, but she has been opening doors for others — women, artists in reggaeton, artists in urbano and others —  every step of the way. From here on, the title of her album is ringing more and more prescient, and that’s mas bonito.  

2024 GRAMMY Nominations: See The Full Nominees List

When Drake attended his first GRAMMY Awards in 2010, he was 23 and hadn’t yet released a debut album. By the time he received his nominations for the 2024 GRAMMYs — Best Rap Album, Best Rap Performance and Best Melodic Rap Performance for his collaborations with 21 Savage —  he was Spotify’s most-streamed artist of all time, and the holder of more Billboard chart records than we can possibly list in this intro. 

In between, his relationship with the Academy’s yearly showcase has been all over the map. He’s lost (mostly), won (five times), and performed alongside some of pop culture’s biggest names. But more to the point, starting in 2017 his public comments about — and during — the GRAMMYs have sparked debate. He’s gone back and forth about submitting his music for consideration, and even went as far as to demand that nominations be retracted (more on that later).

Drake is nominated for Best Rap Album among other awards at the 2024 GRAMMYs. Here is a year-by-year account of the relationship between one of music’s biggest stars and Music’s Biggest Night. 

2010 — 52nd GRAMMY Awards

Nominations: Best Rap Song ("Best I Ever Had"), Best Rap Solo Performance ("Best I Ever Had")

Performances: "Drop the World"/"Forever" with Eminem, Lil Wayne, and Travis Barker

This was Drizzy’s first GRAMMYs, and he was still green enough that he got "reassurance" from Eminem in advance of their performance. 

"He was like, 'Man, anytime you need to look over at me, don't get nervous. Just look over at me, man, and I'll give it back to you. Everything will be all right. Don't be nervous.' For him to say that to me — I feel like that was an important moment," Drake told MTV News at the time.

His first two nominations, both for "Best I Ever Had," came before he had even put out his debut album. And as you can see in an interview at the event, the awards circuit was new enough that his mother’s reaction to finding out that Drake was nominated was to text him a bunch of swear words. 

"I think she was excited," the rapper joked to a CNN reporter.

2011 — 53rd GRAMMY Awards

Nominations: Best New Artist, Best Rap Album (Thank Me Later), Best Rap Solo Performance ("Over"), Best Rap Performance by a Duo or Group ("Fancy" with Swizz Beatz and T.I.)

Performances: "What’s My Name" (with Rihanna)

This is the year that seems to sting Drake the most. Best New Artist was a tough battle, with Drizzy, Justin Bieber, Mumford & Sons, and Florence + the Machine in the mix. All of them lost to Esperanza Spalding, in a major upset. 

Drake’s bitterness about the moment lingers to this day. On his most recent album For All the Dogs, he has a surprisingly angry lyric about it: "Four GRAMMYs to my name, a hundred nominations/ Esperanza Spalding was gettin' all the praises/ I'm tryna keep it humble, I'm tryna keep it gracious/ Who give a f— Michelle Obama put you on her playlist?/ Then we never hear from you again like you was taken."

2012 — 54th GRAMMY Awards

Nominations: Album Of The Year (Rihanna’s Loud, as featured artist), Best Rap Performance ("Moment 4 Life" with Nicki Minaj), Best Rap/Sung Collaboration ("I’m On One" with DJ Khaled, Rick Ross, and Lil Wayne; "What’s My Name" with Rihanna)

This was Drake’s first year as a presenter, so he appears to be moving up in the award show hierarchy. But that doesn’t help him with hardware — he still goes home empty-handed. 

This is also the time that he has multiple nominations in the same category (in this case, two in Best Rap/Sung Collaboration), which is also a trend that would repeat throughout the years. 

2013 — 55th GRAMMY Awards

Wins: Best Rap Album (Take Care)

Nominations: Best Rap Performance ("HYFR [Hell Ya F—king Right]" with Lil Wayne), Best Rap Song ("The Motto" with Lil Wayne)

He finally wins! Drake gets his first victory (for Best Rap Album). Also, he is the only Canadian to win that year (sorry, Loreena McKennitt!) However, the big moment wasn't telecast and Drizzy hadn’t yet arrived at the ceremony. In a charming interview from later in the night, Drake recalled jumping out of his car in the middle of traffic to celebrate. There’s also a video of him receiving his GRAMMY in the mail after the fact, which is notable for him immediately taking a celebratory drink from the trophy.

