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Home • Celebrity

Guess the Old-School Singer

In honor of Black Music Month we're testing your knowledge of the most-iconic old-school R&B singers. Can you match these faces?
By Yolanda Sangweni · Updated October 28, 2020
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01
Guess the Singer

This R&B crooner with a three-octave vocal range was once crowned the “Prince of Motown.” In 1970 he branched out to touch on more socially conscious themes in his music, to the ire of Motown heads.

Guess the Old-School Singer
02
Guess the Singer

You guessed right: Marvin Gaye, pictured here with frequent collaborator, Tammi Terrell, who died of a brain tumor in 1970.

Guess the Old-School Singer
03
Guess the Singer

This Detroit beauty’s middle name is Earnestine and she’s considered a triple threat, having sung, danced and acted her way into our hearts. In 1983, over 350,000 fans waited for her to sing in the rain in a park in New York City.

Guess the Old-School Singer
04
Guess the Singer

We’re talking about the boss. Ms. Diana Ross, who performed her 1983 For One and For All concert in New York’s Central Park to a record crowd.

Guess the Old-School Singer
05
Guess the Singer

Once known as the King of Soul, this R&B crooner had 26 top 40 hits between 1957 and 1964 with hits like “Twistin’ the Night Away” and ’Wonderful World." He died tragically before hitting his 34th birthday.

Guess the Old-School Singer
06
Guess the Singer

Singer Sam Cooke died after being shot three times by a hotel manager. He was 33.

Guess the Old-School Singer
07
Guess the Singer

Besides her celebrated singing voice, this Detroit native is also one of the finest piano players of her generation. And she’s flexible: singing gospel, soul and rock.

Guess the Old-School Singer
08
Guess the Singer

We’re talking about the Queen of Soul, Aretha Franklin.

Guess the Old-School Singer
09
Guess the Singer

No one could make piercing shrieks and groans more iconic than this South Carolina native with the slickest dance moves of his time.

Guess the Old-School Singer
10
Guess the Singer

We’re talking about the Godfather of Soul, James Brown.

Guess the Old-School Singer
11
Guess the Singer

Her brazen sexuality and powerhouse chords made this Chicago native one of the most exciting vocalists of her time. And she always took her self expression very seriously.

Guess the Old-School Singer
12
Guess the Singer

You guessed it: Chaka Khan.

Guess the Old-School Singer
13
Guess the Singer

Her last name is French for “the beautiful one,” and she began her career in a girl group in the late ’60s.

Guess the Old-School Singer
14
Guess the Singer

Patti LaBelle (far right) began her professional career singing with Nona Hendryx and Sarah Dash as “Patti La Belle and Her Blue Belles.”

Guess the Old-School Singer
15
Guess the Singer

During his illustrious career, this former backup singer sold over 25 million albums and won eight Grammys.

Guess the Old-School Singer
16
Guess the Singer

He had a voice like no other. You guessed right: Luther Vandross.

Guess the Old-School Singer
17
Guess the Singer

With 56 hit singles under her belt, this Jersey girl is second only to Aretha Franklin as the most-charted female vocalist on Billboard charts. Her niece was affectionately known as “the voice.”

Guess the Old-School Singer
18
Guess the Singer

Singer Dionne Warwick’s niece was none other than the late Whitney Houston.

Guess the Old-School Singer
19
Guess the Singer

The only female in an all-male band, this soulful singer churned out timeless hits beginning in the ’60s. One of her most famous song lyrics goes, “Neither one of us wants to be the first to say goodbye.”

Guess the Old-School Singer
20
Guess the Singer

Gladys Knight is also known as the “Empress of Soul.”

Guess the Old-School Singer
21
Guess the Singer

A former doo-wop singer, this celebrated singer and composer always weaved in socially conscious themes into his music. Rapper Kanye West sampled of his most popular songs for “Touch the Sky.”

Guess the Old-School Singer
22
Guess the Singer

Kanye West sampled Curtis Mayfield’s “Move on Up.”

Guess the Old-School Singer
23
Guess the Singer

“You made me happy this you can bet / Stood right beside me and I won’t forget,” sings this beloved singer and his band in one of their most popular songs.

Guess the Old-School Singer
24
Guess the Singer

Frankie Beverly and Maze’s “Before I Let Go” is a must for anyone looking to get R&B lovers to the dance floor.

Guess the Old-School Singer
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Guess the Old-School Singer
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Guess the Singer

Disco queen Donna Summer passed away in May 2012.

Guess the Old-School Singer