| Text | Length |
| Cooled one's heels | 22 |
| Cooled it? | 10 |
| Cooled it | 9 |
| Cooled down | 11 |
| Cooled by cubes | 15 |
| Cooled | 6 |
| Coolant suppressor | 18 |
| Coolant not needed in August | 28 |
| Coolant giant | 13 |
| Coolant carrier | 15 |
| Coolant | 7 |
| Cool? | 5 |
| Cool; detached | 14 |
| Cool-tasting | 12 |
| Cool-sounding rapper? | 21 |
| Cool-sounding rapper | 20 |
| Cool-looking | 12 |
| Cool-headed | 11 |
| Cool-hand man | 13 |
| Cool-cucumber link | 18 |
| Cool-cucumber connection | 24 |
| Cool, very red celestial body | 29 |
| Cool, totally | 13 |
| Cool, to the Fresh Prince | 25 |
| Cool, to jazzmen | 16 |
| Cool, to a zoot suiter | 22 |
| Cool, to a retro hipster | 24 |
| Cool, to a cat | 14 |
| Cool, to a 1940s cat | 20 |
| Cool, to '80s teens | 23 |
| Cool, sweet treat | 17 |
| Cool, retro-style | 17 |
| Cool, once | 10 |
| Cool, old-style | 15 |
| Cool, modern-style | 18 |
| Cool, man | 9 |
| Cool, like a cat | 16 |
| Cool, legally | 13 |
| Cool, in the 1940s | 18 |
| Cool, in the '90s | 21 |
| Cool, in the '50s | 21 |
| Cool, in the '40s | 21 |
| Cool, in slang | 14 |
| Cool, in recent slang | 21 |
| Cool, in rapspeak | 17 |
| Cool, in old slang | 18 |
| Cool, in old parlance | 21 |
| Cool, in hip-hop slang | 22 |
| Cool, in hip-hop lingo | 22 |
| Cool, in gangsta talk | 21 |
| Cool, in a way | 14 |
| Cool, in 80Â’s slang | 23 |
| Cool, in 1990s rap parlance | 27 |
| Cool, in 1990s parlance | 23 |
| Cool, fruity desserts | 21 |
| Cool, daddy-o | 13 |
| Cool, cool customer | 19 |
| Cool, calm and collected | 24 |
| Cool, back in the '80s | 26 |
| Cool, as coffee | 15 |
| Cool, as a daddy-o | 18 |
| Cool, 60's-style | 20 |
| Cool, '50s-style | 20 |
| Cool's opposite | 19 |
| Cool! | 5 |
| Cool ___ cucumber | 17 |
| Cool ___ | 8 |
| Cool __ cucumber | 16 |
| Cool __ | 7 |
| Cool your heels | 15 |
| Cool Yoko down | 14 |
| Cool with what others are doing | 31 |
| Cool Whip serving | 17 |
| Cool weather wear | 17 |
| Cool video station (in the '80s) | 36 |
| Cool veggie | 11 |
| Cool treats | 11 |
| Cool treat | 10 |
| Cool Travolta character | 23 |
| Cool tool? | 10 |
| Cool time in Madrid | 19 |
| Cool time | 9 |
| Cool temps | 10 |
| Cool teen's transportation | 30 |
| Cool stuff hidden in eight puzzle answers | 41 |
| Cool stuff | 10 |
| Cool spot at a picnic | 21 |
| Cool South American country? | 28 |
| Cool sorts | 10 |
| Cool sort | 9 |
| Cool sitcom guy | 15 |
| Cool shades | 11 |
| Cool shade | 10 |
| Cool sculpture medium | 21 |
| Cool rockin' Texan Joe | 26 |
| Cool red giants | 15 |
| Cool red giant | 14 |
| Cool rapper? | 12 |
| Cool rapper | 11 |
| Cool quantity? | 14 |
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