| "Heartbreaker" singer Benatar | 39 |
| "Heartbreaker" singer Adams | 37 |
| "Heartbreak ___" (Elvis hit) | 38 |
| "Heartbreak House" writer | 35 |
| "Heartbreak House" playwright | 39 |
| "Heartbreak House" heroine | 36 |
| "Heartbreak Hotel" label | 34 |
| "Heartbreak ---" | 26 |
| "Heartaches" bandleader | 33 |
| "Heartache Tonight" rock group | 40 |
| "Heart-___ Box" | 25 |
| "Heart upon my sleeve" speaker | 40 |
| "Heart Shaped World" singer Chris | 43 |
| "Heart Shaped World" rocker Chris | 43 |
| "Heart of ___," old sea song | 38 |
| "Heart of the Tin Man" author | 39 |
| "Heart of the Sunrise" band | 37 |
| "Heart of Gold" Young | 31 |
| "Heart of Gold" singer Young | 38 |
| "Heart of Georgia" city | 33 |
| "Heart of Georgia" | 28 |
| "Heart of Dixie": Abbr. | 33 |
| "Heart of Dixie" state: abbr. | 39 |
| "Heart of Dixie" st. | 30 |
| "Heart of Dixie" | 26 |
| "Heart of Darkness" writer | 36 |
| "Heart of Darkness" setting | 37 |
| "Heart of Darkness" author Joseph | 43 |
| "Heart of a Champion" author Michelle | 47 |
| "Heart and Soul," to young pianists | 45 |
| "Heart and Soul," e.g. | 32 |
| "Heart and Soul" one-hit wonder | 41 |
| "Heart and Soul" lyricist | 35 |
| "Heart and Soul" Lewis | 32 |
| "Heart and Soul" '80s band with a strange name (hidden in PREGNANT PAUSE) | 87 |
| "Heart & Soul" one-hit wonder who took their name from a "Star Trek" character | 102 |
| "Heart & Soul" one-hit wonder T'___ | 53 |
| "Hearken!" | 20 |
| "Heard you the first time" | 36 |
| "Hear, hear!" | 23 |
| "Hear! Hear!" | 24 |
| "Hear ye" | 19 |
| "Hear ye'" | 24 |
| "Hear ye!" | 20 |
| "Hear no_____ ..." | 28 |
| "Hear no ___, speak no . . ." | 39 |
| "Hear no ___" | 23 |
| "Hear hear!" | 22 |
| "Healthy, wealthy" follower | 37 |
| "Healthy Heart Cookbook" org. | 39 |
| "Healthier" smoking option | 36 |
| "Health club exercise is so boring!" | 46 |
| "Heads," to a numismatist | 35 |
| "Heads, ___, tails, you lose" | 39 |
| "Heads" side of a coin | 32 |
| "Heads" or "tails," e.g. | 44 |
| "Heads ___, tails..." | 31 |
| "Heads ___, tails you lose": Croker | 45 |
| "Heads ___, tails you lose" | 37 |
| "Heads ___, tails ..." | 32 |
| "Heads ___, tails . . . " | 35 |
| "Heads ___, . . . " | 29 |
| "Heads ___" | 21 |
| "Heads ___ tails you lose" | 36 |
| "Heads ___ tails . . . " | 34 |
| "Heads ___ ..." | 25 |
| "Heads ___ . . . " | 28 |
| "Heads __, tails you lose" | 36 |
| "Heads will ___!" | 27 |
| "Heads up!," e.g. | 27 |
| "Heads up!" e.g. | 26 |
| "Heads up!" and others | 32 |
| "Heads up!" | 21 |
| "Heads or tails?" item | 32 |
| "Heads I win; tails ___" | 34 |
| "Heads I win, tails ___" | 34 |
| "Heads I win, tails you ___" | 38 |
| "Heads for the hills" locale? | 39 |
| "Heads ---, tails ..." | 32 |
| "Headlines" presenter | 31 |
| "Headlines" guy | 25 |
| "Headliners & Legends" host | 41 |
| "Headless Body in ___ Bar" (sensational New York Post headline) | 73 |
| "Headbangers Ball" channel | 36 |
| "Head, Shoulders, ___ and Toes" | 41 |
| "Head" or "heart" hurt | 42 |
| "Head" of an alley | 28 |
| "Head" band | 21 |
| "Head Secretary"? [William Golding] | 45 |
| "Head of a Catalan Peasant" painter | 45 |
| "Head Like ___" | 25 |
| "Head Like a Hole" band, briefly | 42 |
| "Head honcho" | 23 |
| "Head for the hills!" | 31 |
| "Head and Shell" sculptor Hans | 40 |
| "Head and Shell" artist | 33 |
| "Head and Shell" | 26 |
| "Head 'em off at the ___!" | 40 |
| "He/___," H. Gold novel | 33 |
| "He-___," Herbert Gold novel | 38 |