There's No Way Anyone Is Naming 100% Of These 90s Singers

The 90's were one of the most diverse eras in popular music history. It was a time when a music fan could easily find a niche genre that suited their personality and taste. It was also a time when more open-minded music fans could discover a wide array of favorite artists and songs without having to dig too hard. From innovative alternative rock to slow jams the 90's had a little something for everybody.

Some artists from this era have lived on despite all of the changes to society, technology, and the music industry. Other artists have fallen so far into oblivion that it almost seems like their songs were played on the radio during another lifetime. The music seems so familiar, yet so far removed from where we are today.

This quiz not only aims to test 90's music fans knowledge of the singers they do remember, but also the ones they haven't thought about in a long time. In order to name 100 percent of these singers, a 90's music fan will need to have their mind tuned in to the nostalgia. They need to move past all of the artists that have endured and picture what it was like to live during this era. The variety of artists that could be heard on the radio has remained unmatched to this day. It is time to put on the thinking cap and take a trip back to the diverse sounds of the 90's. Can 90's music fans name all of these iconic singers?

Question 1

Who Is This 90’s Singer?

This 90's singer is arguably the most successful solo singer of her era. She started out as a backup singer for 80's pop singer Brenda K. Starr, but quickly rose to enormous fame on her own accord. Although she has had a long, consistent journey in the music industry filled with huge hits, she is best known for her output from the 90's. From Vision of Love to Heartbreaker this 90's singer was more or less unstoppable on the charts. Her Boyz 2 Men duet One Sweet Day is still one of the most successful chart toppers of all time. {IMDB, Apple, Billboard.com}

Question 2

Who Is This 90’s Singer?

This 90's singer has a legacy that spans several generations. Although he found great success during the 90's, he may still be best known for the work he did prior to that. This superstar went from being in a boy band with his brothers at a very young age to success that very few entertainers ever experience. This is thanks to his 80's album Thriller, which is still one of the best selling albums of all time. During the 90's, this singer had big hits such as Black & White, Remember The Time, and a duet with his sister Janet called Scream. {Apple, Billboard.com}

Question 3

Who Is This 90’s Singer?

This 90's singer has been a household name since her debut single Baby One More Time came out back in 1999. Since then, this singer has released a number of successful dance pop tracks that have kept this singer on the charts and in the spotlight. Although she has opted to take on Vegas residencies rather than tour over the past few years, this singer is still considered one of the big names in popular music. Just hearing her name makes many fans long for an era when they heard songs like Sometimes or Toxic on the radio nonstop. {Apple, Billboard.com}

Question 4

Who Is This 90’s Singer?

This 90's singer is considered one of the most influential rappers in history. He has done this by not only having amazing skills, but by also combining his sense of humor with his ability to talk about serious issues without alienating his fanbase. Silly songs such as My Name Is and Without Me are just as respected as more serious tracks such as The Way I Am and Cleanin' Out My Closet. Although his body of work and image has been filled with its share of controversy, it hasn't stopped him and his music for enduring over the past twenty years. {Apple, Billboard.com}

Question 5

Who Is This 90’s Singer?

This 90's singer was arguably just as successful during the 90's as she was during the 80's. Although she might be best known for 80's hits such as Material Girl and Like A Prayer, this singer also had a great body of work during the 90's as well. From Vogue to Beautiful Stranger this singer was constantly topping the charts throughout the decade. She even made time to star in the movie musical Evita during the mid 90's as well. Albums like Bedtime Stories and Ray Of Light helped to keep on the charts during the middle of the decade as well. {Apple, Billboard.com}

Question 6

Who Is This 90’s Singer?

This 90's singer is much more than just a rapper. He not only started his own company called Bad Boy, he also managed some of the biggest rap stars of the era. When one of his closest friends passed away, this rapper went into the studio and created his first album. Through these recording sessions, this rapper released songs such as Can't Nobody Hold Me Down, All About The Benjamins, and Mo Money Mo Problems. From there, this rapper became a household name. Although the 90's are over and he has gone through one or two name changes, he is still highly regarded. {Apple, Billboard.com}

Question 7

Who Is This 90’s Singer?

This 90's singer is a good example of somebody who became a superstar "overnight". Although this singer experienced success at a young age due to his time in boy band Menudo as well as acting on ABC soap opera General Hospital, they didn't become a household name until the late 90's. Songs like The Cup Of Life and Livin' La Vida Loca came out of nowhere to make this singer one of the biggest stars in the world. Although they didn't maintain that type of success after the 90's, he is still enduring thanks to a loyal following he built during this era. {IMDB, Apple, Billboard.com}

Question 8

Who Is This 90’s Singer?

