| Text | Length |
| Penitent's confidant | 24 |
| Penitent's emotion | 22 |
| Penitent's feeling | 22 |
| Penitent's garb | 19 |
| Penitent's process | 22 |
| Penitential | 11 |
| Penitential period | 18 |
| Penitential season | 18 |
| Penitential symbol | 18 |
| Penitentiary | 12 |
| Penitentiary count | 18 |
| Penitentiary division | 21 |
| Penitentiary in Illinois | 24 |
| Penitentiary occupant, briefly | 30 |
| Penitentiary resident | 21 |
| Penitentiary, in slang | 22 |
| Penitents | 9 |
| Penitents' apparel | 22 |
| Penless exams | 13 |
| Penlight batteries | 18 |
| Penlight battery | 16 |
| Penlight battery size | 21 |
| Penlight fillers | 16 |
| Penlight-wielding doc | 21 |
| Penlike devices | 15 |
| Penman | 6 |
| Penman's flourish | 21 |
| Penman's goof | 17 |
| Penman's paint? | 19 |
| Penmanship | 10 |
| Penmanship patterns | 19 |
| Penmanship, some say | 20 |
| Penmen of yore | 14 |
| Penmen? | 7 |
| Penn from California | 21 |
| Penn of The Game | 20 |
| Penn & Teller's field | 29 |
| Penn & Teller, e.g. | 23 |
| Penn and -- | 11 |
| Penn and Connery | 16 |
| Penn and Lennon | 15 |
| Penn and others | 15 |
| Penn and Pitt | 13 |
| Penn and Tell, for short | 24 |
| Penn and Teller's act | 25 |
| Penn and Teller's shtick | 28 |
| Penn and Union | 14 |
| Penn and Young | 14 |
| Penn Central stepchild | 22 |
| Penn Central, etc.: Abbr. | 25 |
| Penn degree offering | 20 |
| Penn et al. | 11 |
| Penn et al.: Abbr. | 18 |
| Penn film | 9 |
| Penn in ''Mystic River'' | 40 |
| Penn in movies | 14 |
| Penn in N.Y.C., e.g. | 20 |
| Penn in New York, e.g. | 22 |
| Penn in NY | 10 |
| Penn in NYC | 11 |
| Penn in NYC, e.g. | 17 |
| Penn in pictures | 16 |
| Penn in the movies | 18 |
| Penn is one | 11 |
| Penn movie with a Seussian title | 32 |
| Penn name | 9 |
| Penn name? | 10 |
| Penn neighbor | 13 |
| Penn of "Harold & Kumar" films | 45 |
| Penn of 'Harold & Kumar' films | 42 |
| Penn of 'House' | 23 |
| Penn of 'Milk' | 22 |
| Penn of "Harold & Kumar Go to White Castle" | 57 |
| Penn of "Harold & Kumar" | 38 |
| Penn of "Harold & Kumar" films | 44 |
| Penn of "House" | 25 |
| Penn of "I Am Sam" | 28 |
| Penn of "Milk" | 24 |
| Penn of "Mystic River" | 32 |
| Penn of "Superman Returns" | 36 |
| Penn of "The Game" | 28 |
| Penn of "The Namesake" | 32 |
| Penn of film | 12 |
| Penn of films | 13 |
| Penn of pictures | 16 |
| Penn of the 'Harold & Kumar' films | 46 |
| Penn of the "Harold & Kumar" films | 48 |
| Penn of the "Harold & Kumar" franchise | 52 |
| Penn on the screen | 18 |
| Penn or Astin | 13 |
| Penn or Combs | 13 |
| Penn or Connery | 15 |
| Penn or Grand Central (abbr.) | 29 |
| Penn or Law, e.g. | 17 |
| Penn or Paul | 12 |
| Penn or Pitt | 12 |
| Penn or ship of | 15 |
| Penn or Union: Abbr. | 20 |
| Penn or Young | 13 |
| Penn pal | 8 |
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