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55 Best 90s Songs: Greatest Hit Songs from the 90s

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The 90s was undoubtedly one of the greatest decades of music evolution. Three decades later, we’re still jamming to some of the quintessential tunes that still tickle our nostalgia. Although boy bands were still a big deal back then, songs of the 90s cut across multiple genres. It was an excellent era for R&B, Hip-Hop, grunge, rock, alternative – the list is just endless. This is why we have compiled some of the best 90s songs that would still get you back onto the dance floor.

1. Learn to Fly – Foo Fighters

Foo Fighters - Learn To Fly (Official Music Video)

Learn to Fly has been dubbed as ‘one of the best 90s songs.’ Released in 1999, the track was Foo Fighters biggest US hit at that point. It charted the Billboard Hot 100 at Number 19, thanks to the comical video that starred the American rock duo – Tenacious D.

Poetically, the song talks about settling down in the next chapter of life, where you can relax and enjoy after dealing with so much in your past.

Next: Songs about feeling free and having freedom

2. Don’t Speak – No Doubt

No Doubt - Don't Speak (Official 4K Music Video)

If you’re a big fan of 90s music, you probably already know that Gwen Stefani started her career in the American rock band ‘No Doubt.’ Many jokes have spread around about her being a vampire, but it might just be true. Don’t Speak was released in 1995 and talked about Gwen’s relationship with her fellow bandmate and then-boyfriend, Tony Kanal – No Doubt’s bassist. In the song, she says that what they shared was real, and it’s a pity that it couldn’t last. It is still one of the best songs of the 90s from decades of analysis.

Next: Top breakup songs to cry to

3. Smells Like Teen Spirit – Nirvana

Nirvana - Smells Like Teen Spirit (Official Music Video)

All the cool kids back in the day used to listen to Nirvana (despite the band protesting this very phenomena). After listening to their hit single ‘Smells Like Teen Spirit, most of them fell in love with the band. There was just something magnetic about the way Dave Grohl’s bass smashed in the song as Kurt Cobain’s guitar riff was marinating the piece into a glorious work of art.

Next: The top songs of all time (iconic and popular hits)

4. Mo Money Mo Problems – Notorious BIG

The Notorious B.I.G. - Mo Money Mo Problems (Official Music Video) [4K]

If you’re a big 90s hip-hop fan, Mo Money Mo Problems will bring back some good old memories. As his second posthumous number-one single, the track is undoubtedly very poetic for Biggie Smalls’ career. The single topped the Billboard Hot 100 for a solid two weeks in 1997, making him the only artist to have two number-one singles posthumously. In the song, Biggie features his label mates Mase and Sean’ Puff Daddy’ Combs.

Next: Top songs about money of all time

5. California Love – Tupac Shakur and Dr. Dre

2Pac - California Love feat. Dr. Dre (Dirty) (Music Video) HD

To this day, Tupac Shakur remains one of the most influential figures in the hip-hop industry. And gems like ‘California Love’ have engraved him into the hearts of many hip-hop fanatics. Both Dre and Pac were prominent figures when they released the hit single California love – it’s no wonder that the track went on to become one of the most influential singles in the 90s. The track was the ‘official’ California anthem.

Next: The best songs about California of all time

6. Sunny Came Home – Shawn Colvin

Shawn Colvin - Sunny Came Home

‘Sunny came home to her favorite room’ this is the famous opening lyric to Shawn Colvin’s hit single Sunny Came Home. The song is a ‘murder ballad’ about a woman who burns her house to escape her troubled past. It peaked at Number 7 on the Billboard Hot 100 in 1997 and won two Grammy awards for Song of the Year and Record of the Year. While Shawn was just about to accept the Grammy for ‘Song of the Year,’ Wu Tang’s Ol’ Dirty Bastard rushed to the stage to declare that ‘Wu-Tang is For The Children.’

