| Two-time L.P.G.A. Championship winner Laura | 43 |
| Two-time L.P.G.A. champ born in Korea | 37 |
| Two-time Jack Nicklaus Trophy winner Jay | 40 |
| Two-time Italian prime minister Moro | 36 |
| Two-time Italian prime minister Giuliano | 40 |
| Two-time Italian prime minister Aldo | 36 |
| Two-time Indy 500 winner ___ Luyendyk | 37 |
| Two-time Indy 500 winner Luyendyk | 33 |
| Two-time Indy 500 champ Luyendyk | 32 |
| Two-time Indian Prime Minister Gandhi | 37 |
| Two-time Hugo Award winner Gaiman | 33 |
| Two-time host of the Summer Olympics | 36 |
| Two-time heavyweight champ Patterson | 36 |
| Two-time Hart Trophy winner, familiarly | 39 |
| Two-time Haitian president Préval | 36 |
| Two-time green jacket wearer Bernhard | 37 |
| Two-time Grammy-winning pianist Peter | 37 |
| Two-time Grammy winner __ Lee Jones | 35 |
| Two-time Grammy Award-winning pianist Peter | 43 |
| Two-time Golden Raspberry nominee Jessica | 41 |
| Two-time gold medal skier of the 1998 Olympics | 46 |
| Two-time Gold Glove second baseman Pokey | 40 |
| Two-time foreign minister of the U.S.S.R. | 41 |
| Two-time football Pro Bowler Leon | 33 |
| Two-time FIFA World Player of the Year Lionel | 45 |
| Two-time FIFA Ballon d'Or winner | 36 |
| Two-time Fiction Pulitzer winner | 32 |
| Two-time Emmy winner for "30 Rock" | 44 |
| Two-time Emmy winner as best actor in a comedy | 46 |
| Two-time Cy Young winner Saberhagen | 35 |
| Two-time Cy Young winner Lincecum | 33 |
| Two-time Cy Young Award winner Halladay | 39 |
| Two-time costar with Eddie Murphy | 33 |
| Two-time Conn Smythe Trophy winner | 34 |
| Two-time Best Spoken Word Album Grammy winner | 45 |
| Two-time Best Situation Comedy Emmy winner | 42 |
| Two-time Best Rock Album Grammy winner | 38 |
| Two-time Best Director Oscar winner Lee | 39 |
| Two-time Best Adapted Screenplay Oscar winner | 45 |
| Two-time Best Actress winner Rainer | 35 |
| Two-time Best Actress Oscar winner Jackson | 42 |
| Two-time belligerent against the British Empire | 47 |
| Two-time baseball All-Star Sandoval | 35 |
| Two-time Australian Open champ Williams | 39 |
| Two-time All-Star power forward Carlos | 38 |
| Two-time achievement for the Chicago Bulls | 42 |
| Two-time A.L. homer leader Thomas | 33 |
| Two-time A.L. home run champ Tony | 33 |
| Two-time 1990s A.L. batting champ Edgar | 39 |
| Two-time 1980s skating gold medalist Katarina | 45 |
| Two-time 1980s skating gold medalist | 36 |
| Two-time 1500-meter Olympic gold medalist | 41 |
| Two-time "MASH" Emmy winner | 37 |
| Two-time '80s-'90s Senate majority leader | 49 |
| Two-time '70s Stanley Cup champs | 36 |
| Two-thirds of the Belmont Stakes | 32 |
| Two-thirds of a Three Tenors selection | 38 |
| Two-thirds of a double-play combo | 33 |
| Two-term presidents' terms, e.g. | 36 |
| Two-term presidents' tenures, e.g. | 38 |
| Two-sevenths of the territories on a Risk board | 47 |
| Two-seaters or four-seaters, e.g.? | 34 |
| Two-reeler about baseballer Darryl? | 35 |
| Two-player logic game with colored pegs | 39 |
| Two-piece suit that won't keep you warm | 43 |
| Two-person starter home of note? | 32 |
| Two-person pencil-and-paper game | 32 |
| Two-part lake connected by the Strait of Tiquina | 48 |
| Two-Oscar actor who loved crosswords | 36 |
| Two-liter bottle contents, sometimes | 36 |
| Two-legged measuring instruments | 32 |
| Two-handed gesture used for ironic effect | 41 |
| Two-generation name in Indiana politics | 39 |
| Two-front, as a Coast Guard rescue | 34 |
| Two-for-one at a leading dating site? | 37 |
| Two-Face and the Riddler, to Batman | 35 |
| Two-door closed cars with back seats | 36 |
| Two-dimensional analogue of volume | 34 |
| Two-and-a-half presidential terms | 33 |
| Two- or three-striper, for short | 32 |
| Two- -- ('terrible' tyke) | 33 |
| Two ___ (double-teaming situation) | 34 |
| Two years before Claudius was murdered | 38 |
| Two words your boss loves to hear | 33 |
| Two words to prevent an argument | 32 |
| Two words that might follow BUTTER ... | 38 |
| Two words before "nutshell" | 37 |
| Two words before "note" | 33 |
| Two words before "contention" | 39 |
| Two words before "about" | 34 |
| Two words after ''lend'' | 40 |
| Two weeks after New Year's Day | 34 |
| Two violins, a viola and a cello | 32 |
| Two things that might be found in a dining room | 47 |
| Two things seen beside James Bond at a casino? | 46 |
| Two things of concern to a math-loving nurse? | 45 |
| Two things not to mess with in the Old West? | 44 |
| Two things needed by old-time firefighters? | 43 |
| Two things involving peer pressure to drink? | 44 |
| Two things in Clinton's poolroom? | 37 |