Latin music has gone global and Enrique Iglesias is one of the superstars who laid the foundation for that crossover. The Spanish pop icon's music career spans four decades of hits both in his native tongue and in English. Following his reign as Billboard’s Greatest Latin Artist of All-Time, Iglesias marks the end of an era with the last album of his career, Final Vol. 2.

Iglesias followed in the footsteps of his father, singer/songwriter Julio Iglesias, and made his own debut in the 1990s with Spanish-language love songs. He began singing in English at the end of the decade, and subsequently led an explosion of interest in Latin pop alongside acts like Ricky Martin, Jennifer Lopez, and later Shakira. 

As of writing, Iglesias has a record-breaking 27 No. 1 singles on Billboard's Hot Latin Songs chart, and solidified himself as a global heartthrob with an allure that defies language barriers. For his efforts, Iglesias has won one GRAMMY and five Latin GRAMMY Awards.

Enrique Iglesias will release what will likely be his final album on March 29, aptly titled Final (Vol. 2). Ahead of his final bow, here are 10 tracks that celebrate Iglesias' legacy in Latin music. 

"Experiencia Religiosa" (1995)

Iglesias made his debut in 1995 with a self-titled first album. Among the ballads on the10-track LP, the otherworldly "Experiencia Religiosa" best demonstrates the power of his charm.  

Backed by the piano with elements of gospel music, Iglesias belts his heart out about a night of passion that felt like spiritual awakening. To capture the energy of the sparks flying, an electric guitar solo rounded out his soulful yet sexy sermon. Iglesias demonstrated his knack for seamlessly blending together romance and sex appeal, which would go on to define his artistry and style.

Enrique Iglesias earned the singer his first golden gramophone at the 39th GRAMMY Awards for Best Latin Pop Performance.

"Nunca Te Olvidaré" (1997)

Iglesias proved that he was here to stay with his third album, 1997's Cosas Del Amor. The LP includes one of his signature love songs, "Nunca Te Olvidaré." 

Iglesias' voice reached angelic highs in the Spanish-language power ballad, which details  romance that left a lasting impression. No matter what happened, the love Iglesias shared with that person couldn't be forgotten — much like his impact on the Latin pop explosion that was brewing.

"Bailamos" (1999)

Proving he was so much bigger than the Iglesias last name, he crossed over into the English-language market with his 1999 album Enrique. Iglesias became a global Latin pop heartthrob with the sultry club banger "Bailamos." The song was featured on the Wild Wild West soundtrack, after Will Smith personally invited Iglesias to contribute music to the project.

Backed by the strum of the Spanish guitar with alluring synths, he invited the world to dance with him in English and Spanish. In a major moment for Latin acts at the time, the song topped the all-genre Billboard Hot 100 chart. The massive success of the song led Iglesias to sign with Interscope Records, where he released his breakthrough album. 

"Could I Have This Kiss Forever" (1999)

One of the underrated gems on Iglesias' Enrique album is his collaboration with six-time GRAMMY-winner Whitney Houston. 

The late pop legend joined forces with him for the sensual "Could I Have This Kiss Forever," making worlds collide with an irresistible mix of Latin percussion, Spanish guitar, and R&B. Houston also sang a bit in Spanish with Iglesias. His dreamy duet with Houston (who also sings in Spanish) broke down barriers for collaborations between Latin and English-language pop acts. In the years that followed, he collaborated with superstars like Kelis, Ciara, and Usher.  

"Hero" (2001)

Iglesias' love songs in English touched the hearts of millions around the world. One of his enduring classics is the empowering "Hero" from his 2001 album Escape. 

The beautiful ballad was released in both English and Spanish. In one of most tender vocal performances, Iglesias serenades his lover with sweet lyrics about always being by her side. After the song impressively peaked at No. 3 on Billboard's Hot 100 chart, Iglesias proved that his star power was here to stay. 

The song also became an anthem of hope for the U.S. following the Sept. 11 attacks, and Iglesias was invited to perform "Hero" for the broadcast special "America: A Tribute to Heroes." 

"Bailando" (2014)

After laying the foundation for the globalization of Latin music, Iglesias enjoyed one of his greatest career triumphs in 2014 — in both Spanish and English. 

The feel-good smash "Bailando" blended Caribbean rhythms with flamenco influences, bringing together Sean Paul and Cuba's Descemer Bueno and Gente De Zona. The Spanglish banger peaked at No. 12 on the Billboard Hot 100 chart. At the 2014 Latin GRAMMYs, Iglesias and his collaborators took home golden gramophones for Song Of The Year, Best Urban Performance, and Best Urban Song. 

