| Roberts's "Pretty Woman" costar | 45 |
| Roberts's "Pretty Woman" co-star | 46 |
| Roberts' costar, more than once | 35 |
| Roberts' co-star, more than once | 36 |
| Richard of "King David" | 33 |
| Richard of "First Knight" | 35 |
| Richard of "Breathless" | 33 |
| Richard of "Arbitrage" | 32 |
| People magazine's 1999 Sexiest Man Alive | 44 |
| People magazine Sexiest Man Alive of 1999 | 41 |
| Olin's "Mr. Jones" co-star, 1993 | 46 |
| Linney's "Primal Fear" costar | 43 |
| Lawyer portrayer in "Chicago" | 39 |
| Lawyer Flynn player in "Chicago" | 42 |
| Lane's "Unfaithful" co-star | 41 |
| Julia's co-star in "Pretty Woman" | 47 |
| He was Lancelot in "First Knight" | 43 |
| Golden Globe winner for "Chicago" | 43 |
| Foster's "Sommersby" co-star | 42 |
| First man to appear on the cover of Vogue | 41 |
| First male to appear on the cover of Vogue | 42 |
| Earhart's hubby in a 2009 film | 34 |
| Dylan portrayer in "I'm Not There" | 48 |
| Actor whose middle name is Tiffany | 34 |
| Actor who is big in the Free Tibet movement | 43 |
| Actor Richard whose middle name is Tiffany | 42 |
| Actor in "Pretty Lady" | 32 |
| "The Hunting Party" star | 34 |
| "The Cotton Club" co-star | 35 |
| "The Cotton Club" actor | 33 |
| "Sommersby" star, 1993 | 32 |
| "Sommersby" actor Richard | 35 |
| "Shall We Dance?" star, 2004 | 38 |
| "Shall We Dance?" costar | 34 |
| "Runaway Bride" costar | 32 |
| "Runaway Bride" co-star, 1999 | 39 |
| "Runaway Bride" actor Richard | 39 |
| "Primal Fear" star, 1996 | 34 |
| "Primal Fear" actor Richard | 37 |
| "Pretty Woman" male lead | 34 |
| "Pretty Woman" costar Richard | 39 |
| "Pretty Woman" co-star Richard | 40 |
| "Nights in Rodanthe" star | 35 |
| "Looking for Mr. Goodbar" villain | 43 |
| "Intersection" star, 1994 | 35 |
| "Internal Affairs" star, 1990 | 39 |
| "Internal Affairs" star | 33 |
| "Internal Affairs" actor | 34 |
| "I'm Not There" co-star, 2007 | 43 |
| "I'm Not There" actor Richard | 43 |
| "First Knight" star Richard | 37 |
| "Days of Heaven" co-star, 1978 | 40 |
| "Days of Heaven" co-star | 34 |
| "Chicago" lawyer, really | 34 |
| "Chicago" Golden Globe winner | 39 |
| "Chicago" co-star, 2002 | 33 |
| "Bee Season" star, 2005 | 33 |
| "Autumn in New York" co-star | 38 |
| "Arbitrage" actor Richard | 35 |
| ''Sommersby'' actor | 35 |
| ''Chicago'' actor | 33 |
| Actor Richard's working hours? | 34 |
| Halliwell once known as Ginger Spice | 36 |
| "Deadwood" actress Jewell | 35 |
| Jewell of "The Facts of Life" | 39 |
| Halliwell, formerly of the Spice Girls | 38 |
| "The Facts of Life" actress Jewell | 44 |
| "Schizophonic" Halliwell | 34 |
| "It's Raining Men" singer Halliwell | 49 |
| "Ginger Spice" Halliwell | 34 |
| "The Lawrence Welk Show" sponsor | 42 |
| "Iron is its middle name" sloganeer | 45 |
| ''Quiz Show'' sponsor | 37 |
| Wheat ___ (health food purchase) | 32 |
| Word before warfare and after wheat | 35 |
| Language that gives us "schadenfreude" | 48 |
| Language of "Lohengrin" | 33 |
| "Auf wiedersehen" wisher | 34 |
| Large subfamily of Indo-European languages | 42 |
| Branch of languages including English | 37 |
| Two ''G'' nations | 33 |
| Early West Coast punk band, with "the" | 48 |
| "I'm in free falllllllllllllll!" | 46 |
| Leader of 1960s UK rockers The Pacemakers | 41 |
| Madison's V.P.: 1813–14 | 34 |
| Madison's second vice president | 35 |
| Madison V.P. of redistricting fame | 34 |
| Leader of the Pacemakers in 60's pop | 40 |
| Leader of the 1960s UK rockers The Pacemakers | 45 |
| Leader of music's Pacemakers | 32 |
| Governor famous for redistricting | 33 |
| Eponymous veep associated with redistricting | 44 |
| Elbridge __, governor famous for redistricting | 46 |
| American composer's transport? | 34 |
| "Still Standing" actress | 34 |
| Jami of "Still Standing" | 34 |
| Jami of "Keeping Up With the Steins" | 46 |
| "Still Standing" actress Jami | 39 |
| Word ending in "ing," sometimes | 41 |
| Chatting or sleeping in English class? | 38 |