2014 — 56th GRAMMY Awards

Nominations: Album Of The Year (Kendrick Lamar’s good kid, m.A.A.d city, as featured artist), Best Rap Album (Nothing Was the Same), Best Rap Performance ("Started From the Bottom"), Best Rap Song ("Started From the Bottom"; "F—in’ Problems" with ASAP Rocky, 2 Chainz, and Kendrick Lamar)

Drake gets five nominations — and again two in one category — with no wins. It’s hard to pinpoint where the tide might have turned regarding the rapper’s feelings about the institution, but this ceremony may well have been it. 

2015 — 57th GRAMMY Awards

Nominations: Album Of The Year (Beyoncé's Beyoncé, as featured artist), Best Rap Performance ("0 to 100 / The Catch Up"), Best Rap Song ("0 to 100 / The Catch Up"), Best Rap/Sung Collaboration ("Tuesday" with ILoveMakonnen)

Once again Drake gets an Album Of The Year nomination…for someone else’s album. It’s now the third time this has happened, following Rihanna and Kendrick Lamar. Still, four nominations during a year with no new album is impressive, and shows just how much of a fixture The Boy has become in the pop firmament at this point. 

2016 — 58th GRAMMY Awards

Nominations: Best Rap Album (If You’re Reading This It’s Too Late), Best Rap/Sung Collaboration ("Only" with Nicki Minaj, Lil Wayne, and Chris Brown), Best Rap Performance ("Back to Back"; "Truffle Butter" with Nicki Minaj and Lil Wayne), Best Rap Song ("Energy")

From four nominations in 2015 to five this year, tying his personal best from 2014. They are all for rap-related awards, perhaps because Drake didn’t release a "proper" album that might have ended up in one of the big categories — If You’re Reading This It’s Too Late had a convoluted rollout. 

2017 — 59th GRAMMY Awards

Wins: Best Rap/Sung Performance ("Hotline Bling"), Best Rap Song ("Hotline Bling")

Nominations: Album Of The Year (Views), Best Rap Album (Views), Record Of The Year ("Work" with Rihanna), Best Pop Duo/Group Performance ("Work" with Rihanna), Best R&B Song ("Come and See Me" with PartyNextDoor), Best Rap Performance ("Pop Style" with The Throne)

The results of this year marked the beginning of Drake’s public issues with the GRAMMYs. Drake didn't attend the ceremony and, in an interview just after the ceremony, he pushed back against his own victory, upset that "Hotline Bling," a song with no rapping, won two rap awards.

"Last night at that awards show, I’m a Black artist," he said. "I’m apparently a rapper, even though ‘Hotline Bling’ is not a rap song. The only category that they can manage to fit me in is in a rap category, maybe because I’ve rapped in the past or because I’m Black." 

He was also upset that his hit "One Dance" wasn’t nominated in any general categories. 

"There’s pop obligations that [the Recording Academy] have," he said. "And I fluked out and got one of the biggest songs of the year, that is a pop song, and I’m proud of that. I love the rap world and I love the rap community, but I write pop songs for a reason. I want to be like Michael Jackson.

"I won two awards last night, but I don’t even want them for some reason," he continued. "It just feels weird. It feels like you’re purposely trying to alienate me or pacify me by handing me something, putting me in that [rap] category because it’s the only place you can figure out where to put me." 

Perhaps because of these issues — it was never confirmed — he never submitted his 2018 project More Life for GRAMMY consideration. Regardless, he ended up with no nominations the following year.

2019 — 61st GRAMMY Awards

Wins: Best Rap Song ("God’s Plan")

Nominations: Album Of The Year (Scorpion), Best Rap Performance ("Nice for What"; "Sicko Mode" with Travis Scott, Swae Lee, and Big Hawk), Best Rap Song ("Sicko Mode" with Travis Scott, Swae Lee, and Big Hawk), Record Of The Year ("God’s Plan"), Song Of The Year ("God’s Plan")

This was a year that heightened the Drake/Recording Academy tension even further. First, he turned down a chance to perform during the ceremony. And then, during his acceptance speech for Best Rap Song, Drizzy let awards shows have it. 