Next: The best one hit wonder songs ever made (our list)

7. Still Not A Player – Big Pun feat. Joe

Big Pun - Still Not a Player (Official Video) ft. Joe

Still Not A Player, was the most profound creative feat for Big Pun and one of the biggest singles in 1998. The track combined Big Punishers’ ‘I’m Not a Player’ with Joe’s ‘Don’t Wanna Be a Player” and features Pun’s claim that he is not a player, and he just “crushes” a lot. The song was Big Pun’s second single off his debut album Capital Punishment – which went ahead to sell five million copies.

Next: Top songs about sex to get you in the mood

8. Say My Name – Destiny’s Child

Destiny's Child - Say My Name (Official Video)

Destiny’s Child was amongst one the most prominent female pop groups of their time. Say My Name combines different sonic elements, flowing from synth-heavy strings to a slow, sensual bass line. The single was initially written by LaTavia Roberson, LeToya Luckett, Kelly Rowland, and Beyoncé Knowles – who were in Destiny Child’s original line-up. However, the music video marked the group’s second line-up debut with newly added members Farrah Franklin and Michelle Williams – who replaced Roberson and Luckett.

Next: The absolute best 90s R&B songs

9. Gin & Juice – Snoop Dogg

Snoop Dogg - Gin And Juice

Long before Snoop thanked himself for all he had accomplished within the music industry, he was deep into the game, creating relics that will live on long after he is gone. One of those jewels is ‘Gin & Juice’ – one of the most played hangout songs of all time. The song introduced the world to gangsta rap’s fun, chill side – and the world loved it.

10. Meet Virginia – Train

Train - Meet Virginia

The American rock band Train is probably best known for their 2009 hit-single ‘Hey, Soul Sister.’ However, the band was causing ripples in the music world even back in the 90s. Released in 1999, Meet Virginia peaked at #20 on the Billboard Hot 100 in 2000 – becoming their first single to reach the top-20. Perhaps one of the most famous lines on the song is ‘Wears high heels when she exercises’ – which was inspired by Charlie Colin’s then-girlfriend, who had come over from a wedding shower wearing high heels and a long dress. She then proceeded to play shortstop for Train’s team in a pickup softball match against some members of Counting Crows.

Next: Greatest love songs of all time (our list)

11. Vogue – Madonna

Madonna - Vogue (Official Video)

This was the perfect soundtrack for transitioning from the 80s to the 90s. At the peak of her career, Madonna was inspired by the legendary vogue dancers and choreographers – Luis Xtravaganza and Gutierez Xtravaganza. Voguing is a highly stylized house dance that originated in the late 80s, having evolved from the Harlem ballroom scene of the 60s. The song is one of the most significant highlights of Madonna’s career.

Next: Best songs of the 1980s – our list of 80s hits

12. Enter Sandman – Metallica

Metallica: Enter Sandman (Official Music Video)

Enter Sandman was the lead single off Mettalica’s self-titled album – The Black Album. The album was one of their most successful albums, selling more than 16 million copies in the US and many more across the world. Enter Sandman was written by James Hetfield, Kirk Hammet, and Lars Ulrich – and it is about nightmares and the ‘darkness of the night.

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13. Everybody – Backstreet Boys

Backstreet Boys - Everybody (Backstreet's Back) (Official HD Video)

Even kids today have probably heard of the Backstreet Boys, especially those raised by parents who grew up in the ’90s. Everybody was the first single off their sophomore international studio album ‘Backstreet’s Back.’ The track was the ultimate party song back in the era, ‘throw your hands up in the air, wave them around like you just don’t care’ – this alone could get a whole party going, and it still does to date.

Next: Our ultimate list of the best 90s artists & musicians

14. The Sign – Ace of Base

Ace of Base - The Sign (Official Music Video)

This is one of those songs that will get you bumping your head whenever it comes on. Ace of Base – a Swedish pop group – released the song back in 1993, and it went ahead to top the Billboard Hot 100 chart for six non-consecutive weeks. The music allowed Ace of Base to become the first Swedish pop group to simultaneously have a chart-topper on the Billboard Hot 100 and Billboard 200. The great thing about ‘The Sign’ is that people will sing along to the lyrics, no matter where you are in the world.