The success of the song also helped usher in the reggaeton music revival of the last decade. Pop and reggaeton collaborations became more commonplace with songs like "Despacito" by Luis Fonsi and Daddy Yankee and J Balvin’s "Mi Gente" remix with Beyoncé later following suit.  

"Beautiful" (2014)

Iglesias joined forces with GRAMMY-winning dance-pop icon Kylie Minogue for "Beautiful," a  haunting love song about a formidable romance that could withstand the apocalypse. 

The electronic ballad was co-produced by Mark Taylor, who was also at the helm of Iglesias' collaboration with Houston. Iglesias and Minogue's voices melted together in a hypnotic harmony that made this song live up to its name. The song was included on Minogue’s Kiss Me Once album and deluxe edition of Iglesias’ Sex and Love LP.  

"El Baño" (2018)

Before he became a GRAMMY-winning global star, Puerto Rican singer Bad Bunny teamed up with Iglesias for a freaky reggaeton romp, "El Baño." 

Iglesias first turned up the heat by singing about getting intimate with his lover in the restroom. Bad Bunny dropped in that halfway point as his wingman with a fiery guest verse. The hypnotic collaboration was included on Iglesias' penultimate album Final (Vol. 1). 

Iglesias later added a woman’s perspective to the song, bringing on Dominican reggaeton star Natti Natasha joining them on the remix. As one of Latin pop’s most daring artists, he was never afraid to push boundaries with his risque tracks. 

"Space In My Heart" (2024)

After the release of his reggaeton-heavy Final (Vol. 1), Iglesias was ready to be more adventurous with the music that followed. In 2022, Iglesias ventured into country music for the first time with "Espacio En Tu Corazón." 

To bring some more authenticity to the English-language version of the song, "Space In My Heart," Iglesias teamed up with GRAMMY-winning country star Miranda Lambert. The breathtaking country-pop ballad features Iglesias and Lambert singing passionately about winning over the hearts of their crushes. 

The song is a highlight on the last album of his career, Final (Vol. 2). And while it seems like this may be the singer's final hurrah, Iglesias told PEOPLE in 2021: "No, I'm never gonna retire! I'm gonna keep on writing songs but that doesn't mean I need to be putting out albums every so often."

"Fría" (2024)

Iglesias is going out in style with "Fría." For the most vibrant song on Final Vol. 2,  Iglesias collaborates with Cuban singer/songwriter Yotuel on a frisky and refreshing banger, which blends reggaeton beats with elements of tropical music.

Iglesias sounds like he's having a blast with Yotuel as they try to convince their partners there was no infidelity at last night's wild party. "I just went out for a cold one," Iglesias winkingly sings in Spanish. Cheers to the legacy of one of Latin pop's greater stars.  

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Editor's Note: This is an update to a story from 2017.

Without heart-bursting, world-shifting love songs, music wouldn't be the same. There are countless classic and chart-topping hits dedicated to love, and several of them have won GRAMMYs.

We're not looking at tunes that merely deal with shades of love or dwell in heartbreak. We're talking out-and-out, no-holds-barred musical expressions of affection — the kind of love that leaves you wobbly at the knees.

No matter how you're celebrating Valentine's Day (or not), take a look at 18 odes to that feel-good, mushy-gushy love that have taken home golden gramophones over the years.

Frank Sinatra, "Strangers In The Night"

Record Of The Year / Best Vocal Performance, Male, 1967

Ol' Blue Eyes offers but a glimmer of hope for the single crowd on Valentine's Day, gently ruminating about exchanging glances with a stranger and sharing love before the night is through.

Willie Nelson, "Always On My Mind"

Best Country Vocal Performance, Male, 1983

In this cover, Nelson sings to the woman in his life, lamenting over those small things he should have said and done, but never took the time. Don't find yourself in the same position this Valentine's Day.

Lionel Richie, "Truly"

Best Pop Vocal Performance, Male, 1983

"Truly" embodies true dedication to a loved one, and it's delivered with sincerity from the king of '80s romantic pop — who gave life to the timeless love-song classics "Endless Love," "Still" and "Three Times A Lady."

Roy Orbison, "Oh, Pretty Woman"

Best Pop Vocal Performance, Male, 1991

Orbison captures the essence of encountering a lovely woman for the first time, and offers helpful one-liners such as "No one could look as good as you" and "I couldn't help but see … you look as lovely as can be." Single men, take notes.

