| Tough on traveling, in a way | 28 |
| Tough one | 9 |
| Tough one to figure out | 23 |
| Tough opponents | 15 |
| Tough out | 9 |
| Tough people | 12 |
| Tough people to work with | 25 |
| Tough period of child-raising, perhaps | 38 |
| Tough person's nickname | 27 |
| Tough person, to a Brit | 23 |
| Tough phrase for an interpreter | 31 |
| Tough phrase for foreigners | 27 |
| Tough phrases for foreigners | 28 |
| Tough pickup for some bowlers | 29 |
| Tough pill to swallow | 21 |
| Tough pitch to hit | 18 |
| Tough place to be in | 20 |
| Tough place to come out a winner | 32 |
| Tough play for Derek Jeter | 26 |
| Tough poker hand to beat | 24 |
| Tough posers | 12 |
| Tough position | 14 |
| Tough predicament | 17 |
| Tough problem | 13 |
| Tough problem to face? | 22 |
| Tough punk | 10 |
| Tough puzzle | 12 |
| Tough puzzle, informally | 24 |
| Tough puzzles | 13 |
| Tough query | 11 |
| Tough question | 14 |
| Tough questions | 15 |
| Tough request | 13 |
| Tough riddle | 12 |
| Tough rivals | 12 |
| Tough road to hoe | 17 |
| Tough row to hoe | 16 |
| Tough row to hoe? | 17 |
| Tough row to __ | 15 |
| Tough row ___ | 13 |
| Tough rubber? | 13 |
| Tough ruler | 11 |
| Tough shark | 11 |
| Tough situation | 15 |
| Tough situations | 16 |
| Tough skin | 10 |
| Tough slalom curves | 19 |
| Tough slog | 10 |
| Tough spare | 11 |
| Tough spares | 12 |
| Tough spelling contests? | 24 |
| Tough spot | 10 |
| Tough spot for a mechanic? | 26 |
| Tough spot for Daniel | 21 |
| Tough spots | 11 |
| Tough spots to get out of | 25 |
| Tough string | 12 |
| Tough stuff | 11 |
| Tough stuff in meat | 19 |
| Tough tail | 10 |
| Tough tan twill | 15 |
| Tough task | 10 |
| Tough taskmasters | 17 |
| Tough teammate to handle | 24 |
| Tough test | 10 |
| Tough test metaphor | 19 |
| Tough test, as it were | 22 |
| Tough test, informally | 22 |
| Tough test, slangily | 20 |
| Tough tests | 11 |
| Tough thing to be put through | 29 |
| Tough thing to be stuck in | 26 |
| Tough thing to choose | 21 |
| Tough thing to fill | 19 |
| Tough thing to get out of | 25 |
| Tough thing to get out of, often | 32 |
| Tough thing to kick | 19 |
| Tough thing to master at the Masters | 36 |
| Tough thing to swallow | 22 |
| Tough timber tree | 17 |
| Tough time | 10 |
| Tough time for Caesar | 21 |
| Tough time spent between jobs? | 30 |
| Tough time to farm | 18 |
| Tough times | 11 |
| Tough times on Wall Street | 26 |
| Tough tissue | 12 |
| Tough tissues | 13 |
| Tough to accomplish | 19 |
| Tough to budge | 14 |
| Tough to catch | 14 |
| Tough to clean | 14 |
| Tough to climb | 14 |
| Tough to climb, in a way | 24 |
| Tough to climb, perhaps | 23 |
| Tough to comb | 13 |
| Tough to crack | 14 |
| Tough to cycle on | 17 |
| Tough to dig into, as soil | 26 |
| Tough to drive through | 22 |