Next: Best songs that everybody knows and loves

15. Tearin’ up my heart – *NSYNC

*NSYNC - Tearin' Up My Heart (Video)

Tearin’ Up My Heart was the second single of NSYNC’s self-titled debut album. The song was a big hit with teenage girls at the time because it was about a romantic experience most teenagers have gone through themselves. It was about a love-struck person who didn’t know whether the other party would reciprocate the feeling – which causes heartache and confusion.

Next: The greatest music videos through the years (best music videos of all time)

16. Live Forever – Oasis

Oasis - Live Forever (Official HD Remastered Video)

Back in the day, if you listened to Oasis, you got a seat at the cool kid’s table at lunch. Oasis was one of the most dominant bands in the mid-90s. Oasis’s songs revolved around substances, money, and, as you can guess, living forever. The track was a major hit amongst the teens, and now and then, the ‘all-grown-up 90s kids will drive around just reminiscing of the good old days.

Next: Our list of the best 90s rock bands (1990s bands)

17. …Baby One More Time – Britney Spears

Britney Spears - ...Baby One More Time (Official Video)

Britney Spears released her debut song ‘…baby one more time’ when she was only 16. The infectious music went ahead to top charts worldwide, earning multiple certifications – including triple-platinum certification from the BPI. With over 18 million copies sold, the song remains one of the best-selling singles of all time. The song was also the first track of her debut studio album.

A fun fact is that the song was initially written for the American girl group TLC, who turned it down.

Next: Our favorite 1990s love songs (best 90s romance tracks)

18. Waterfalls – TLC

TLC - Waterfalls (Official HD Video)

Now that we have already mentioned what could have been TLC’s most successful record let’s look at what was. Waterfalls is one of the group’s most renowned tracks to date. The Grammy-nominated single was featured on their second album CrazySexyCool and is considered the group’s signature song. It was written by Marqueze Etheridge, Organized Noize, and TLC member Lisa Lopes – Left Eye.

Next: The absolute best 90s karaoke songs to sing

19. No Scrubs – TLC

TLC - No Scrubs (Official Video)

TLC was a big deal in the 90s R&B era, evident from their chart-topping singles released through the decade. No Scrubs was the lead single off the group’s third studio album, FanMail. The song was a big hit in early 1999 and topped charts in the US, Australia, Ireland, and New Zealand. TLC’s record label released two versions of the song – one without Left Eye’s rap verse and another with her verse. The latter was a marketing strategy to increase radio play.

Next: Best cover songs of all time (our list of covers)

20. Kiss From A Rose – Seal

Seal - Kiss From A Rose (Official Music Video) + Lyrics (HQ - High Quality)

Seal wrote Kiss From A Rose three years before he was even signed – about three decades ago. But the song was eventually released in 1994 on his second eponymous album, Seal II. It was re-released in 1995 and included Batman Forever – which boosted the song to #1 in the US and Australia. It also helped seal the Record of the Year and Best Male Pop Vocal Performance at the 1996 Grammy Awards.

Next: The best wedding songs of all time (picks for your big day)

21. Rosa Parks – OutKast

Outkast - Rosa Parks (Official Video)

Rosa Parks was the missing piece in OutKast’s international success. On the song, Big Boi and Andre 3000 operate at peak ability to deliver one of the most outstanding records to emanate from the 1990s. The track fuses a catchy hook and punchy delivery to create a smooth, unforgettable tune. From this point onwards, the duo went on to shine their musical genius to loyal fans worldwide.

22. Black Or White – Michael Jackson

Michael Jackson - Black Or White (Official Video - Shortened Version)

We can’t compile a list of the best 1990s songs without mentioning the King of Pop himself, the late Michael Jackson. ‘But, if you’re thinking about my baby, it doesn’t matter if you’re black or white’ if you sang along to these lyrics, then you know quite well how nostalgic 90s tunes can get! Black or White was the fastest-selling single in the US, 22 years after ‘Get Back’ by the Beatles – Proving Michael was the actual King of Pop.

