| He painted scenes of Toledo | 27 |
| He painted Morisot | 18 |
| He painted Helena Rubinstein | 28 |
| He painted Hawthorne, Wordsworth et al. | 39 |
| He painted Hawthorne's portrait | 35 |
| He painted G.W. | 15 |
| He painted a lot of bowlers | 27 |
| He painted a fence | 18 |
| He painted a dream world | 24 |
| He painted "Twittering Machine" | 41 |
| He painted "Toilers of the Sea" | 41 |
| He painted "The White Girl" | 37 |
| He painted "The Queen's Party" | 44 |
| He painted "The Life-Line" | 36 |
| He painted "The Life Line" | 36 |
| He painted "The Laughing Cavalier" | 44 |
| He painted "The Last Supper" | 38 |
| He painted "The Great Forest" | 39 |
| He painted "The Fife Player" | 38 |
| He painted "Sens Cathedral" | 37 |
| He painted "Red and White Domes" | 42 |
| He painted "Old Battersea Bridge" | 43 |
| He painted "Mustache Watch" and "Mustache Hat" | 66 |
| He painted "Maine Coast" | 34 |
| He painted "Launching the Boat" | 41 |
| He painted "Interior With Eggplants" | 46 |
| He painted "Haystack at Giverny" | 42 |
| He painted "Down the Rabbit Hole" | 43 |
| He painted "Dog Barking at the Moon" | 46 |
| He painted "Clair de Lune" | 36 |
| He painted "Christina's World" | 44 |
| He painted "Cape Martin" | 34 |
| He painted "Aurora" | 29 |
| He pained Paine | 15 |
| He pads parlor pieces | 21 |
| He packs cotton | 15 |
| He owns an incredible hammer | 28 |
| He owned a rod | 14 |
| He owned a jet named Big Bunny | 30 |
| He owned "Dem Bums" | 29 |
| He owes money | 13 |
| He overthrew Milton in 1971 | 27 |
| He overthrew Galba | 18 |
| He overthrew Fulgencio | 22 |
| He overthrew Bhutto | 19 |
| He overthrew Batista in 1959 | 28 |
| He overthrew Batista | 20 |
| He overacts | 11 |
| He outranks the sarge | 21 |
| He outranks a viscount | 22 |
| He outranks a top kick | 22 |
| He outpolled H.H.H. in '68 | 30 |
| He outmanaged Sparky in the 1970 World Series | 45 |
| He outmanaged Earl in the 1969 World Series | 43 |
| He outlived his twin brother by a few hours | 43 |
| He ousted Fulgencio | 19 |
| He originates bonds | 19 |
| He originated the phrase "While there's life, there's hope" | 77 |
| He originated the line "Bury my heart at Wounded Knee" | 64 |
| He orders those who take orders | 31 |
| He ordered the execution of John the Baptist | 44 |
| He ordered Seneca's death | 29 |
| He orbited Earth 314 days before John | 37 |
| He or she: Abbr. | 16 |
| He or she may be special | 24 |
| He or she may be a hack | 23 |
| He or she is honored in April | 29 |
| He or she gives it up | 21 |
| He or she can't be known | 28 |
| He or she | 9 |
| He or I, e.g. | 13 |
| He or I, but not you: Abbr. | 27 |
| He or I may represent one | 25 |
| He or I | 7 |
| He or him: Abbr. | 16 |
| He opposes pros | 15 |
| He opposed Girondists | 21 |
| He opposed Caesar | 17 |
| He opened the 1996 Olympics | 27 |
| He once wrote "Last but not least, avoid clichés like the plague" | 78 |
| He once worked for Edison | 25 |
| He once worked for Christian | 28 |
| He once was Bud's buddy | 27 |
| He once scored on TV | 20 |
| He once ran Iran | 16 |
| He once ran a Mickey Mouse operation | 36 |
| He once pocketed 526 balls in a row | 35 |
| He once played Othello | 22 |
| He once played a lion | 21 |
| He once placed a "long-distance call" to Aldrin and Armstrong | 71 |
| He once lived on the Piazza San Marco | 37 |
| He once lived in a garden | 25 |
| He once led the Cosmos | 22 |
| He once had stable work on TV | 29 |
| He once had feet of Clay | 24 |
| He once had a hand in morning TV | 32 |
| He once borrowed Bert's nose for a sculpture | 48 |
| He once boasted he would become a millionaire by age 30 | 55 |
| He once asked Buzz Aldrin, "When is man going to walk on da sun?" | 75 |
| He often wrote in anapestic tetrameter | 38 |