| On ____: per detailed directions | 32 |
| On ____: endless | 16 |
| On ____: conditional | 20 |
| On ____: as a gamble | 20 |
| On ____ with: equal to | 22 |
| On ____ with: equal | 19 |
| On ____ with (equal to) | 23 |
| On ____ with | 12 |
| On ____ Majesty's Secret Service | 36 |
| On ____ fours | 13 |
| On ____ (from the barrel) | 25 |
| On ____ : 1951 Danny Kaye film | 32 |
| On ___-to-know basis | 20 |
| On ___ with (of equal magnitude) | 32 |
| On ___ with (not speaking to, perhaps) | 38 |
| On ___ with (equivalent to) | 27 |
| On ___ with (equal) | 19 |
| On ___ with (equal to) | 22 |
| On ___ with (comparable) | 24 |
| On ___ with (amicable) | 22 |
| On ___ with (about the same as) | 31 |
| On ___ with | 11 |
| On ___ wane | 11 |
| On ___ uppers | 13 |
| On ___ track | 12 |
| On ___ toes | 11 |
| On ___ things | 13 |
| On ___ the world (elated) | 25 |
| On ___ the world | 16 |
| On ___ T. (secretly) | 20 |
| On ___ street (rich) | 20 |
| On ___ street | 13 |
| On ___ streak (winning) | 23 |
| On ___ streak (lucky) | 21 |
| On ___ streak | 13 |
| On ___ own | 10 |
| On ___ of the moment | 20 |
| On ___ of (for) | 15 |
| On ___ of (as a proxy for) | 26 |
| On ___ night as this | 20 |
| On ___ level | 12 |
| On ___ knee | 11 |
| On ___ keel | 11 |
| On ___ diet | 11 |
| On ___ boat to China | 20 |
| On ___ battle | 13 |
| On ___ basis (for testing purposes) | 35 |
| On ___ basis | 12 |
| On ___ and a prayer | 19 |
| On ___ (wrestling term) | 23 |
| On ___ (working well) | 21 |
| On ___ (without commitment) | 27 |
| On ___ (without assurance of payment) | 37 |
| On ___ (without a contract) | 27 |
| On ___ (without a buyer) | 24 |
| On ___ (with no assurance of sale) | 34 |
| On ___ (winning) | 16 |
| On ___ (when challenged) | 24 |
| On ___ (well-known) | 19 |
| On ___ (Wall St. risk) | 22 |
| On ___ (trying to succeed) | 26 |
| On ___ (trying to lose) | 23 |
| On ___ (tense) | 14 |
| On ___ (taking a challenge) | 27 |
| On ___ (splurging) | 18 |
| On ___ (secretly) | 17 |
| On ___ (riding high) | 20 |
| On ___ (reveling) | 17 |
| On ___ (ready) | 14 |
| On ___ (ready for golf) | 23 |
| On ___ (rampaging) | 18 |
| On ___ (raging) | 15 |
| On ___ (proceeding successfully) | 32 |
| On ___ (proceeding independently) | 33 |
| On ___ (precisely) | 18 |
| On ___ (pending approval) | 25 |
| On ___ (out with someone) | 25 |
| On ___ (out of the nest) | 24 |
| On ___ (occasionally) | 21 |
| On ___ (never ending) | 21 |
| On ___ (nervous) | 16 |
| On ___ (needing no human intervention) | 38 |
| On ___ (making merry) | 21 |
| On ___ (made without commitment) | 32 |
| On ___ (like some jobs) | 23 |
| On ___ (like much freelance work) | 33 |
| On ___ (kicking ass) | 20 |
| On ___ (irritable) | 18 |
| On ___ (in trouble with the boss) | 33 |
| On ___ (in theory) | 18 |
| On ___ (in reserve) | 19 |
| On ___ (in little space) | 24 |
| On ___ (in control) | 19 |
| On ___ (impulsively) | 20 |
| On ___ (impatient) | 18 |
| On ___ (how some things are built) | 34 |
| On ___ (how some pranks are done) | 33 |
| On ___ (how pranks may be done) | 31 |
| On ___ (how magazine articles might be written) | 47 |
| On ___ (hot) | 12 |