23. Genie In A Bottle – Christina Aguilera

Christina Aguilera - Genie In A Bottle (Official Video)

If you grew up in the 90s, the chances are that you had a crush on Christina Aguilera. The beautiful, talented singer released Genie in a Bottle in 1999 as the lead single to her self-titled debut album. The song was a major hit all over the world and propelled her to international stardom.

The song had been pitched to several artists, including Aguilera, Innosense, and Paula Abdul. However, Christina did the song at the end, and it became a huge success – selling over 7 million copies worldwide.

Next: The best songs about having a crush on someone

24. Around the World – Daft Punk

Daft Punk - Around the World (Official Audio)

Daft Punk was one of the most influential electronic music duos in the world. Over their long & successful career, they have released dozens of infectious dance tracks that you can’t listen to without wanting to bust some moves. A perfect example of the duos musical ability is their hit single Around the World. It features a futuristic boogie bassline, a dash of a keyboard melody, and an insistent hook – that you can’t just seem to forget.

25. Black Hole Sun – Soundgarden

Soundgarden - Black Hole Sun

Although ‘Black Hole Sun’ was not Soundgarden’s most melodic or aggressive songs it remains one of their most quintessential songs. Thanks to eerie lyrics and the late Chris Cornell’s vocal prowess, the song became one of their most popular songs. The piece combines a trippy symphony of guitars, wild lyrical content, and the ultimate rock-star bravado.

26. Sure Shot – Beastie Boys

Beastie Boys - Sure Shot

Sure Shot is an avant-garde rap song that features a flute. The song was initially sampled from ‘Howlin’ for Judy’ by Jeremy Steig (Jazz Flautist). Although the jazz artist had compiled an impressive catalog of released works, the few seconds on Beastie Boy’s ‘Sure-Shot’ ended up being his biggest payday. Beastie Boys arranged the hip-hop song like a typical hardcore punk song, which gave it the edge in the industry.

27. Waiting for Tonight – Jennifer Lopez

Jennifer Lopez - Waiting For Tonight

J Lo is another beauty queen who ages like fine wine. Ever since she hit our screens, she has been gracing us with chart-topping singles and motion pictures. One of these singles includes the famous ‘Waiting For Tonight’ that peaked at number 8 on the Billboard Hot 100 and topped Billboard’s dance music chart in 1999. Although the song was initially sung by 3rd party – a girl group – in 1997, it eventually blew up after Jennifer Lopez released her version.

Next: Top songs for boyfriends (love songs for him)

28. C.R.E.A.M – Wu Tang Clan

Wu-Tang Clan - C.R.E.A.M. (Official HD Video)

If you wanted to point out all the ‘woke’ kids back in the 90s, all you had to do was scan their room for a Wu-Tang poster. Wu was a controversial crew from the slums of Staten Island who became one of the most influential rap groups of the century. Wu-Tang die-hards define CREAM as the thesis statement of the crew’s entire philosophy. Three decades later, and you still can’t get Wu’s loyalist to delete the track of their playlist – that’s how you differentiate ‘songs’ and works of art.

29. Wonderwall – Oasis

Oasis - Wonderwall (Official Video)

Wonderwall has been dubbed as ‘best British song of all time‘ by the listeners of Radio X, and I bet many of us share similar sentiments; it is one of the best songs from the 90s certainly. The English band released the song in 1995, and it went ahead to top charts in Australia and New Zealand. In the US and Canada, the song peaked at #8 and #5, respectively. It was also quintuple platinum certified by the BPI and gold by the RIAA.

30. Connection – Elastica

Elastica - Connection (Official Music Video)

Elastica’s self-titled debut album became a rare chart-topping phenomenon back in 1995 – and the single ‘Connection’ was the crown jewel of the album. The song has an outstanding guitar riff created with an electronic keyboard – however, the riff became the essential element of the entire piece. The song talks about giving something up to form a meaningful connection. Sacrifices are the only way to get to higher realms.

