| He looks down in the mouth | 26 |
| He lost to Clinton in 1996 | 26 |
| He lost to Dwight twice | 23 |
| He lost to Franklin in 1936 | 27 |
| He lost to Garry in 1985 | 24 |
| He lost twice to D.D.E. | 23 |
| He lost twice to Dwight | 23 |
| He loved an Irish lass | 22 |
| He loved his Irish Rose | 23 |
| He loved Laura Winslow | 22 |
| He made "Time" | 24 |
| He made a bust of Mahler | 24 |
| He made a calf of gold | 22 |
| He made a mint in mines | 23 |
| He made a pile as Gomer | 23 |
| He made a pile for Nabors | 25 |
| He made his fortune in oil | 26 |
| He made his horse a senator | 27 |
| He made his mark in movies | 26 |
| He made Jimmy Kimmel famous | 27 |
| He made late-night deliveries | 29 |
| He made music with Sylvia | 25 |
| He made quatrains and tents | 27 |
| He made skyscrapers feasible | 28 |
| He made the pants too long | 26 |
| He made WMDs a household word | 29 |
| He makes a waiter a hater | 25 |
| He makes cords and boards | 25 |
| He makes fair decisions | 23 |
| He makes metal tableware | 24 |
| He makes Mickey mobile | 22 |
| He makes safe decisions | 23 |
| He makes specs to spec | 22 |
| He makes weekly countdowns? | 27 |
| He makes you "it" | 27 |
| He marched with Martin | 22 |
| He married a Kardashian | 23 |
| He married him in 1930 | 22 |
| He married Marjorie Bouvier | 27 |
| He married Shirley Temple | 25 |
| He married Trista in 2003 | 25 |
| He may be after the belle | 25 |
| He may be beside himself | 24 |
| He may be bound for the pound | 29 |
| He may be hard to pin down | 26 |
| He may be over your head | 24 |
| He may be watching you | 22 |
| He may carry your burdens | 25 |
| He may coach Little League | 26 |
| He may devise or fabulize | 25 |
| He may do some stripping | 24 |
| He may give a Yank the thumb | 28 |
| He may give three jeers | 23 |
| He may give you a seat | 22 |
| He may have a hod life | 22 |
| He may have small arms | 22 |
| He may have small arms? | 23 |
| He may not be far from Barbie | 29 |
| He may recommend prunes? | 24 |
| He may swing from the heels | 27 |
| He may use faint praise | 23 |
| He met with Nixon in 1972 | 25 |
| He might also be a groomsman | 28 |
| He might give you a bum steer | 29 |
| He might make himself clear | 27 |
| He might play the sticks | 24 |
| He might salute Maj. P. Diddy | 29 |
| He might steal from a yenta | 27 |
| He might want to engage you | 27 |
| He might welcome a dude | 23 |
| He moonwalked before Michael | 28 |
| He moved from L.A. to Miami | 27 |
| He murdered his brother Bleda | 29 |
| He never arrives onstage | 24 |
| He never reached his peak? | 26 |
| He never reigns but he pores? | 29 |
| He no longer has Shields | 24 |
| He notched 363 victories | 24 |
| He observed labor days | 22 |
| He of the aging portrait | 24 |
| He of the knitted brow | 22 |
| He of the magical silk hat | 26 |
| He often batted after Babe | 26 |
| He often had two thumbs up | 26 |
| He often puts Lois in danger | 28 |
| He once had feet of Clay | 24 |
| He once had stable work on TV | 29 |
| He once led the Cosmos | 22 |
| He once lived in a garden | 25 |
| He once played Othello | 22 |
| He once was Bud's buddy | 27 |
| He once worked for Christian | 28 |
| He once worked for Edison | 25 |
| He opened the 1996 Olympics | 27 |
| He or I may represent one | 25 |
| He or I, but not you: Abbr. | 27 |
| He or she can't be known | 28 |
| He or she is honored in April | 29 |
| He or she may be a hack | 23 |
| He or she may be special | 24 |