| Like an eyebrow | 15 |
| Like an eyes-only document, say | 31 |
| Like an eyesore | 15 |
| Like an honest business agreement | 33 |
| Like an hour-long play, perhaps | 31 |
| Like an hourglass form | 22 |
| Like an ice-covered road | 24 |
| Like an iced drink | 18 |
| Like an icy road | 16 |
| Like an Idaho farmer? | 21 |
| Like an idol | 12 |
| Like an idol for a teen girl, say | 33 |
| Like an igloo | 13 |
| Like an ignorer's ear, idiomatically | 40 |
| Like an ill-bred rotter | 23 |
| Like an ill-fated flier | 23 |
| Like an ill-mannered kid | 24 |
| Like an ill-tended garden | 25 |
| Like an illegal boxing blow | 27 |
| Like an illegal prescription sale | 33 |
| Like an illegal sale | 20 |
| Like an immodest bathing suit | 29 |
| Like an impala | 14 |
| Like an impartial inheritor? | 28 |
| Like an impish kid | 18 |
| Like an important father-son talk, perhaps | 42 |
| Like an imposition | 18 |
| Like an impossible situation | 28 |
| Like an impromptu speech | 24 |
| Like an inaugural ball | 22 |
| Like an inconvenient tire | 25 |
| Like an increase from two to twenty | 35 |
| Like an incumbent who's lost reelection | 43 |
| Like an indignant person's arms, maybe | 42 |
| Like an indoor track | 20 |
| Like an ineffective threat | 26 |
| Like an inept photographer's subject? | 41 |
| Like an infamous "A" | 30 |
| Like an infamous Dallas knoll | 29 |
| Like an infamous knoll in Dallas | 32 |
| Like an infant agewise | 22 |
| Like an infant's fingers, typically | 39 |
| Like an infested warehouse | 26 |
| Like an infidel | 15 |
| Like an infielder's glove | 29 |
| Like an infielder's hands, supposedly | 41 |
| Like an inflexible agreement | 28 |
| Like an ingénue | 18 |
| Like an inherent characteristic | 31 |
| Like an injured pride | 21 |
| Like an inmate's dislocated shoulder? | 41 |
| Like an inner tube | 18 |
| Like an inner tube, geometrically | 33 |
| Like an inscribed monument | 26 |
| Like an inscribed pillar | 24 |
| Like an inside-the-park home run | 32 |
| Like an insincere compliment | 28 |
| Like an insole | 14 |
| Like an insomniac | 17 |
| Like an insomniac's night | 29 |
| Like an inspection | 18 |
| Like an instant replay | 22 |
| Like an insufferable, privileged sophomore who hates everyone | 61 |
| Like an insufferable, privileged sophomore who hates everyone ... and is melodramatic about it | 94 |
| Like an insufficient account | 28 |
| Like an insult comic's material, often | 42 |
| Like an intense storm | 21 |
| Like an Interstate | 18 |
| Like an interstate highway | 26 |
| Like an intimate dinner | 23 |
| Like an inveterate procrastinator | 33 |
| Like an iris part | 17 |
| Like an Irish bog | 17 |
| Like an Irish terrier, colorwise | 32 |
| Like an iron alloy | 18 |
| Like an ironclad case | 21 |
| Like an irritated person's teeth? | 37 |
| Like an island | 14 |
| Like an itchy spot | 18 |
| Like an ivory-billed woodpecker | 31 |
| Like an N.B.A. center | 21 |
| Like an N.C.O. | 14 |
| Like an NBA newlywed? | 21 |
| Like an NBA player | 18 |
| Like an NBA power forward | 25 |
| Like an O. Henry ending | 23 |
| Like an oak leaf | 16 |
| Like an oath | 12 |
| Like an oboe in sound | 22 |
| Like an oboe's sound | 24 |
| Like an oboe's tones | 24 |
| Like an oboe, but not a sax? | 28 |
| Like an obsessive collector | 27 |
| Like an obsessive mind | 22 |
| Like an octogenarian | 20 |
| Like an octopus' defense | 28 |
| Like an octopus's defense | 29 |
| Like an oddball | 15 |
| Like an ode | 11 |
| Like an oeil-de-boeuf | 21 |