Next: The best 90s one hit wonder songs (our list)

31. What is Love? – Haddaway

Haddaway - What Is Love [Official]

What is love? I guess we’ll never know. We know that the Trinidadian-German artist, Haddaway, was also wondering what it was back in 1993. The song became a massive hit worldwide, topping charts in over 13 countries. The song earned Haddaway the ‘Best National Dance Single’ and ‘Best National Single’ at the German Echo Award in 1994. Junior Torello, together with Dee Dee Halligan, wrote and produced the song. In a 2012 interview, Haddaway acknowledged that the song came fast and easily to him and got the ideas for the melodies in about 45 minutes. The entire structure was completed in a day and a half.

32. Ironic – Alanis Morissette

Alanis Morissette - Ironic (Official 4K Music Video)

From some little digging online, I have found that most people are still curious about the irony in Alanis Morissette’s Ironic 25 years later. Even though most language purists argue that the situations described in the lyrics are anything but ironic, it doesn’t stop me from adding the song on this list – because it is still a banger nearly three decades later.

In 1996, the song was the third single off the Canadian singer’s third studio album, Jagged Little Pill. The song topped the Canadian RPM Top Singles Chart for six weeks. It also reached the top five in Norway, Australia, and the US – where it hit #4 in April 1996.

33. Torn – Natalie Imbruglia

Natalie Imbruglia - Torn (Official Video)

After the internet boom, many people were surprised to learn that Imbruglia’s hit, Torn, was a cover. The song was recorded by various artists, including the alternative-rock band Ednaswap. Later on, the ‘Neighbours’ turned the song into a global smash in 1998. However, Imbruglia’s version was the most infectious one – and the one people could not get over. The song merges a slide guitar solo and dramatic lyrics.

34. Paranoid Android – Radiohead

Paranoid Android

A refreshing guitar solo, intriguing lyrics, and ethereal acoustics – what’s not to like about Radiohead’s smash single Paranoid Android? The song is structured after the famous ‘Happiness is A Warm Gun’ by the Beatles – and both are a collection of multiple, shorter songs put together to create a single masterpiece.

35. My Heart Will Go On – Celine Dion

Celine Dion - My Heart Will Go On (HD)

How can we have a list of the greatest 90s hits without mentioning the iconic Celine Dion? If you have ever watched the legendary Titanic film, the chances are that you know some of the lyrics to My Heart Will Go On. The song was initially written as part of the movie’s score until James Horner decided to add the lyrics, courtesy of Jennings.

Although Celine was reluctant to record the song, it became a global hit – topping the charts in over a whopping 20 countries. Considered to be Celine’s signature song, the song has sold over 20 million copies to date.

Next: Our list of the greatest movie songs of all time

36. Man! I Feel Like A Woman! – Shania Twain

Shania Twain - Man! I Feel Like A Woman (Official Music Video)

‘Man! I feel like a woman!‘ never gets old. It was the opening track from Shania Twain’s third studio album, Come on Over. Even today, it is still one of her best-known songs – because it is one of the most popular girl-power anthems worldwide from the 1990s songs.

Next: The top 90s country songs (our list)

37. Hard Knock Life – Jay–Z

Jay Z Hard knock life

Most success stories usually have humble beginnings, and it is no different with Jay-A. Before the rap mogul was closing multi-million dollar deals in board rooms, he was busy in the studio making timeless music. Hard Knock Life is one of the significant singles over Hova’s rap career. He sampled a simple hook from the children’s musical Annie and played hard lyrics on the verses – changing the hip-hop tide forever.

38. Doo–Wop – Lauryn Hill

Lauryn Hill - Doo-Wop (That Thing) (Official Video)

Lauryn Hill is one of those artists you can put on repeat all day. There is something about her voice that keeps you hooked whenever her songs come on. Doo–Wop was the lead single from her most coveted album, The Miseducation of Lauryn Hill. The song became her first and only song to top the Billboard Hot 100 to date. Since Debbie Gibson’s single ‘Foolish Beat,’ Doo–Wop was the next single written, produced, and recorded by a female to reach the top spot on the Billboard Hot 100.

