| "The Gypsy ___" ("Anything Goes" song) | 58 |
| "The Gypsy" painter | 29 |
| "The Hairy ---" (O'Neill play) | 44 |
| "The Hairy Ape" playwright | 36 |
| "The Hairy Ape" role | 30 |
| "The Hairy ___" | 25 |
| "The Hairy ___" (Eugene O'Neill play) | 51 |
| "The Hairy ___" (O'Neill play) | 44 |
| "The Hairy ___": O'Neill | 38 |
| "The Haj" author | 26 |
| "The Haj" novelist | 28 |
| "The Haj" writer | 26 |
| "The Hallucinogenic Toreador" artist | 46 |
| "The Hallucinogenic Toreador" painter | 47 |
| "The Halo Effect" actor Stephen | 41 |
| "The Handmaid's Tale" author | 42 |
| "The Handmaid's Tale" author Margaret | 51 |
| "The Handmaid's Tale" character ___ Joy | 53 |
| "The Handmaid's Tale" novelist Margaret | 53 |
| "The Handmaid's __": Atwood novel | 47 |
| "The Handmaid's ___" | 34 |
| "The Handmaid's ___" (Margaret Atwood novel) | 58 |
| "The handmaiden of creativity": Eliot | 47 |
| "The Hangover Part II" actor | 38 |
| "The Hangover" actor | 30 |
| "The Hangover" actor Galifianakis | 43 |
| "The Hangover" co-star | 32 |
| "The Hangover" pugilist | 33 |
| "The Hangover" setting | 32 |
| "The Happiest Day . . . " poet | 40 |
| "The Happy Hooker" author Hollander | 45 |
| "The Happy Trumpet" trumpeter | 39 |
| "The HarBowl," e.g. | 29 |
| "The Harder They Come" setting | 40 |
| "The Harrad Experiment" author Robert | 47 |
| "The Hat Makes the Man" artist | 40 |
| "The Haunted Palace" poet | 35 |
| "The Haunted ___," poem of 1839 | 41 |
| "The Haunting" star Taylor | 36 |
| "The Heart is a Lonely Hunter" malady | 47 |
| "The Heart Is a ___ Hunter": McCullers | 48 |
| "The Heart of Dixie" | 30 |
| "The Heart of Dixie": Abbr. | 37 |
| "The Heart of Georgia" | 32 |
| "The Heart of Northeast Nevada" | 41 |
| "The Heart of ___" (P.G. Wodehouse book) | 50 |
| "The Heart ___ Lonely Hunter" | 39 |
| "The Heartbreak Kid" director May | 43 |
| "The Hearth and Eagle" writer Seton | 45 |
| "The heat ---!" | 25 |
| "The heat __!" | 24 |
| "The heat ___!" | 25 |
| "The Heat ___" | 24 |
| "The Heat ___" ("Beverly Hills Cop" song) | 61 |
| "The Heat ___" (Glenn Frey) | 37 |
| "The heat ___, on the street" (Glenn Frey) | 52 |
| "The heat ___, on the street" Glenn Frey | 50 |
| "The Heat" actress McCarthy | 37 |
| "The heck with it!" | 29 |
| "The heck with it" | 28 |
| "The heck with you!" | 30 |
| "The Heiress" co-star | 31 |
| "The hell with it!" | 29 |
| "The hell you say!" | 29 |
| "The hell you ___" | 28 |
| "The Help" actress Stone | 34 |
| "The Help" co-star, 2011 | 34 |
| "The Help" era, with "The" | 46 |
| "The helpful place" sloganeer | 39 |
| "The Hermits" painter Schiele | 39 |
| "The Herne's Egg" playwright | 42 |
| "The Herne's ___," Yeats play | 43 |
| "The herring ate my homework," e.g.? | 46 |
| "The Hi De Ho Man" | 28 |
| "The Hidden Staircase" sleuth | 39 |
| "The High and the Mighty" author | 42 |
| "The high cost of leaving" | 36 |
| "The High One" | 24 |
| "The High Road" novelist O'Brien | 46 |
| "The highest result of education is ___": Helen Keller | 64 |
| "The Highway to India" canal | 38 |
| "The Highwayman" daughter | 35 |
| "The Highwayman" penner | 33 |
| "The Highwayman" poet | 31 |
| "The Highwayman" poet Alfred | 38 |
| "The Highwayman" setting | 34 |
| "The Highwayman" singer | 33 |
| "The Highwayman" singer Phil | 38 |
| "The Hills Have ___" | 30 |
| "The Hills" network | 29 |
| "The Hills" pair named "Worst Couple of 2008" by iVillage.com | 81 |
| "The Hippopotamus" writer | 35 |
| "The Hissing of Summer ___" (Joni Mitchell album) | 59 |
| "The history of dance on film begins with ___": Gene Kelly | 68 |
| "The History of Mr. Polly" novelist | 45 |
| "The History of the Standard Oil Company" author | 58 |
| "The History of the Standard Oil Company" journalist | 62 |
| "The History ___" (Tony-winning play) | 47 |
| "The Hitch-Hiker" director, 1953 | 42 |
| "The Hitchhiker's Guide to the Galaxy" author | 59 |