| He loves, to Livy | 17 |
| He loves, to Cato | 17 |
| He loves, to Caesar | 19 |
| He loves, in Latin | 18 |
| He loves to lose | 16 |
| He loves man | 12 |
| He loves (Lat.) | 15 |
| He loved Venus | 14 |
| He loved Roxane | 15 |
| He loved Rose | 13 |
| He loved Olivia but married Viola | 33 |
| He loved Maria in "West Side Story" | 45 |
| He loved Lucy | 13 |
| He loved Lucille | 16 |
| He loved Laura Winslow | 22 |
| He loved Irish Rose | 19 |
| He loved his work | 17 |
| He loved his Irish Rose | 23 |
| He loved Carmen | 15 |
| He loved Beatrice | 17 |
| He loved an Irish lass | 22 |
| He loved Aida | 13 |
| He loved a queen | 16 |
| He lost twice to Dwight | 23 |
| He lost twice to DDE | 20 |
| He lost twice to D.D.E. | 23 |
| He lost to Ike | 14 |
| He lost to Garry in 1985 | 24 |
| He lost to Franklin in 1936 | 27 |
| He lost to Dwight twice | 23 |
| He lost to Dwight | 17 |
| He lost to DDE | 14 |
| He lost to D.D.E. | 17 |
| He lost to Clinton in 1996 | 26 |
| He lost the popular vote to Tilden | 34 |
| He lost out to Philip Seymour Hoffman for Best Actor of 2005 | 60 |
| He lost out to Morgan Freeman for the 2004 Best Supporting Actor Oscar | 70 |
| He lost out to Jamie Foxx for Best Actor of 2004 | 48 |
| He lost out to Forman for the 1984 Best Director Golden Globe | 61 |
| He lost out to Bing for Best Actor of 1944 | 42 |
| He lost only Mass. and D.C. in 1972 | 35 |
| He lost his shadow | 18 |
| He lost bet, won't pay debt | 31 |
| He lost a 1989 fight to Hector "Macho" Camacho | 56 |
| He looks down in the mouth | 26 |
| He looks both ways | 18 |
| He looked at her closely, then asked "...?" | 53 |
| He loads and unloads | 20 |
| He lives on Sesame Street | 25 |
| He lives for love | 17 |
| He lived with Tarzan | 20 |
| He lived in Xanadu | 18 |
| He lived in Bedrock | 19 |
| He lived for 912 years | 22 |
| He lived for 905 years | 22 |
| He lived by his own golden rule | 31 |
| He lived 912 years | 18 |
| He lived 905 years | 18 |
| He lit up the world | 19 |
| He likes: L. | 12 |
| He likes to strike | 18 |
| He likes Seoul food | 19 |
| He likes pussy | 14 |
| He lifts voices | 15 |
| He lies "in a cowslip bell" | 37 |
| He lied to Othello | 18 |
| He lends at a prohibited rate | 29 |
| He left things to Chance | 24 |
| He left Oenone for Helen | 24 |
| He left Maria for Jackie | 24 |
| He left his mark | 16 |
| He led the Lost Boys | 20 |
| He led the Israelites through the parted Red Sea | 48 |
| He led the Connecticut Yankees | 30 |
| He led the Chicago Symphony and the London Philharmonic | 55 |
| He led the band on "Weasels Ripped My Flesh" | 54 |
| He led the "Band of Renown" | 37 |
| He led his team in homers for 18 straight years | 47 |
| He led an "army" while in the PGA | 43 |
| He led a band of Merry Men | 26 |
| He leaked the Pentagon Papers | 29 |
| He leads an easy life | 21 |
| He leads a host on the links | 28 |
| He lays gold on thin | 20 |
| He launched his business just a few years after Kroc | 52 |
| He KO'd Quarry, 10/26/70 | 28 |
| He KO'd many men | 20 |
| He KO'd Foreman in '74 | 30 |
| He KO'd Foreman | 19 |
| He KO'd Carnera | 19 |
| He knows it all | 15 |
| He knows his toes | 17 |
| He knows he knows | 17 |
| He knocked out Max Baer in 1935 | 31 |
| He knocked out Liston in the first round on May 25, 1965 | 56 |
| He knew the rules | 17 |
| He knew the ropes | 17 |
| He knew Susie | 13 |
| He knew his right triangles | 27 |
| He knew his cetacean in life | 28 |