| "Sleepy Time ___" (William Joyce children's book) | 63 |
| "Sleepy Time ___" (1926 hit) | 38 |
| "Sleepy Time ___" (1925 song) | 39 |
| "Sleepy Time Gal" songwriter Raymond | 46 |
| "Sleepy Time Gal" lyricist Raymond | 44 |
| "Sleepy Hollow" tale | 30 |
| "Sleepy Hollow" star | 30 |
| "Sleepy Hollow" et al. | 32 |
| "Sleepy Hollow" director | 34 |
| "Sleepy Hollow" actress | 33 |
| "Sleepy Hollow" actor | 31 |
| "Sleepless in Seattle" writer/director | 48 |
| "Sleepless in Seattle" writer-director | 48 |
| "Sleepless in Seattle" studio | 39 |
| "Sleepless in Seattle" star | 37 |
| "Sleepless in Seattle" quartet | 40 |
| "Sleepless in Seattle" director Nora | 46 |
| "Sleepless in Seattle" director Ephron | 48 |
| "Sleepless in Seattle" costar | 39 |
| "Sleepless in Seattle" co-star | 40 |
| "Sleepless in Seattle II: We Need to Get to the Hospital Now"? (Happy New Year to baby Hildegard of Bingen!) | 118 |
| "Sleeping" sensation | 30 |
| "Sleeping With the ___" (1991 film) | 45 |
| "Sleeping Prophet" Edgar | 34 |
| "Sleeping My Day Away" band | 37 |
| "Sleeping Murder," e.g. | 33 |
| "Sleeping Gypsy," "The Snake Charmer," etc. | 63 |
| "Sleeping Beauty" fairy | 33 |
| "Sleeping Beauty" character | 37 |
| "Sleepers" co-star, 1996 | 34 |
| "Sleepers" co-star Jason | 34 |
| "Sleepers" actor | 26 |
| "Sleep, my ___" | 25 |
| "Sleep" and "Spain," for two | 48 |
| "Sleep ___" | 21 |
| "Sleep Walk" duo ___ & Johnny | 43 |
| "Sleep that knits up the ravell'd ___ of care": Shakespeare | 73 |
| "Sleep No More" writer Greg | 37 |
| "Sleek" prefix, in auto talk | 38 |
| "Sledgehammer" singer [0.0000001 joules] | 50 |
| "Sledgehammer" singer Peter | 37 |
| "Sledgehammer" rocker Peter | 37 |
| "Slavonic Dances" composer AntonÃn | 47 |
| "Slavonic Dances" composer | 36 |
| "Slaves of New York" author Janowitz | 46 |
| "Slaves of New York" actress | 38 |
| "Slavery Days" Burning ___ | 36 |
| "Slave Market With the Disappearing Bust of Voltaire" artist | 70 |
| "Slaughterhouse-Five" subject, briefly | 48 |
| "Slaughterhouse-Five" novelist | 40 |
| "Slaughterhouse-Five" author | 38 |
| "Slaughterhouse Five" setting | 39 |
| "Slaughter on ___ Avenue" | 35 |
| "Slate", for one | 26 |
| "Slap ___," 1977 Newman film | 38 |
| "Slander" author Coulter | 34 |
| "Slammin' Sammy" of golf | 38 |
| "Slammin' Sammy" | 30 |
| "Slammin' Sam" | 28 |
| "Slam" rap act | 24 |
| "Slackers" star Devon | 31 |
| "Skyscraper" singer Lovato | 36 |
| "Skylarking" band | 27 |
| "Skyfall" studio | 26 |
| "Skyfall" star | 24 |
| "Skyfall" songstress | 30 |
| "Skyfall" singer | 26 |
| "Skyfall" director Mendes | 35 |
| "Skyfall" actor Fiennes | 33 |
| "Sky pilots" | 22 |
| "Sky pilot" | 21 |
| "Sky Dragon" detective | 32 |
| "Sky Above Clouds" muralist Georgia | 45 |
| "Skunk egg" | 21 |
| "Skoal," for one | 26 |
| "Skoal" and "cheers" | 40 |
| "Skittle Players" painter | 35 |
| "Skittle Players" artist Jan | 38 |
| "Skittle Players" artist | 34 |
| "Skittish" NBC offering? | 34 |
| "Skip" | 16 |
| "Skip ___ Lou..." | 27 |
| "Skip ___ Lou" | 24 |
| "Skip __ Lou": kids' song | 39 |
| "Skip to ___" | 23 |
| "Skip to My ____" | 27 |
| "Skip to My ___" | 26 |
| "Skip to My __" | 25 |
| "Skip the sordid details" | 35 |
| "Skip the sandwich dressing" | 38 |
| "Skip me" | 19 |
| "Skip me this time, thanks" | 37 |
| "Skip it" | 19 |
| "Skip day" participants, traditionally: Abbr. | 55 |
| "Skins" network | 25 |
| "Skinny" home in the Old West | 39 |
| "Skinny Love" band Bon ___ | 36 |
| "Skin Deep" star | 26 |
| "Skim milk masquerades ___": W. S. Gilbert | 52 |
| "Skiddoo!" | 20 |