1. How could I not talk about "The Empress"? Starting in the 1920s, this woman placed her footprint solidly onto every jazz and blues singer to follow in her path. From "Downhearted Blues" to "St. Louis Blues" to "Nobody Knows You When You're Down And Out," this jazz songstress recorded many of the genre's classics. Who is she? Bessie Smith Carol Sloane Billie Holliday Dana Vorisek

2. This jazz singer made appearances in a few films of the 1940s, and is as well known for her beauty as for her singing. Appearing in films from the 1940s such as Cabin In The Sky and Stormy Weather, what singer is married to jazz arranger Lennie Hayton? Lena Horne Peggy Lee Shirley Horn Betty Roche

3. Ah, New Orleans' favorite son. This singer was as well known for his trumpet and cornet playing as he was for his singing. Nonetheless, he recorded some classic sides, including "Wonderful World" and "Stars Fell On Alabama" (the last with Ella Fitzgerald). Who is he? Louis Armstrong Nat "King" Cole Woody Herman Louis Jordan

4. Another famous singer and trumpet player, this cat specialized in swing jazz. Recording a number of tunes with a band that included his (then) wife, Keely Smith, this artist had hits including: "Oh Marie," "Just A Gigolo/I Ain't Got Nobody," and "When You're Smiling." Who is he? Sam Butera Ralph Marterie Pete Fountain Louis Prima

5. Despite her unlikely name, this female singer recorded some absolutely amazing jazz standards. She is well known for her interpretations of such classics as "I Won't Dance" and "Just One Of Those Things." What is the name of this singer/pianist who recorded, in my opinion, her best albums with bassist Ray Brown and drummer "Philly" Jo Jones? Urszula Dudziak Blossom Dearie Peggy Lee Flora Purim

6. This Brazilian songstress first found fame singing on "The Girl From Ipanema" with her (then) husband when he was recording that landmark album. She went on to a number of other recordings that have highlighted her cool, ethereal style -- but none can match the track that brought her fame. Who is she? Courtney Andres Roseanna Vitro Dominique Eade Astrud Gilberto

7. A jazz singer who wasn't afraid to dabble in soul and folk music, this songstress actually hit the Top 20 with her version of "I Loves You Porgy." My personal favorite of hers is "Sugar In My Bowl." Who is this North Carolina native? Cassandra Wilson Etta Jones Nina Simone Diane Schuur

8. Born Ruth Lee Jones, this singer sang jazz and soul music without bothering to determine which was which. Starting out with Lionel Hampton in the 1940s, she went on to record a string of hits on the R&B charts. However, she also continued to record with such jazz heavyweights as Clifford Brown, Cannonball Adderley and Wynton Kelly. Who is this songstress, who gained fame with her version of "What A Diff'rence A Day Makes"? Dinah Washington Anita O'Day Ella Fitzgerald Peggy Lee

9. It was only a matter of time before we came around to Old Blue Eyes. This Hoboken, NJ native may be the most famous male singer of all time to interpret popular jazz standards. Who is this "chairman of the board?" Dean Martin Mark Finsterwald Joey Bishop Frank Sinatra

10. This daring jazz vocalist, from the baby-boomer generation, was born in Mississippi and has let her style wander all over the map -- country, jazz, funk, you name it. From her debut with Point Of View to her later New Moon Daughter, this singer/pianist has run the gamut from Van Morrison to Hank Williams. Who is this jazz/blues/country/funk recording artist? Natalie Baughman Sheila Jordan Cassandra Wilson Shirley Horn