"We play in an opinion-based sport, not a factual-based sport," he began. "Look, the point is, you already won if you have people singing your songs word for word, if you’re a hero in your hometown. You’re already winning, you don’t need this right here."

The broadcast went to commercial while he was still talking, something that fans thought was an intentional slight. The Academy said otherwise.

"During Drake’s speech there was a natural pause during his speech and at that moment the producers did assume that he was done and then cut to commercial," the Academy said in an official statement. "However the producers did speak with Drake following his speech and did offer him to come back on stage to finish whatever his thoughts were, but Drake said he was happy with what he said and didn’t have anything to add to it."

2020 — 62nd GRAMMY Awards

Nominations: Best R&B Song ("No Guidance" with Chris Brown), Best Rap Song ("Gold Roses" with Rick Ross)

Drake didn’t publicly react to his two losses this year, but he did speak out on a friend’s behalf. The superstar was upset that The Weeknd didn’t receive any nominations, and said so in an Instagram story. He went far enough as to say that awards shows like the GRAMMYs "may no longer matter" to up-and-coming artists.

"I think we should stop allowing ourselves to be shocked every year by the disconnect between impactful music and these awards and just accept that what once was the highest form of recognition may no longer matter to the artists that exist now and the ones that come after," Drake wrote. "It’s like a relative you keep expecting to fix up but they just can’t change their ways.

"The other day I said @theweeknd was a lock for either album or song of the year along with countless other reasonable assumptions and it just never goes that way," he continued. "This is a great time for somebody to start something new that we can build up over time and pass on to the generations to come."

He went on to list artists he believed should be been nominated: Lil Baby, Pop Smoke, Party Next Door, Popcaan, and "too many missing names to even name." 

2021 — 63rd GRAMMY Awards

Nominations: Best Rap Song ("Laugh Now Cry Later" with Lil Durk), Best Melodic Rap Performance ("Laugh Now Cry Later" with Lil Durk), Best Music Video ("Life Is Good" with Future)

Drake again misses out on everything he’s nominated for, which might have something to do with what happened the following year.

2022 — 64th GRAMMY Awards  

Nominations: Best Rap Album (Certified Lover Boy), Best Rap Performance ("Way 2 Sexy" with Future and Young Thug) - Both withdrawn

Things came to a boiling point in 2022. Drake was nominated for two awards, but his management asked the Academy to remove the nominations, which they did. 

2023 — 65th GRAMMY Awards

Wins: Best Melodic Rap Performance ("Wait For U" with Future and Tems)

Nominations: Album Of The Year (Beyoncé’s Renaissance, as songwriter), Best Rap Song ("Wait For U" with Future and Tems, "Churchill Downs" with Jack Harlow)

Drake didn’t submit any material for GRAMMY consideration this time around, but it didn’t stop him from receiving four nominations, and winning once. 

There was one other unexpected Drake-related Grammy moment this year as well. Several days before the ceremony, he made a speech at the Black Music Collective’s Recording Academy Honors event praising one of the evening’s honorees, Lil Wayne. Even when paying tribute to his mentor, Drake seemed to be referencing his ongoing issues with the Academy. His knowing winks to the camera whenever he said the phrase “Black Music Collective” appeared to be a nod to his ongoing complaints that contemporary Black artists were being ignored by the Grammys.  

2024 — 66th GRAMMY Awards

Nominations: Best Rap Album (Her Loss with 21 Savage), Best Rap Song ("Rich Flex" with 21 Savage"), Best Rap Performance ("Rich Flex" with 21 Savage), Best Melodic Rap Performance ("Spin Bout U" with 21 Savage)

In a sign that a change might be underway in the often-stormy relationship between Drake and the GRAMMYs, the rapper actually submitted material for nomination for the 2024 GRAMMYs. His collaboration with 21 Savage, Her Loss, was put up for Album of the Year (which it didn’t get a nom for) and Best Rap Album (which it did). The songs "Rich Flex" and "Spin Bout U" were also offered up in multiple categories, and each ended up with nominations. 

A Timeline Of Beyoncé's GRAMMY Moments, From Her First Win With Destiny's Child to Making History With 'Renaissance'