| 100% | SURE | 4 | "How Can I Be ___?" (Young Rascals hit) |
| 65% | IBE | 3 | The Young Rascals' hit "How Can ___ Sure?": 2 wds. |
| 58% | DOH | 3 | "How could I be so silly?!" |
| 53% | OFUSE | 5 | "How can I be ___?" ("What can I do to help?") (2 wds.) |
| 51% | EASE | 4 | "How Can I ___ the Pain" (Lisa Fischer Grammy-winning hit) |
| 51% | HOW | 3 | "___ can I be sure?" |
| 50% | ONCE | 4 | "When I was young …" |
| 50% | ONCE | 4 | "When I was young ..." |
| 49% | AGIRL | 5 | "__ Like You": Young Rascals hit |
| 49% | LOVIN | 5 | "Good ___" (1966 Young Rascals hit) |
| 48% | SNOOTIER | 8 | How someone like Gwyneth Paltrow or Kanye West can be considered, certainly compared to lil' old me! |
| 48% | FASTCAR | 7 | Tracy Chapman hit with the line "I had a feeling I could be someone" (1988) |
| 48% | INMYDAY | 7 | "When I was young ...": 3 wds. |
| 47% | OLDMAN | 6 | Neil Young hit with the lyrics “Look at my life / I’m a lot like you were” |
| 47% | KNOW | 4 | "How Will I ___" (1985 Whitney Houston hit) |
| 46% | INOIL | 5 | How canned tuna may be packed |
| 46% | ONCELER | 7 | Character who sings "How Bad Can I Be?" in The Lorax |
| 46% | CALL | 4 | "You Can ___ Me Al," 1986 Paul Simon hit inspired by a party where he was mistakenly referred to as "Al" |
| 46% | MAN | 3 | "When I Was Your ___" (Bruno Mars hit) |
| 45% | ABOY | 4 | "If I Were —" (Beyonce hit) |
| 45% | PAL | 3 | When I was younger I would write to my pen-___ |
| 45% | SILLYME | 7 | "What could I have been thinking?" |
| 44% | ILOSE | 5 | How can ___? ("This is a sure bet!"): 2 wds. |
| 44% | WHEN | 4 | "___ I Was Your Man" (2013 Bruno Mars hit) |
| 44% | ONCD | 4 | How music can be stored |
| 44% | RAW | 3 | How vegetables can be eaten |
| 44% | ASUNDER | 7 | How something can be torn |
| 44% | ONDVD | 5 | How movies can be purchased |
| 43% | STORYOFMYLIFE | 13 | 44-Across hit single with the lyrics "Written on these walls are / The colors that I can't change" (4 wds.) |
| 43% | MAN | 3 | "When I Was Your ___" (2013 Bruno Mars hit) |