Whitney Houston, "I Will Always Love You"

Record Of The Year, Best Pop Vocal Performance, Female, 1994

Houston passionately delivers a message of love, remembrance and forgiveness on her version of this song, which was written by country sweetheart Dolly Parton and first nominated for a GRAMMY in 1982.

Celine Dion, "My Heart Will Go On (Love Theme From Titanic)"  

Record Of The Year, Best Female Pop Vocal Performance, 1999

This omnipresent theme song from the 1997 film Titanic was propelled to the No. 1 spot on the Billboard Hot 100 as the story of Jack and Rose (played by Leonardo DiCaprio and GRAMMY winner Kate Winslet) swept the country.

Shania Twain, "You're Still The One"

Best Female Country Vocal Performance, Best Country Song, 1999

Co-written with producer and then-husband Mutt Lange, Twain speaks of beating the odds with love and perseverance in lyrics such as, "I'm so glad we made it/Look how far we've come my baby," offering a fresh coat of optimism for couples of all ages.

Usher & Alicia Keys, "My Boo"

Best R&B Performance By A Duo Or Group With Vocals, 2005

"There's always that one person that will always have your heart," sings Usher in this duet with Keys, taking the listener back to that special first love. The chemistry between the longtime friends makes this ode to “My Boo” even more heartfelt, and the love was still palpable even 20 years later when they performed it on the Super Bowl halftime show stage.

Bruno Mars, "Just The Way You Are"

Best Male Pop Vocal Performance, 2011

Dating advice from Bruno Mars: If you think someone is beautiful, you should tell them every day. Whether or not it got Mars a date for Valentine's Day, it did get him a No. 1 hit on the Billboard Hot 100.

Cee Lo Green & Melanie Fiona, "Fool For You" 

Best Traditional R&B Performance, 2012

It's a far cry from his previous GRAMMY-winning song, "F*** You," but "Fool For You" had us yearning for "that deep, that burning/ That amazing unconditional, inseparable love."

Justin Timberlake, "Pusher Love Girl" 

Best R&B Song, 2014

Timberlake is so high on the love drug he's "on the ceiling, baby." Timberlake co-wrote the track with James Fauntleroy, Jerome Harmon and Timbaland, and it's featured on his 2013 album The 20/20 Experience, which flew high to No. 1 on the Billboard 200.

Beyoncé & Jay-Z, "Drunk In Love"

Best R&B Performance / Best R&B Song, 2015

While "Drunk In Love" wasn't the first love song that won Beyoncé and Jay-Z a GRAMMY — they won two GRAMMYs for "Crazy In Love" in 2004 — it is certainly the sexiest. This quintessential 2010s bop from one of music's most formidable couples captures why their alliance set the world's hearts aflame (and so did their steamy GRAMMYs performance of it).

Ed Sheeran, "Thinking Out Loud"

Song Of The Year / Best Pop Solo Performance, 2016

Along with his abundant talent, Sheeran's boy-next-door charm is what rocketed him to the top of the pop ranks. And with swooning lyrics and a waltzing melody, "Thinking Out Loud" is proof that he's a modern-day monarch of the love song.

Lady Gaga & Bradley Cooper, "Shallow"

Best Pop Duo/Group Performance / Best Song Written For Visual Media, 2019

A Star is Born's cachet has gone up and down with its various remakes, but the 2018 iteration was a smash hit. Not only is that thanks to moving performances from Lady Gaga and Bradley Cooper, but particularly thanks to their impassioned, belt-along duet "Shallow."

H.E.R. & Daniel Caesar, "Best Part"

Best R&B Performance, 2019

"If life is a movie/ Know you're the best part." Who among us besotted hasn't felt their emotions so widescreen, so thunderous? Clearly, H.E.R. and Daniel Caesar have — and they poured that feeling into the GRAMMY-winning ballad "Best Part."

Kacey Musgraves, "Butterflies"

Best Country Solo Performance, 2019

As Musgraves' Album Of The Year-winning LP Golden Hour shows, the country-pop star can zoom in or out at will, capturing numberless truths about the human experience. With its starry-eyed lyrics and swirling production, "Butterflies" perfectly encapsulates the flutter in your stomach that love can often spark.

Dan + Shay & Justin Bieber, "10,000 Hours"

Best Country Duo/Group Performance, 2021

When country hook-meisters Dan + Shay teamed up with pop phenom Justin Bieber, their love song powers were unstoppable. With more than 1 billion Spotify streams alone, "10,000 Hours" has become far more than an ode to just their respective wives; it's an anthem for any lover.

