Can You Name the Singers of These Classic Songs?


By: J.P. Naomi

5 Min Quiz

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About This Quiz

Are you up to date on your old time crooners? Take this quiz on classic songs and put your knowledge to the test.

Boy, pop music in the '50s and 60s sure was different from the pop music of today. However, it's important to understand that "pop" is simply short for "popular," and since what's popular is bound to vary with time, so will the way pop music sounds.

So, explanation of pop music aside, what were the classic pop artists and songs? Well, if you know that Frank Sinatra, Bing Crosby, Dean Martin, and Tony Bennett were huge classic singers, then you will probably be able to identify such big hits as "Everybody Loves Somebody Sometime" by Dean Martin, "My Way" by Frank Sinatra, "Moonlight Becomes You" by Bing Crosby, and "I Left My Heart in San Francisco" by Tony Bennett. In fact, if you are a true aficionado of classic songs, you can probably hear Bing Crosby's soothing rendition of "I'm Dreaming of a White Christmas" in your head from the mere mention of it. In fact, you just might associate all classic Christmas tunes with Bing.

Of course, this quiz isn't about Christmas songs, but these classic tunes are probably recognizable to a true music lover.

Take this quiz to test your knowledge of classic songs.

"Mona Lisa"

"Mona Lisa" was recorded by Nat King Cole on March 11, 1950. The song won an Academy Award for Best Original Song in "Captain Carey, USA.


"What's New Pussycat"

Tom Jones recorded "What's New Pussycat" in 1965. In 1966, the song was nominated for an Academy Award for Best Original Song for the film with the same title..


"Mack the Knife"

"Mack the Knife" was composed by Kurt Weill with lyrics by Bertolt Brecht. It became a #1 hit for Bobby Darin in 1959 in both the US and UK.


"Don't Be Cruel"

Elvis Presley recorded "Don't Be Cruel" in 1956. It was written by Otis Blackwell, and inducted into the Grammy Hall of Fame in 2002.


"What a Wonderful World"

Written by Bob Thiele and George David Weiss, this popular-through-the-decades song was first recorded by Louis Armstrong in 1967.


"I Say A Little Prayer"

Recorded by Dionne Warwick in 1967, "I Say A Little Prayer" was written by Burt Bacharach and Hal David. It peaked at #4 on the Billboard Hot 100 list in December 1967.


"That's Amore"

The lyrics begin: "When a moon hits your eye like a big pizza pie, that's amore! When the world seems to shine like you've had too much wine, that's amore!"


"Love Letters in the Sand"

"Love Letters in the Sand" was first released in 1931. Pat Boone covered it in 1957, and it spent five weeks at #1 on the Billboard Top 100.


"Peggy Sue"

"Peggy Sue" was recorded and released in 1957. The song was originally titled "Cindy Lou," but was later changed.


"The Lady is a Tramp"

Recorded by Frank Sinatra, the lyrics begin: "She gets too hungry for dinner at eight / She likes the theatre and never comes late / She never bothers with people she'd hate / That's why the lady is a tramp!"


"Whatever Will Be, Will Be"

Also known as "Que Sera, Sera," was recorded by Doris Day in 1956. It was introduced in the film "The Man Who Knew Too Much."


"I've Got You Under My Skin"

"I've Got You Under My Skin" was written by Cole Porter in 1936. It was recorded and released by Frank Sinatra 20 years later in 1956!


"Mr. Sandman"

The Chordettes were an American female pop quartet. They are best known for "Mr. Sandman" and "Lollipop."


"Love and Marriage"

"Love and Marriage" was recorded by Frank Sinatra and first appeared on the 1955 production of "Our Town." It later became the theme song for "Married ... With Children," which aired on television from 1987-1997.


"It's Not For Me To Say"

"It's Not For Me To Say" was written for the 1957 film, "Lizzie," starring Eleanor Parker. Johnny Mathis sang it.


"Ain't That a Kick in the Head?"

"Ain't That a Kick in the Head?" was first recorded by Dean Martin on May 10, 1960. Nelson Riddle conducted.


"The Little White Cloud That Cried"

"The Little White Cloud That Cried" was written and recorded by Johnnie Ray in 1951. It was released by Okeh Recrods.


"On The Street Where You Lived"

Vic Damone was born Vito Rocco Farinola on June 12, 1928 in Brooklyn, New York. This song was from "My Fair Lady."


"Don't Let The Stars Get In Your Eyes"

The lyrics begin: "Don't let the stars get in your eyes, don't let the moon break your heart." Perry Como recorded the song on November 4, 1952.


"The Man That Got Away"

Judy Garland's rendition of "The Man That Got Away," from the movie "A Star is Born," was selected by the American Film Institute as the 11th greatest song in American cinema history.


"I'll Walk Alone"

Originally recorded in 1944, Don Cornell revived the song in 1952, landing it a spot in the top ten on the charts.


"Cry Me A River"

"Cry Me A River" was written by Arthur Hamilton and first published in 1953. Julie London sang it and made it famous in 1955.


"Because of You"

"Because of You" was the title track of Tony Bennett's debut album by the same name. It was originally released in 1952.


"You, You, You"

The Ames Brothers were a singing quartet from Malden, Massachusetts. It was made up of brothers Joe, Gene, Vic and Ed.


"Autumn Leaves"

Roger Williams was born Louis Jacob Weertz in 1924. He was an American popular music pianist whose instrumental, "Autumn Leaves," reached #1 on the Billboard chart in 1955.


"Rags to Riches"

Originally recorded by Richard Adler and Jerry Ross, this song became well-known after Tony Bennett and Percy Faith recorded it in 1953.


"Love is a Many Splendored Thing"

The Four Aces were an all male traditional pop music quartet. They came from Chester, Pennsylvania.


"Can't Get Used to Losing You"

Andy Williams was born Howard Andrew Williams on December 3, 1927 in Wall Lake, Iowa. He died at the age of 84 in 2012.


"Mele Kalikimaka"

Bing Crosby, who was well-known for his Christmas carols, was born on May 3, 1903 in Tacoma, Washington. He died at the age of 74 in Madrid, Spain.


"Happy Days Are Here Again"

"Happy Days Are Here Again" was recorded by Barbara Streisand and released in 1963. It was originally recorded 33 years earlier, in 1930.


"If I Ruled The World"

Tony Bennett was born Anthony Dominick Benedetto on August 3, 1926 in Queens, New York. He was not only a singer, but a painter.


"A Man Without Love"

The lyrics begin: "Every day I wake up, then I start to break up / Lonely is a man without love / Every day I start out, then I cry my heart out / Lonely is a man without love."


"Turn Around, Look at Me"

"Turn Around, Look at Me" was written by Jerry Capehart and recorded and released by Glen Campbell in 1961. It was later recorded by The Vogues in 1963, gaining further popularity and reaching #7 on the charts.


"Those Lazy-Hazy-Crazy Days of Summer"

Arranged by Ralph Carmichael and recorded by Nat "King" Cole, this song reached #14 on the Billboard chart in 1963.


"It Was a Very Good Year"

"It Was a Very Good Year" was composed by Ervin Drake in 1961. Originally recorded by Bob Shane, it was Frank Sinatra's version that won a Grammy Award in 1966.


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