| 2026-06-26 | Sing like Sinatra |
| 2026-05-15 | Sing like Michael Bublé |
| 2025-05-02 | Sing like Perry Como or Mel Tormé |
| 2023-04-12 | Sing like Nat King Cole |
| 2021-12-21 | Sing smoothly |
| 2019-11-15 | Serenade, maybe |
| 2019-05-19 | Try Sinatra at karaoke, say |
| 2019-01-24 | Sing sentimentally |
| 2018-11-26 | Sing like Dean Martin |
| 2018-06-16 | Sing to a baby, maybe |
| 2017-10-08 | Sweetly sing |
| 2017-06-27 | Sing smoothly |
| 2015-04-07 | Emulate Bing Crosby |
| 2014-06-11 | Sing with dulcet tones |
| 2014-06-09 | Sing like Bing Crosby |
| 2014-04-27 | Emulate Harry Connick Jr. |
| 2014-03-08 | Produce sentimental notes? |
| 2011-09-03 | Perform "All of Me," say |
| 2011-07-24 | Perform Hawaiian music, say |
| 2009-11-30 | Sing like Bing Crosby |
| 2009-10-01 | Sing like Andy Williams or Russ Columbo |
| 2009-02-08 | Sing "The Moon Got in My Eyes," e.g. |
| 2008-11-17 | Sing like Bing |
| 2005-04-25 | Sing softly |
| 2003-12-15 | Sing like Crosby |
| 2000-12-06 | Sing like Bing |
| 1999-07-02 | Sing like Connick |
| 1998-09-20 | Sing like Bing |
| 1998-05-12 | Sing softly |
| 1995-10-31 | Sing like Bing |
| 1995-08-24 | Hum soothingly |
| 1994-08-14 | Imitate Crosby |