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By 1998, the late Whitney Houston was a good 15 years into her colossally successful music career— and yet, by this point, she'd only ever released three studio albums. But as the millennium approached, the legendary diva finally decided to follow up her two eponymous 1980s efforts and 1990's I'm Your Baby Tonight. And the wait proved to be worth it.

My Love Is Your Love may have only peaked at No. 13 on the Billboard 200 (it had the misfortune to be released alongside nine other major new releases on a retail battlefield coined Super Tuesday). But the record-buying public gradually recognized that Houston was no longer just the power ballad expert; she had finally embraced the kind of innovative R&B sound they'd always wanted, and known she was capable of. And after several years away from the upper reaches of the Billboard Hot 100, she suddenly scored three consecutive top five hits, guiding the slow-burner to platinum status four times over – and proving that Whitney Houston was back in full force.

With the contemporary R&B classic now celebrating its 25th anniversary on Nov. 17, here's a look at how Houston reasserted her status as a superstar with one of the greatest comebacks of the decade.

She Tapped The Era's Hottest Producer

Rodney Jerkins ruled the R&B scene at the turn of the century, producing monster hits for the likes of Destiny's Child ("Say My Name"), Jennifer Lopez ("If You Had My Love"), and Toni Braxton ("He Wasn't Man Enough for Me"), to name a few. But Houston was one of the first artists to recognize that his trademark staccato beats and alluring harpsichords equaled musical gold.**

Shortly after Brandy and Monica's "The Boy Is Mine" put him on the map in 1998, Jerkins was tapped to work his magic on three My Love Is Your Love tracks: "Get It Back," "If I Told You That" (which also received a 2000 remix with another 1980s favorite, George Michael), and, perhaps most notably, "It's Not Right But It's Okay." Houston's work with Jenkins both helped her move away from mainstream pop and show that she still had her finger on the pulse.

She Rediscovered Her Soulfulness

Houston had famously been accused of abandoning her gospel and soul roots in favor of chasing a white pop crowd during her first imperial phase, even memorably getting booed at the Soul Train Music Awards in 1989. No one could label her a sellout with My Love Is Your Love, though.

Not only did Houston put her own spin on an all-time Motown classic, Stevie Wonder's "I Was Made to Love Her," she also roped in R&B talents both established (Babyface, Lauryn Hill) and emerging (Missy Elliott, Kelly Price) to help hone a fresh, forward-thinking sound that was far removed from the adult contemporary ballads she'd made her name with. It was a move validated when the same ceremony she'd been heckled at handed her two nominations and an Artist of the Decade Award.

She Didn't Forget Her Beloved Original Sound

Houston didn't entirely eschew the blockbuster ballads that established her place alongside Celine Dion and Mariah Carey in the holy trinity of powerhouse divas. In fact, she and the latter essentially engage in a sing-off on The Prince of Egypt Oscar-winning theme "When You Believe" (which served as the lead single for the film's soundtrack, My Love Is Your Love and Carey's compilation album #1's).

Elsewhere, songwriting maestro Diane Warren delivers not just one, but two epic love songs in the shape of "I Learned from the Best," and "You'll Never Stand Alone." And Faith Evans and Kelly Price collab "Heartbreak Hotel" (despite its title, not an Elvis Presley cover) proved Houston could still out-warble those who were still in school when "Greatest Love of All" and "Saving All My Love for You" topped the Hot 100. It was a move that helped to perfectly bridge the gap between the old and the new.

She Won Her First R&B Grammy

Although Houston had previously been nominated six times in the R&B GRAMMY categories, she'd never converted any of them into wins: three of her five awards had been for Best Pop Vocal Performance, Female, while The Bodyguard's success helped her scoop both the Record and Album Of The Year categories of 1993. That all changed with My Love Is Your Love.

The star picked up three R&B nods, and while  Best R&B Album and Best R&B Performance By A Duo Or Group With Vocals went to TLC, Houston did take home her sixth and final GRAMMY when "It's Not Right But It's Okay" was crowned Best Female R&B Vocal Performance.

She Snagged Two Fugees At The Top Of Their Game

Wyclef Jean and Lauryn Hill might now be better known for controversial presidential campaigns and a staggering aversion to punctuality. But back in the late '90s, they were very much R&B royalty. Both had made the transitions from chart-topping trio Fugees to solo success look effortless, particularly Hill who, a year later, would clean up at the GRAMMYs with her debut LP, The Miseducation of... And so, they proved to be an astute choice of collaborators from an artist whose street cred had long been questioned.