39. Are You That Somebody – Aaliyah

Are You That Somebody

Aaliyah is one of those artists we all wish we got more of. Her single Are You That Somebody is by far one of our favorite tracks ever made. The song combines the technical ingenuity of Timbaland on the production and sweet, soulful vocals of the late Aaliyah to create a contemporary-sounding R&B masterpiece. It won the ‘Best R&B’ and ‘Best Female R&B Vocal Performance’ at the 1999 Grammy Awards – and was also the first song by a female rapper to top the Billboard Hot 100 (remaining at #1 for two weeks).

40. You Make Me Wanna – Usher

Usher - You Make Me Wanna... (Official HD Video)

In 1997, Usher released his hit single You Make Me Wanna – an exciting year for R&B lovers worldwide. The song was inspired by the rather tough romantic times Usher was experiencing at the time, and I guess it is why most of us could relate. The song is basically about juggling two lovers simultaneously – and all the feelings and confusion it brings.

41. Hip-Hop Hooray – Naughty by Nature

Naughty By Nature - Hip Hop Hooray

In an Era of hard gangsta rap, Naughty by Nature comes to soften things a little bit. Hip-Hop Hooray was their anthemic debut single from their album 19 Naughty III, their third album. The song earned mainstream success and was the second best-selling single.

The track samples multiple legendary artists, including; Don’t Change Your Love by Five Stairsteps, Funky President by James Brown, 74 Miles Away by Cannonball Adderley Quintet, and Make ‘Say it Again, Girl’ by the Isley Brothers.

42. Killing Me Softly – The Fugees

Fugees - Killing Me Softly With His Song (Official Video)

The Fugees was arguably one of the best hip-hop groups to ever reign on the industry – and ‘Killing Me Softly’ was the song that set them up for world domination. the song is elegant but simple, raw, and magnificent. A redux of the original Roberta Flack’s ‘Killing Me Softly’ – which was also a massive hit – the song would become pivotal musical money for many black women in 1996.

43. This Is How We Do It – Montell Jordan

Montell Jordan - This Is How We Do It (Official Music Video)

Even kids today are very familiar with the Classic Montell Jordan single, ‘This Is How We Do It.’ I bet it is even playing in your head right now. The massive hit was the lead single to Jordan’s debut album – ‘This is how we do it. The song not only peaked at #1 on the Billboard Hot 100, but also earned Montell a Grammy nomination for the ‘Best Male R&B Vocal Performance.

44. Shoop – Salt-N-Pepa

Salt-N-Pepa - Shoop (Official Music Video)

‘Hey, yeah, I wanna shoop, baby!’ does this bring back any memories. Well, if it does, cheers to the good old times. Salt-N-Pepa’s Shoop was the lead single off their fourth studio album, Very Necessary. Marks Sparks and Salt produced the track, and Big Twan was also featured on the verse.

It was one of their most successful singles, reaching #4 on Billboard 100 and #1 on the Hot Rap Singles chart. Two months after its release, RIAA certified the song to gold and sold more than 1.2 million copies.

45. Fantasy – Mariah Carey

Mariah Carey - Fantasy (Official 4K Video)

Mariah’s single ‘Fantasy’ was based on ‘Genius of Love’ – a track by the Tom Tom Club – and Mariah even infuses some of the original lyrics into her version. Although the track was not a massive commercial success, it was pretty popular in the dance clubs scene. In the song, Mariah talks about a guy who is so delightful that being with him feels like a fantasy.

46. Shook Ones Pt. II – Mobb Deep

Mobb Deep - Shook Ones, Pt. II (Official Audio)

With almost no doubt, ‘Shook Ones Pt. II’ was one of the most iconic hip hop songs ever made. Many hip-hop enthusiasts have rated it amongst the best rap songs ever written to date. Mobb Deep did an excellent job flipping the much slept on ‘Shook Ones’ into one of the greatest career highlights. The song is the lead single of their much acclaimed ‘The Infamous’ album. When it came out in 1995, Havoc and Prodigy were only 19 years old.

Next: The best 90s hip hop songs (our list of favorite 1990s rap hits)

47. 1979 – Smashing Pumpkins

The Smashing Pumpkins - 1979 (Official Music Video)

Many people still consider Smashing Pumpkins’ 1979′ the most outstanding music videos of all time. Smashing Pumpkins released the pop masterwork from their double album – Mellon Collie and the Infinite Sadness.

