| Two sharp turns | 15 |
| Two sheets to the wind | 22 |
| Two sheets to the wind? | 23 |
| Two shots, maybe | 16 |
| Two sides in a battle | 21 |
| Two sides of a triangle | 23 |
| Two sides of Pascal's triangle | 34 |
| Two silkworms raced and ended in --- | 37 |
| Two silkworms raced and ended in ___ | 36 |
| Two singers | 11 |
| Two sizes above sm. | 19 |
| Two sizes too small | 19 |
| Two slices of a loaf | 20 |
| Two smackers? | 13 |
| Two socks | 9 |
| Two socks, one hopes | 20 |
| Two solid days | 14 |
| Two sounds in one | 17 |
| Two Spanish explorers | 21 |
| Two Spanish provinces | 21 |
| Two square kilometers, for Monaco | 33 |
| Two squared | 11 |
| Two stars dating, e.g. | 22 |
| Two stars of "Paper Moon" | 35 |
| Two stars, maybe | 16 |
| Two states (Abbr.) | 18 |
| Two states, with "the" | 32 |
| Two steeds? | 11 |
| Two steps on a scale | 20 |
| Two strikes? | 12 |
| Two string quartets | 19 |
| Two strokes more than an eagle | 30 |
| Two strokes of bad luck, literally | 34 |
| Two tablets perhaps | 20 |
| Two tablets every 12 hours, say | 31 |
| Two tablets every six hours, e.g. | 33 |
| Two tablets, maybe | 18 |
| Two tablets, often | 18 |
| Two tablets, perhaps | 20 |
| Two tablets, say | 16 |
| Two taker | 9 |
| Two teaspoonfuls, e.g. | 22 |
| Two teaspoons, e.g. | 19 |
| Two teaspoons, say | 18 |
| Two teleprompters might flank one | 33 |
| Two tens, e.g. | 14 |
| Two tens, for one | 17 |
| Two that are one | 16 |
| Two that are trouble | 20 |
| Two that match | 14 |
| Two thespian Chaneys | 20 |
| Two things a beer-swilling Rottweiler can do? | 45 |
| Two things at Ms. Gordimer's party? | 39 |
| Two things found at an Alaska casino? | 37 |
| Two things heard at a well-received session by Mehmet? | 54 |
| Two things in a pet-loving monk's cell? | 43 |
| Two things in Clinton's poolroom? | 37 |
| Two things involving peer pressure to drink? | 44 |
| Two things needed by old-time firefighters? | 43 |
| Two things not to mess with in the Old West? | 44 |
| Two things of concern to a math-loving nurse? | 45 |
| Two things seen beside James Bond at a casino? | 46 |
| Two things seen in the toros' tavern after a grueling corrida? | 66 |
| Two things that might be found in a dining room | 47 |
| Two things to fold | 18 |
| Two things to read | 18 |
| Two thousand pounds | 19 |
| Two threes, for one | 19 |
| Two thumbs up | 13 |
| Two thumbs up e.g. | 19 |
| Two thumbs up, e.g. | 19 |
| Two thumbs up? | 14 |
| Two times | 9 |
| Two times "cinq" | 26 |
| Two times DI | 12 |
| Two times tetra- | 16 |
| Two times, to Tomás | 22 |
| Two times? | 10 |
| Two to a dance | 14 |
| Two to a state | 14 |
| Two to one or three to one | 26 |
| Two to one, e.g. | 16 |
| Two to one, for one | 19 |
| Two to two, e.g. | 16 |
| Two toed sloth | 14 |
| Two together | 12 |
| Two topper | 10 |
| Two toppers | 11 |
| Two toxic Teletubbies? | 22 |
| Two travelers' conveyances | 30 |
| Two treat-worthy phrases | 24 |
| Two trios | 9 |
| Two trios + one duo | 19 |
| Two trios and a duo | 19 |
| Two trios and a single | 22 |
| Two trios and a soloist | 23 |
| Two trios plus one | 18 |
| Two Tudor kings | 15 |
| Two Tudors | 10 |
| Two turns, maybe | 16 |