| Billy Joel "When In ___" | 34 |
| Benedict's bishopric | 24 |
| Baths of Diocletian location | 28 |
| Baking apple | 12 |
| Arch of Constantine setting | 27 |
| Appian Way terminus | 19 |
| All roads lead to this, they say | 32 |
| All roads lead to it, in a saying | 33 |
| All roads lead to --- | 21 |
| A New York city | 15 |
| 2005 HBO series | 15 |
| 1960 Summer Olympics site | 25 |
| 1960 Olympics host | 18 |
| "When in ___, do ..." | 31 |
| "When in ___ ..." | 27 |
| "When in __ ..." | 26 |
| "The Promise" one-hitters When in ___ | 47 |
| "Quo Vadis" setting | 29 |
| "Pins and Needles" songwriter | 39 |
| "Pins and Needles" composer | 37 |
| "Fanny" songwriter: 1954 | 34 |
| "Eternal City" | 24 |
| "Don Pasquale" setting | 32 |
| "Call Me Mister" songwriter | 37 |
| "Ben-Hur" setting | 27 |
| 'When in --, ...' | 25 |
| 'The Eternal City' | 26 |
| '80s band When in ___ | 25 |
| ''The Fountains of ___'' (Respighi) | 51 |
| ___ Beauty (apple) | 18 |
| ___ Beauty (apple type) | 23 |
| Beau | 4 |
| Juliet's love | 17 |
| Man's slipper | 17 |
| Famed lover | 11 |
| Juliet's beloved | 20 |
| Shakespearean teen | 18 |
| Mercutio's friend | 21 |
| Rival of Paris | 14 |
| Star-crossed lover | 18 |
| Juliet's beau | 17 |
| Gentleman of Verona | 19 |
| "Thus with a kiss I die" speaker | 42 |
| Montague | 8 |
| Lover of Shakespeare? | 21 |
| Tybalt's slayer | 19 |
| Star-crossed lover of fiction | 29 |
| Star-crossed lover in Shakespeare | 33 |
| Shakespearean loverboy | 22 |
| One gentleman of Verona | 23 |
| Friend of Mercutio | 18 |
| Beau at the balcony | 19 |
| Ardent lover | 12 |
| A Montague | 10 |
| "Wherefore art thou ___?" | 35 |
| "Arise, fair sun, and kill the envious moon" speaker | 62 |
| Young Montague | 14 |
| Young lover | 11 |
| Tragic Shakespearean character | 30 |
| Tragic role | 11 |
| Shakespearean youth | 19 |
| Shakespearean role for Leonardo DiCaprio | 40 |
| Shakespearean lover | 19 |
| Paris fighter | 13 |
| One of the Montagues | 20 |
| Montague's son | 18 |
| Lover of Shakespeare | 20 |
| Ladykiller | 10 |
| He said "I die," and then did | 39 |
| 1996 Leonardo DiCaprio role | 27 |
| "Star-crossed" lover | 30 |
| "I am Fortune's fool" speaker | 43 |
| Woo pitcher | 11 |
| Womanizer, perhaps | 18 |
| Utterer of "I am Fortune's fool" | 46 |
| Tybalt's killer | 19 |
| Tybalt's dispatcher | 23 |
| Tragic Shakespearean hero | 25 |
| Tragic Montague | 15 |
| Tragic lover | 12 |
| Tragic hero | 11 |
| The "thou" in "Wherefore art thou?" | 55 |
| The "thou" in "Wherefore art thou ...?" | 59 |
| Swain under a balcony | 21 |
| Swain of drama | 14 |
| Steve Forbert sang a "Tune" for him | 45 |
| Slipper or lover | 16 |
| Slayer of Tybalt | 16 |
| Slayer of Paris | 15 |
| Shakespearean title character in the NATO phonetic alphabet | 59 |
| Shakespearean eloper | 20 |
| Shakespearean dueler | 20 |
| Shakespeare hero | 16 |
| Shakespeare character who was the first to use the word "inauspicious" | 80 |
| R for ___ ; or Shakespearean lover | 34 |
| Passionate fellow | 17 |
| Paris's rival | 17 |
| Paris rival | 11 |
| Paris foe | 9 |
| One of Shakespeare's "star-crossed lovers" | 56 |