Wyclef gave Houston the best Bob Marley-esque jam of his career with My Love Is Your Love's title track, while his former bandmate produced the gorgeous, and hidden, closing number "I Was Made to Love Him."

She Delivered Her Most Iconic Video

From the patriotic jumpsuit she sported while belting out the National Anthem at the Super Bowl to that "accidental" fashion clash with Carey at the MTV VMAs, Houston constantly delivered as a fashion icon. But it was the video for My Love Is Your Love's third single that spawned her most iconic look.

Directed by regular cohort Kevin Bray, the "It's Not Right But It's Okay" promo sees Houston hold court in a black skin-tight corset complete with matching choker and razor-sharp bob. It was a style she replicated for one of her finest stage performances – her show-stealing display at the 1999 BRITs – and one that was also faithfully recreated in both Glee and the recent biopic I Wanna Dance with Somebody.

She Became A Club Favorite 

Back in the '90s, you weren't a bona fide diva unless you got the thumping dance mix treatment: see Frankie Knuckles' take on Toni Braxton's "Unbreak My Heart," for example, or David Morales' reworking of Carey's "My All." My Love Is Your Love undoubtedly spawned Houston's biggest club banger. In fact, for many, Thunderpuss' epic nine-minute retooling of "It's Not Right But It's Okay" is the definitive version.

But there was plenty more where that came from, with remixes from the likes of Hex Hector ("Heartbreak Hotel") and Junior Vasquez ("I Learned from the Best") giving Houston four No. 1s on the US Dance Club Songs chart within the space of just 13 months.

She Reminded Everyone Of Her Ultimate Talent

For a good six years, the only singles Houston released were movie tie-ins, a clear sign that she was focusing more on her acting career than her recording during most of the 1990s. And while she acquitted herself well in Waiting to Exhale, The Preacher's Wife, and, of course, the phenomenon that was The Bodyguard, she never quite reached the same heights on the big screen as she previously had in the studio. And My Love Is Your Love reminded everyone that her voice could still blow everyone away.

On the Missy Elliott-penned "In My Business," she's the fearsome R&B diva, warning those skeptical about her bad boy lover to mind their own. On "I Learned from the Best," she's the powerhouse balladeer, drawing upon her trademark melisma while pleading with the one who got away. And on the spiritual title track, she has a new trick up her sleeve: subtlety. This is Houston at her most expressive and most versatile — and arguably, her best.

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Once a marginalized genre associated with lewdness and criminality — much like the genres from which it draws so much influence, dancehall and hip-hop —  reggaeton is now firmly in the mainstream. While dominant across Latin America in the new millennium, reggaeton has made huge inroads with English-speaking audiences in the past decade, particularly with crossover hits like "Bailando," "Despacito," and numerous Bad Bunny songs from the past three years.

Although many associate reggaeton with Puerto Rico, the roots of the genre can be found in Panama, with artists like El General and Nando Boom taking Jamaican dancehall riddims — like dembow, first introduced in the Shabba Ranks song of the same name — and rapping in Spanish over them in the early 1990s. In Puerto Rico, early reggaeton was called "underground," and gained popularity in the mid-1990s through mixtapes put out by DJs like Playero and Negro, who utilized hip-hop techniques to alter the dancehall riddims as an instrumental track for local rappers and singers like Daddy Yankee.

Reggaeton has long been a male-dominated genre (with Ivy Queen being the main exception to the rule), but in recent years female singers have become more prominent. Colombian singer Karol G, for example, is currently one of the genre’s biggest stars, and Spanish singer Rosalía pivoted to reggaeton for her 2022 album Motomami, which won a Latin GRAMMY for Album Of The Year. 

Colombian artists have also been making their way to the top of the reggaeton charts in recent years — alongside Karol G, there’s J Balvin and Maluma — although Puerto Rican artists still dominate the genre, with current stars like Rauw Alejandro and Anuel AA.

Reggaeton will only continue to evolve and develop; read on for 10 songs that represent the sonic and cultural evolution of the genre in the past three decades.

El General - "Tu Pum Pum" (1990)

Years before the term reggaeton was invented, Panamanian rapper El General (Edgardo Franco) was the first artist to gain recognition recording reggae en español. Given the history of West Indian immigration to Panama to build the Canal, it’s not surprising that the story of reggaeton begins there. This proto-reggaeton style emulated Jamaican dancehall much more closely than later styles would. El General and his friends got started by taking Jamaican riddims like the genre-defining dembow and rapping in Spanish over them; they used to board buses in Panama City and perform for fellow riders. El General was known as a skilled improvisor.

