Possible Clues:

• Actress Witherspoon
• Baseball's Pee Wee
• Singer Della
• Oscar winner Witherspoon
• Witherspoon of 'Legally Blonde'
• Shortstop Pee Wee
• Witherspoon of 'Walk the Line'
• Piece maker?
• Della or Pee Wee
• Witherspoon of "The Morning Show"