This 90's singer is known for a lot of things today. He became one of the first rappers to become popular in the mainstream thanks to 80's hits such as Parents Just Don't Understand and Nightmare On My Street. During the 90's, this rapper continued making music, but also became a tv and movie star. On the radio, his songs Gettin' Jiggy Wit It and Miami helped to remind everybody that he was still a musician at heart despite all of the Hollywood fame he was experiencing. He's become so much a part of pop culture via his real name that many people forget that at one time he was simply called the "Fresh Prince". {Apple, Billboard.com}

Question 9

Who Is This 90’s Singer?

This 90's singer has enjoyed a lot of success over the years, but they might always be remembered best for their affiliation with the blockbuster hit Titanic. Music fans couldn't go anywhere without hearing her mega hit My Heart Will Go On during the late 90's. The song and the movie Titanic made each other a huge success. However, this singer has had a lot of hits on her own accord. Music fans might also remember 90's hits such as It's All Coming Back To Me Now and Where Does My Heart Beat Now. She is known for having one of the most powerful voices in pop music history. {Apple, Billboard.com}

Question 10

Who Is This 90’s Singer?

Although this 90's singer is mostly known for two particular hits during the decade, he has managed to maintain success throughout the years. After this singer started his music journey with the huge early 90's hit Crazy, he kinda fell off the popular music radar for awhile. This might have continued if it wasn't for one of his songs getting added to the Batman Forever soundtrack. Kiss From A Rose not only became a huge hit for this artist, it is arguably one of the biggest songs of the 90's. These two hits and his soulful voice paved the way for his journey over the past few decades. {Apple, Billboard.com}

Question 11

Who Is This 90’s Singer?

This 90's singer is one of the youngest siblings from a family filled with successful singers. Although her brother is considered as one of the most successful solo singers of all time, this younger sibling is also very highly regarded. Much like other singers in this quiz, this one got their start during the 80's as well. Although she is known for 80's hits such as Rhythm Nation and Control, her 90's output was also very memorable. Hits such as That's The Way Love Goes, Again, and If are considered some of the most successful songs of the 90's. {Apple, Billboard.com}

Question 12

Who Is This 90’s Singer?

This 90’s singer was an iconic figure in pop culture well before the 90’s even began. She was one of the first to conquer music, movies, and television gracefully and successfully over the course of time. Her tenure in the entertainment world started with collaborations with her husband on hit songs and a hit tv show during the 60’s and 70’s. After they parted ways, this singer continued their success right up until the early 90’s. After being out of the spotlight for a few years, this singer made a glorious return to the charts in 1999 with the dance pop anthem Believe. {Apple, Billboard.com}

Question 13

Who Is This 90’s Singer?

This 90’s singer is a rapper who passed away too soon. Although they only lived to their mid 20’s, this rapper made quite an impact on rap, hip hop culture, and pop culture. Many 90’s music fans view this man as more of artist than a highly skilled MC. The social commentary that was infused into songs such as Dear Mama, California Love, How Do U Want It, Hail Mary, and many others made this rapper one of the voices of his generation. He also known for acting in films such as Poetic Justice and Above The Rim. {Apple, Billboard.com}

Question 14

Who Is This 90’s Singer?

This 90’s singer has been in the spotlight for over 20 years thanks to successful forays into music, television, and movies. Although music fans of the 90’s will remember her best for breakthrough hits such as Genie In A Bottle and What A Girl Wants, she is known for much more than that. She ushered in the 2000’’s with hit songs such as Fighter, Beautiful, and Lady Marmalade from the smash hit Moulin Rouge! film. From there this 90’s singer started to branch out. They starred in 2010’s Burlesque and then became a coach on the hit tv series The Voice. {Apple, Billboard.com, IMDB}

Question 15

Who Is This 90’s Singer?

This 90’s singer is apart of the soundtrack to one of the best years for pop music in recent history. Although 1999 may seem like a long time ago, it still feels like it came and went only yesterday. There were many fun, upbeat hits from this year, but there is one song that probably stands out ahead of the rest. Mambo Number 5 is a song that was recorded by a singer who wound up becoming a one hit wonder. Although they attempted to follow up their A Little Bit Of Mambo album with a new album called Free Again in 2010, this one hit wonder was unable to repeat his 1999 success. {Apple, Billboard.com}

Question 16

Who Is This 90’s Singer?

This 90's singer was a very gifted artist who left us way too soon. After enjoying a very successful run of hits during the 90's and early 2000's, this 90's singer passed away due to issues on her flight home from the Bahamas. Although her life was short, this 90's singer left a great legacy. Songs such as One In A Million, If Your Girl Only Knew, Try Again, Rock The Boat, I Care 4 U, and More Than A Woman are just some of the great hits she recorded during her years as an active artist. {Apple, Billboard.com}

Question 17

Who Is This 90’s Singer?

