| Tough campus boss? | 18 |
| Tough categories in 20 Questions | 32 |
| Tough chance for Jeter | 22 |
| Tough choice | 12 |
| Tough choice in "The Matrix" | 38 |
| Tough circumstances | 19 |
| Tough cleaner | 13 |
| Tough cloth | 11 |
| Tough companion? | 16 |
| Tough companions? | 17 |
| Tough competitors | 17 |
| Tough concept for procrastinators | 33 |
| Tough conditions for tars? | 26 |
| Tough cord | 10 |
| Tough cotton cloth | 18 |
| Tough cotton thread | 19 |
| Tough creditors | 15 |
| Tough crossword clue | 20 |
| Tough crowd | 11 |
| Tough crowd? | 12 |
| Tough currents | 14 |
| Tough curves | 12 |
| Tough customer | 14 |
| Tough customers | 15 |
| Tough decision for a bettor | 27 |
| Tough dudes | 11 |
| Tough dudes, in '90s hip-hop slang | 38 |
| Tough economic time | 19 |
| Tough effort in golf | 20 |
| Tough ending | 12 |
| Tough exam | 10 |
| Tough exams | 11 |
| Tough fabric | 12 |
| Tough fiber | 11 |
| Tough fiber for baskets | 23 |
| Tough flooring | 14 |
| Tough girls | 11 |
| Tough goes | 10 |
| Tough going | 11 |
| Tough group, with "the" | 33 |
| Tough guests at a wedding | 25 |
| Tough guy | 9 |
| Tough guy actor Aldo | 20 |
| Tough guy actor Charles | 23 |
| Tough guy actor Donlevy | 23 |
| Tough guy actor Lundgren | 24 |
| Tough guy actor Peter | 21 |
| Tough guy actor Ray | 19 |
| Tough guy actor __ Ray | 22 |
| Tough guy of filmdom | 20 |
| Tough guy portrayer Ray | 23 |
| Tough guy star of "Love and Bullets" | 46 |
| Tough guy who was a bodyguard for Muhammad Ali | 46 |
| Tough guy word, OK? | 19 |
| Tough guy word, okay? | 21 |
| Tough guy's challenge | 25 |
| Tough guy's expression | 26 |
| Tough guy's rhetorical question | 35 |
| Tough guy's territory | 25 |
| Tough guys | 10 |
| Tough handicap to overcome in a joust? | 38 |
| Tough haul | 10 |
| Tough heads | 11 |
| Tough hide | 10 |
| Tough hit for an infielder | 26 |
| Tough hockey player | 19 |
| Tough instruments to carry | 26 |
| Tough issue to handle | 21 |
| Tough it out | 12 |
| Tough item to get upstairs, typically | 37 |
| Tough Jane in the first "SNL" cast? | 45 |
| Tough Japanese dog | 18 |
| Tough Japanese dogs | 19 |
| Tough job | 9 |
| Tough job for a beauty contest judge | 36 |
| Tough job for a dry cleaner | 27 |
| Tough jobs | 10 |
| Tough journey | 13 |
| Tough journeys | 14 |
| Tough key for pianists | 22 |
| Tough kid to sit for | 20 |
| Tough laundry problem | 21 |
| Tough leather | 13 |
| Tough looks | 11 |
| Tough love feature? | 19 |
| Tough luck | 10 |
| Tough march | 11 |
| Tough math subj. | 16 |
| Tough meat stuff | 16 |
| Tough mode of punishment | 24 |
| Tough mount to mount | 20 |
| Tough neighborhood | 18 |
| Tough nut | 9 |
| Tough nut to crack | 18 |
| Tough nuts | 10 |
| Tough nuts to crack | 19 |
| Tough odds | 10 |
| Tough old bird | 14 |
| Tough on melodists | 18 |
| Tough on the tongue | 19 |