He moved to New York to study in the late 1980s, and hooked up with fellow Panamanian and producer Michael Ellis, who is said to have invented the term "reggaeton." El General’s first hit, "Tu Pun Pun" is a Spanish-language version of Jamaican dancehall artist Little Lenny’s 1990 song "Punnany Tegereg" that’s quite faithful musically to the original. 

The title of the song is slang for female genitals, and the lyrics chronicle El General’s sexual prowess in graphic detail. Its chorus chants, "Your pum pum, baby baby, won’t kill (tame) me." The song became a hit in the U.S. and El General went on to have a successful, albeit brief, career. 

Tego Calderón - "Pa’ Que Retozen" (2003)

One of the biggest tracks on Tego Calderón’s debut album, El Abayarde, "Pa’ Que Retozen" was a party anthem and one of the first reggaeton hits in the U.S. It represents the culmination of many musical shifts that took place during the 1990s in Puerto Rico. By the mid-1990s, the dembow riddim began to dominate the Puerto Rican underground scene. As the millennium approached, DJs and producers began to incorporate elements of Latin popular music genres as well.

"Pa’ Que Retozen" is a good example of this trend, as bachata-style guitar riffs play underneath Calderón’s rapping. The background track switches up several times in this song, including an incredibly catchy, high-pitched synth riff heard in the second verse. Other tracks on El Abayarde also incorporate Latin genres and instruments — like bongó drums on "Abayarde," Afro-Puerto Rican bomba percussion on "Loíza," and a full salsa orchestra and vocals on "Planté Bandera."

Ivy Queen - "Quiero Bailar" (2002)

Known as the "Queen of Reggaeton," Ivy Queen was the only prominent female reggaeton artist for nearly two decades. She released two albums in the late 1990s, but it was her third album, Diva, in 2003, that really broke through. Ivy Queen intentionally wrote from a female perspective, as she had come up in a male-dominated scene in San Juan where women were constantly being objectified.

With her deep, throaty vocal tone, Ivy Queen proclaims on "Quiero Bailar" that although she wants to dance — even in the sexualized perreo style that had become synonymous with reggaeton — that doesn’t necessarily mean she wants to have sex with her dance partner. The song is still an important anthem for women who want to feel free to bump and grind and express themselves on the dancefloor without men expecting a sexual encounter. 

Don Omar - "Dile" (2003)

Three of the genre’s most influential artists exploded on the scene at roughly the same time: Calderón, Daddy Yankee and Don Omar, with the latter two involved in a rivalry for the title of "King of Reggaeton." However, Don Omar always stood out among the three for the lyricism of his voice — he was a more gifted singer than many of his peers.

His debut album, The Last Don, is considered to be a classic, utilizing a similar approach as Calderón of injecting more melodic Latin styles, like bachata and salsa, into his music. The Dominican production team Luny Tunes, who was instrumental in expanding the sound of reggaeton and distinguishing it further from its Jamaican roots,  produced about half the album’s tracks.

Like "Pa’ Que Retozen," Don Omar’s first major single, "Dile" relies heavily on a bachata guitar line, but his vocal style is quite different from the deep, resonant rapping of Calderón. The combination of Don Omar’s tenor voice with the melodic instrumentals of "Dile" makes for a very aesthetically pleasing, yet danceable song. In addition, he interpolates a salsa song, Joe Arroyo’s "La Noche," into a bridge-like section in the middle of "Dile." 

The subject matter is also more emotional than many reggaeton songs had been up to this point, as he’s pleading with a woman to tell her boyfriend that she wants to be with someone else (Don Omar).  

 Daddy Yankee - "Gasolina" (2004)

The first reggaeton song to be nominated for Record Of The Year at the Latin GRAMMYs, "Gasolina" still stands as the genre’s most iconic and recognizable song. The song catapulted not only Daddy Yankee into the mainstream, but also the genre itself. It appeared on Daddy Yankee’s third studio album, Barrio Fino, which broke numerous records and won many awards.

Barrio Fino took a broad approach, which proved incredibly successful. Many of the album’s tracks were produced by Luny Tunes, including its two biggest hits, "Gasolina" and "Lo Que Pasó, Pasó." The album also features a salsa-reggaeton fusion and an R&B-inflected rap song that sounds like it could have been recorded by Big Pun.