1979 features an unknown composition – a guitar track with a lo-fi electronic feel, a beautiful chiming chorus, and serene, chill lyrics. The track pays homage to youthful years and all the happiness, anger, and pain that goes with it.

48. Heartbreak Hotel – Whitney Houston ft. Faith Evans and Kelly Price

Whitney Houston - Heartbreak Hotel (Official HD Video) ft. Faith Evans, Kelly Price

Whitney Houston, another legendary artist we cannot fail to include on our list. Heartbreak Hotel was initially supposed to be on TLC’s FanMail. However, after they rejected the song, Whitney Houston recorded and released it as the single off her 1998 album ‘My Love is Your Love.’ The song features R&B singers Kelly Price and Faith Evans on the bridge and choruses – the perfect combination of angel-like voices. The song peaked at #1 on Billboard’s Hot R&B/ Hip-hop songs and was certified platinum by the RIAA.

49. Pony – Ginuwine

Ginuwine - Pony

Pony was a significant track for Ginuwine and the record producer, Timbaland – as it went on to become his first successful debut into R&B production. The song was the debut single off Ginuwine’s debut LP, ‘Ginuwine … the Bachelor’. The record was a huge commercial success and is one of the greatest R&B songs of all time.

50. The Boy is Mine – Brandy & Monica

Brandy & Monica - The Boy Is Mine (Official Video)

The Boy is Mine is the lead single off the duos on both second albums, ‘The Boy is Mine’ and ‘Never Say Never. The song was Monica and Brandy’s first #1 Billboard-hit and even won the Grammy Award for the ‘Best R&B Performance by a Group or Duo with Vocals.’ The 1998 top-selling US single is also the world’s first all-time #1 female duet in the US chart history.

51. Always Be My baby – Mariah Carey

Mariah Carey - Always Be My Baby (Official Music Video)

This is another masterpiece that never lacks on my playlists. ‘Do do doop dum’ it’s now in your head, and you can’t get it out. In my opinion, this throwback jam is the mother of all karaoke songs. ‘Always be my baby’ was the third single from Mariah’s fifth studio album, Daydream. After it was released, the song went ahead to become her 11th #1 song on Billboard Hot 100 – tying her with Madonna and Whitney Houston for the most #1 singles by a female pop artist at the time.

Next: The best karaoke songs of all time

52. I swear – All-4-One

All-4-One - I Swear

All-4-One was another household name in the 90s R&B and pop scene. The group is best known for their massive hit singles ‘I Can Love You Like That’ and ‘I Swear.’ ‘I Swear’ was written by Frank Myers and Gary Baker and was initially performed by the country artist John Michael Montgomery in 1993 – where it peaked at #42 on the Billboard Hot 100. Later in 1994, All-4-One released their version, and it peaked at #1 and remained there for an impressive 11 consecutive weeks.

53. Wannabe – Spice Girls

Spice Girls - Wannabe (Official Music Video)

‘Wannabe’ is more than just a regular pop song. It’s a relic from a time that’s gone. When it first came out, it was crowned as the ‘official’ theme song for adolescences. The kids played it at slumber parties, on road trips, and even at prom. This is a nostalgia artefact.

Next: The most nostalgic songs of all time (our list of picks)

54. You Were Meant For Me – Jewel

Jewel - You Were Meant For Me

Jewel wrote the song with Steve Poltz – from The Rugburns – and he also appeared in the video (they were a couple at one point). The song was the most played song on United States radio in 1996 – exactly why it has made it to this 90s nostalgia playlist.

55. Crash Into Me – Dave Matthews Band

Dave Matthews Band - Crash Into Me

When the Dave Matthews Band first emerged on the scene, no one was paying attention. But that only lasted until they released their hit single – Crash into Me. Since it was first released, the song has only continued to amass more success and popularity. Most people from the era coined the song as ‘a sexy ballad, full of sorrow and dread, all about pining over someone from afar’.

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