This 90's singer just barely made it onto the 90's scene thanks to a string of hits in 1999. Her album On the 6 included hits such as Waiting For Tonight and Let's Get Loud. Just when music fans may have thought this former Fly Girl's singing journey might be short lived, then came back in 2001 with a follow up album that included hits such as Love Don't Cost A Thing, I'm Real, and Ain't It Funny. Her success has continued right up to this day. In 2018 this singer won the prestigious MTV Video Vanguard Award for her groundbreaking music video work. {Apple, Billboard.com}

Question 18

Who Is This 90’s Singer?

This 90’s singer was an east coast rapper who left us too soon. Although they are remembered as one of the rappers involved in the east coast/west coast rap rivalry, their body of work shouldn’t be defined by this situation. Although a lot of his material was rather dark, he did show that he could talk about lighter topics too. He started his success with huge hits such as Big Poppa, One More Chance, and Juicy. After his untimely passing, a new album came out that showcased his rap skills even more than his first album. Hypnotize and Mo Money Mo Problems proved to be his swan songs as an artist. A heartfelt tribute by his friend and collaborator Puff Daddy is also fondly remembered. {Apple, Billboard.com}

Question 19

Who Is This 90’s Singer?

This 90's singer hasn't been heard from very much within mainstream popular music over the past several years, but they are still very much active. This artist wasn't always as low key as they appear to be today. Back in the 90's this singer redefined what it meant to be a "theatrical rocker". This is due to his makeup, wardrobe, and the subject matter of his songs. From The Beautiful People to The Dope Show this theatrical rocker was constantly breaking new ground as an artist. They even managed to make the Eurythmics classic song Sweet Dreams (Are Made Of This) a song they could call their own. {Apple, Billboard.com}

Question 20

Who Is This 90’s Singer?

Although several rappers before him were groundbreakers who brought rap music to a wider audience, there were none more successful than the man seen in the picture by the early 90's. This singer took it to a new level thanks to a flamboyant style and catchy hooks. This singer truly knew what it meant to entertain his audience as his music videos and live shows were always an extravaganza. His breakthrough hit U Can't Touch This is easily one of his most recognizable songs. The only other song that could be considered equally as recognizable and iconic is Too Legit To Quit. {Apple, Billboard.com}

Question 21

Who Is This 90’s Singer?

This 90's singer has a music journey that is still going strong to this day. They've been making hit songs and albums for almost fifty years. They are probably best known for 70's hits such as Your Song and Goodbye Yellow Brick Road just to name a few. The 80's brought more amazing hits such as I'm Still Standing, Sad Songs, and I Guess That's Why They Call It The Blues. By the 90's this piano playing legend found major success thanks to his contributions to the Lion King soundtrack and a revival of his 70's hit Candle In The Wind. {Apple, Billboard.com}

Question 22

Who Is This 90’s Singer?

Some music fans may think of this 90's singer as more of an 80's singer since their biggest success came from that decade. However, although songs like Straight Up and Cold Hearted are iconic parts of her history, music fans shouldn't overlook the songs she did during the 90's. Songs such as The Promise Of A New Day, Rush Rush, My Love Is For Real, Vibeology all went on to be huge hits during the early 90's. Younger fans might be more aware of this singer's appearances as a judge in a television singing competition more than anything else she did prior to the 21st Century. {Apple. Billboard.com}

Question 23

Who Is This 90’s Singer?

This 90's singer traveled a long road in order to become the superstar she became. From humble beginnings in Timmins, Ontario to being one of the biggest selling acts in music, this woman has pretty much experienced everything. Her albums The Woman In Me and Come On Over were huge sellers that are still very popular to this day. Songs like Any Man Of Mine and That Don't Impress Me Much still get a lot of airplay on country music stations today. Although she took a break from music after the 90's, this superstar is back in the spotlight and making music again. {Apple, Billboard.com}

Question 24

Who Is This 90’s Singer?

This 90's singer came onto the music scene during the mid 90's thanks to a sound and lyrics filled with angst. Despite the melancholy material of her Jagged Little Pill album, this singer became a huge success. Songs such as Hand In My Pocket, Ironic, and Head Over Feet helped to make this singer and her debut album a huge seller. Although her success was enormous, this singer was able to follow this album with a hugely successful single called Uninvited. Her follow up album to Jagged Little Pill produced hits such as So Pure and That I Would Be Good. {Apple, Billboard.com}

Question 25

Who Is This 90’s Singer?

This 90's singer is arguably one of the biggest country music stars of all time. His body of work from the 90's made this singer so big that he hasn't had to tour or record much since. Songs like Friends In Low Places and The Thunder Rolls are staples of country music radio. Some 90's fans may even remember when this singer temporarily changed his name to Chris Gaines due to a movie he was planning to star in. Today he is back on the road, in the recording studio, and even has a Sirius XM channel dedicated to his music. {Apple, Billboard.com}

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