As for the concept behind "Gasolina," Daddy Yankee was living in a San Juan housing project with his family, where he often heard people on the street shouting, "iComo le gusta las gasolina!" ("How she likes gasoline!"), referring to women who accept rides from men with nice cars. He took that phrase and ran with it, creating the famous hook "A mí me gusta la gasolina, dame más gasolina" ("I like gasoline, give me more gasoline"). A decade later he laughed at the idea that the term "gasolina" referred to drugs — as many people assumed — claiming that he used it literally, to refer to cars. 

"Oye Mi Canto" - N.O.R.E., feat. Nina Sky, Gem Star, Daddy Yankee, and Big Mato

Reggaeton exploded in popularity in the mid-aughts, which explains why there are so many classic songs from that time period. "Oye Mi Canto" was the first collaboration between an American rapper (N.O.R.E.) and reggaeton artists, and included verses in English and Spanish.

The song originally featured Tego Calderón but Daddy Yankee replaced him in the video. It also signaled an acceptance of reggaeton by New York hip hop artists — Fat Joe also appears in the video. It peaked at No. 12 on the Billboard Top 100, a first for a reggaeton song.

The song utilizes a common feature of commercial hip hop at the time, a catchy R&B hook sung by a female vocalist, Nina Sky. The hook borrows from and adapts the recognizable chorus "Boricua, morena, Boricua, morena," which was heard on Big Pun’s massive 1998 hit "Still Not A Player," but extends it to include other Latino ethnicities beyond "Boricua" (Puerto Rican).

Calle 13 -"Atrévete-te-te" (2005)

Hardly a traditional reggaeton group, Calle 13 nonetheless created one of the genre’s most popular, beloved songs in 2005 with their irreverent hit "Atrévete-te-te." Rapper Residente and instrumentalist/producer Visitante, step-brothers, founded the group in 2004, and gained fame with a song about the FBI killing of Puerto Rican independence leader Filiberto Ojeda Ríos called "Querido FBI."

Residente is the most politically outspoken rapper within reggaeton, a genre the two musicians have tended to distance themselves from, preferring not to be labeled. The group’s music has always been eclectic, using live instrumentation and unusual timbres. These elements undoubtedly relate to the fact that Visitante plays dozens of instruments. The brothers still hold the record for most Latin GRAMMY Awards in history, a whopping 27 each!

"Atrévete-te-te" is an infectious cumbia-reggaeton hybrid featuring an unforgettable high-register clarinet. Residente’s lyrics are raunchy, witty, and replete with American pop culture references and anglicisms. He dares a "Miss Intellectual" to get down off her culturally elitist high horse and let loose: "I know you like Latin pop rock, but reggaeton gets into your intestines, under your skirt like a submarine, and brings out your ‘Taino’ (indigenous people native to Puerto Rico)." He reinforces his point later, singing, "Who cares if you like Green Day? Who cares if you like Coldplay?"

"Bailando" - Enrique Iglesias feat.Descemer Bueno and Gente de Zona (2014)

In the 2010s reggaeton’s popularity continued to grow, and "Bailando" was one of the songs that significantly raised the genre’s visibility among English-language audiences. Nonetheless, Spanish pop singer Enrique Iglesias originally didn’t like the song.

"Bailando" was written and recorded by Cuban singer/songwriter Descemer Bueno and Cuban reggaeton duo Gente de Zona, who had become one of the island’s biggest musical groups. When Iglesias heard Bueno’s recording, he changed his mind and they added his vocals. 

Garnering many awards, and winning Song of the Year at the 2014 Latin GRAMMYs, "Bailando" was flamenco-infused reggaeton designed for mass appeal. It follows a traditional pop song format, with Iglesias singing the verses and trading off with Gente de Zona and Bueno in the extended chorus sections. The lyrics are standard love song fare, and don’t include any of the rapped vocals or Cuban slang that had made Gente de Zona so popular in Cuba. Nonetheless, it peaked at No. 2 on the Billboard Hot 100 and spent a record-breaking 41 weeks at the top of the U.S. Latin charts. 

"Despacito" - Luis Fonsi featuring Daddy Yankee, with a remix feat. Justin Bieber (2017)

Love it or hate it, it’s impossible to ignore the cultural impact of "Despacito." It was already a huge hit in its original version, by Puerto Rican singer Luis Fonsi and Daddy Yankee. But when Justin Bieber called Fonsi up to inquire about doing a remix, it became 2017’s song of the summer.

Like "Bailando," the original version was already as much Latin pop as it was reggaeton, and although Daddy Yankee has some rapped vocals in the second verse, he’s mainly singing as well. The producers decided to use a Puerto Rican cuatro, which opens the song, in addition to an acoustic guitar in order to give the song a more local feel. One unique element was the insertion of a rhythmic break right before the chorus "Despacito" (which translates to "slowly") comes in. The way Fonsi breaks up the three syllables in the title word, taking his time with them, is a nice touch.

The Justin Bieber remix was released three months later, and maintained the song’s original rhythms and Daddy Yankee’s verses. An English verse was added for Bieber at the beginning of the song, and he sang the "Despacito" choruses in Spanish — the first time he’d ever sung in Spanish. It quickly rose to No. 1 on the Hot 100 charts, which gave Fonsi and Daddy Yankee their first No. 1 hit. It stayed at the top of the charts for 16 weeks, tying with "One Sweet Day," by Mariah Carey and Boyz II Men, and remained the longest-leading No. 1 single until 2019. "Despacito" also won Song and Record Of The Year at the Latin GRAMMYs.  

"Titi Me Preguntó" - Bad Bunny (2022)

Bad Bunny is not only the most prominent artist in contemporary reggaeton — he was the biggest artist in the world in 2022. It’s impossible to list all of the accolades Benito Antonio Martínez Ocasio has attained in his short career, but here are a few: His latest, Un Verano Sin Tí, was the first Spanish-language one to be nominated for Album Of The Year at the 2023 GRAMMYs, he's been Spotify's most streamed artist in the world for three straight years.

Un Verano Sin Tí was a masterful achievement, showcasing a wide variety of contemporary Latin music beyond reggaeton, including Dominican dembow and mambo, bachata, electro-cumbia, and even indie rock — all anchored by Bad Bunny’s emo vocal style. The album is a celebration of Spanish Caribbean identity, paying homage as much to Dominican as to Puerto Rican music.

"Titi Me Preguntó" is not only one of the album’s biggest hits, but also one of its most complex tracks, featuring several discrete sections. It begins with a bachata guitar intro, followed by Bad Bunny’s rapped vocals accompanied by a sparse backbeat. His aunt is asking why he goes out with so many girls and won’t settle down. The body of the song speeds way up, keeping a sparse accompaniment, as Bad Bunny lists the names and cities of different girlfriends. 

But there’s an interesting shift at the 2:15 mark, where the bachata guitar returns and we hear a woman’s voice admonishing him for being an f-boi. It’s followed by anguished Bad Bunny vocals singing, "I’d like to fall in love but I can’t." The music changes back to the sparse backbeat accompaniment when he sings: "I don’t even trust myself," and notes how many women say they want to have his first-born child. The singing returns, as a spooky electronica melody is added into the background mix: "Listen to your friend, I’ll only break your heart…I don’t know why I’m like this." 

This is a man struggling with interpersonal demons, and this vulnerable masculinity (and his past refusal to conform to rigid gender norms) is precisely why Bad Bunny is so beloved by his female fans.  

The Evolution Of Bollywood Music In 10 Songs: From "Awaara Hoon" To "Naatu Naatu"

Nearly 50 years after its initial release, Dolly Parton's "I Will Always Love You" has been covered by thousands of musicians. But no other rendition compares to Whitney Houston's iconic 1992 cover for the Bodyguard soundtrack — and in 1994, the two shared a full-circle celebration of the song's massive success.

In this episode of GRAMMY Rewind, relive Houston's Best Female Pop Vocal Performance win for her version of "I Will Always Love You" at the 1994 GRAMMY Awards.

"Dolly, of course, coming from you, this is truly an honor. You wrote a beautiful song. Thank you so much for writing such beautiful songs," Houston said to Parton, who presented the award and originally released the recording (which she wrote herself) in 1974.

Houston praised Rickey Minor, her band, and David Foster, who helped Houston arrange the ballad. "All the songwriters and producers on The Bodyguard, BeBe [Winans], I love you," she added before performing an impromptu song to thank her team members at Arista Records.

"I love you, Mommy and Daddy — I wouldn't be here without you. And always first in my life, I thank my Father, Jesus Christ. Without them, I am nothing," Houston said. Before leaving the stage, Houston took a second to uplift her supporters. "To all the fans, I love you! Thank you, and God bless you!"

"I Will Always Love You" also took home Record Of The Year that night, and The Bodyguard won Album Of The Year — one of only four soundtracks to date to win the coveted award.

Press play on the video above to watch Whitney Houston accept her award for Best Female Pop Vocal Performance at the 36th Annual GRAMMY Awards, and check back to GRAMMY.com for more new episodes of GRAMMY Rewind.

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